We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals nearby Portland Castle

Portland Castle Liberty Road, Castletown, DT5 1AZ, England
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    C$295 Average
    |||
    |||
    C$0C$1,000+
    Suitability
    More filters
    Travellers to Isle of Portland are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    All 98 Rentals in Isle of Portland
    Little Gem - Lovely Sea views1 / 19
    (51)Excellent
    3.2 kilometres from Portland Castle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Certificate of Excellence
    Check-in Check-out
    Show Prices
    Payment Protection
    Chesil Holiday Lodge, Weymouth1 / 23
    (9)Excellent
    2.9 kilometres from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    1 The Old Police Station1 / 11
    (12)Excellent
    0.5 kilometres from Portland Castle
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Bay View Apartment1 / 23
    (3)Very good
    0.1 kilometres from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Wi-Fi
    • DVD Player
    • Central Heating
    • Sauna
    • Hot Tub
    • Shared Indoor Pool
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 27, 2016
    Easy booking process. Estate agents very friendly and answered all questions quickly.Directions to the apartment and getting the keys made the checkin process easy.Apartment...
    Reviewed August 29, 2016
    My husband and I stayed here for a week in August with a five year old and a 21 month old. The apartment was very clean and had great facilities. The kitchen had almost...
    See all reviews
    About this property
    Bay View Apartment is a stunning modern apartment located overlooking Portland Marina and Harbour on the Isle of Portland, Dorset. The modern accommodation on two floors is well presented and offers three spacious bedrooms. Use of indoor pool and great as a base for water sports or fishing....
    View all property information
    Location Information
    Isle of Portland, Dorset
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Artist Cottage - Charming coastal cottage on Portland :-)1 / 14
    (6)Average
    0.8 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Shared Garden
    • Balcony
    • Ocean Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 18, 2017
    We stayed with friends on New Years Eve in this beautiful terraced cottage. The experience was amazing: Portland Bill seems to exist in a time warp and I will always remember...
    Reviewed March 30, 2017
    We have stayed here 3 or 4 times and always had a lovely time. The house is a very pretty old traditional Portland Stone building. It is in a no through road so very quiet...
    See all reviews
    About this property
    Built in the 1800's, this sweet little original Portland stone Fisherman's cottage promises a lovely holiday experience.Artist Cottage sleeps four people in two bedrooms and has been delightfully restored.The cottage is found in Fortuneswell just five minutes from the National Sailing Academy and a...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Dory Cottage1 / 20
    (4)Excellent
    0.9 kilometres from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Patio
    • Ocean Views
    • Wi-Fi
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 17, 2019
    I've just had the most perfect weekend at this beautiful, light airy, perfect for Chesil Beach, cottage. It is perfectly placed to watch the ocean roll onto Chesil which you can...
    Reviewed October 4, 2018
    The cottage was very lovely but not for people with disabilities. All up hill even in the cottage the stairs were so steep and with on were to hold on to. My Mother had to...
    See all reviews
    About this property
    A well-situated three-bedroom Portland Stone cottage over three floors with fabulous views over Chesil Beach and The Fleet. Perched on the hill of the island overlooking the Jurassic Coast, you can see why Chesil Beach is part of a World Heritage Site. Just a short walk from Chesil Beach....
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Luxery Holiday Home former Olympic Sailing Village. Super fast Wifi & Netflix.1 / 27
    (1)Excellent
    0.3 kilometres from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • Central Heating
    • Private Garden
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 26, 2020
    The house is very close to beach, sailing academy and Portland Castle. Very quit location. Super clean and swish. Highly recommended.
    See all reviews
    About this property
    2 double bedroom in a semi-detached house on the isle of Portland (Dorset). Located in what was the Olympic Sailing Village, used by the USA athletes for the sailing events during London 2012. Very close to the WPNSA for guests visiting for sailing events Perfect location for exploring our...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Sea View1 / 8
    (1)Excellent
    0.7 kilometres from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Central Heating
    • Washer
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Sea View offers the best of modern comforts with period character in a cottage just a short walk from the splendors of Chesil Beach & Cove on the Isle of Portland Dorset. Offering a fabulous kitchen and comfortable accommodation. A character cottage designed to sleep six in three bedrooms in a...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Chiswell Cottage1 / 22
    (11)Very good
    0.6 kilometres from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 8, 2019
    Great place to stay. Home from Home. Lovely beach and local establishments to visit. Had a lovely family weekend get together.
    Reviewed September 7, 2016
    The house looked good inside and was nicely decorated and well equipped in terms of crockery, glasses etc. On arrival at the house the bin was overflowing and the door and...
    See all reviews
    About this property
    A spacious, comfortable cottage in this pretty road, a short walk down to Chesil Beach and Cove, and being in a convenient position for The National Sailing Academy and Portland Harbour. A four bedroom cottage over three floors with views over Chesil Beach. There is a private, fully enclosed rear...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Summer Lodge with panoramic views over Fleet Lagoon and Chesil Beach1 / 23
    (3)Excellent
    2.9 kilometres from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Sauna
    • Central Heating
    • Washer
    • Waterfront
    • Ocean Views
    • Housekeeping Included
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 20, 2019
    Spent 3 nights at your lovely property. It has a very nice location and view and it is well appointed and clean. The holiday park was convenient for quick meals and offered lots...
    See all reviews
    About this property
    The Summer Lodge boasts uninterrupted and unrivaled views of the Fleet Lagoon and world famous Chesil Beach from its elevated position on the Jurassic Coast path. Located just one mile from the Isle of Portland, the home of the 2012 Olympic sailing events and a short drive from Weymouth town centre...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Save time - get the best Isle of Portland rentals sent straight to your email!
    Get the List
    Cliff House1 / 9
    (9)Average
    0.6 kilometres from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 1, 2020
    Cliff House was in the perfect location for us. Backed onto the beach for ease of access, yards from a great takeaway and lovely pub which overlooked the sea, and within driving...
    Reviewed June 6, 2019
    It was very good, my family liked it too. the mattress is comfortable. I hope to get vacancies when I come back. Thank you.
    See all reviews
    About this property
    Portland Stone detached house backing onto Chisel Beach. 3 bedrooms, gas central heating, large bathroom on the first floor, and ample parking for two cars. Ideal for sailing holidays, dog walkers, in fact anyone who wants to make use of all that Portland has to offer. The property also has a...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Ted's House1 / 18
    (4)Very good
    0.7 kilometres from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Patio
    • Washer
    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 5, 2019
    We found the property to be very clean, spacious and comfortable. Fairly well equipped, apart from no iron & ironing board. We did have a issue with the shower flooding as a...
    Reviewed June 2, 2018
    Just arrived home after staying for the Whitsun Week at Teds House and enjoyed our stay very much. Chesil Beach just down the road and 4 local pubs within walking distance, we...
    See all reviews
    About this property
    This lovely holiday home sits in the heart of Fortuneswell, Portland a short stroll from the Jurassic Coast. Sea views can be seen from the property where in the evening the rear windows provide lovely sunset viewing. The owners of the property have made this holiday property a home and offers...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Two bedroom holiday bungalow1 / 13
    (13)Excellent
    3.4 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Parking
    • Patio
    • Grill
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 1, 2018
    Lovely place to stay ,would recommend.we were surprised at having tea coffee ,milk left for us .Lesley is a lovely lady who met us at the bungalow with the keys and gave us...
    Reviewed September 1, 2018
    Perfect cottage in a great location on the isle of Portland. Our second stay on the island but our 1st stay in this cottage and we'll definitely come back to the cottage again...
    See all reviews
    About this property
    A comfortable terraced bungalow with lounge/diner, kitchen and patio area in grounds near to Pennsylvania Castle so ideal for anyone attending functions there. Portland is a nature lovers paradise particularly of interest to birdwatching enthusiasts also to sailors as the National Sailing Academy...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Tompot Cottage - Character cottage by the sea1 / 9
    (8)Very good
    0.8 kilometres from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • DVD Player
    • Washer
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 1, 2021
    Lovely period cottage with good facilities and a real ‘ cosy’ feel. Visited so I could get a change of scenery and work from a different place .. the WiFi was great with...
    Reviewed November 14, 2019
    We were looking for a relaxing weekend away with our dog, doing beech walks and chilling in pubs. This cottage filled with loads of character in a position within walking...
    See all reviews
    About this property
    A character cottage by the sea, 400 years old with beams, steep stairs, quirky walls and creaky floors, just a stone’s throw from the world famous Chesil Beach and Portland Harbour, sleeping seven in three bedrooms. Based in the iconic sailing location with access to water sports, walks and outdoor...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    2.4 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    • Wi-Fi
    • Private Garden
    • Patio
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guillemot Cottage is a three storey terraced cottage in the heart of the small village of Easton and is a wonderful base for exploring Portland, Weymouth and the scenic Chesil Beach. The Cottage is newly refurbished over three floors. On entering the cottage you will find yourself in a cosy...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2.9 kilometres from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Ocean Views
    • Wi-Fi
    • Sauna
    • Waterfront
    • Patio
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our luxurious accommodation, ‘The Fleet Retreat’ boasts views of the Fleet Lagoon, a stunning nature reserve nestled between world famous Chesil beach and the Jurassic coast path. Situated just one mile from the Isle of Portland and two miles from Weymouth town center, our luxurious accommodation...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2.6 kilometres from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Private Garden
    • Washer
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming detached cottage sits in a quiet cul-de-sac in Easton on the Isle of Portland, sleeping five people in three bedrooms.Delimara is a charming, detached cottage set in a quiet cul-de-sac in Easton on the Isle of Portland near Weymouth. With one ground floor king-size double, plus one...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    Superb holiday lodge with sea views.1 / 34
    (5)Excellent
    2.8 kilometres from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Central Heating
    • Housekeeping Included
    • Shared Indoor Pool
    • Sauna
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 5, 2019
    We are a young family with 3 children who stayed in this lodge for a sailing event/holiday for the week. It is a fantastic lodge which is very comfortable, stylish and also...
    See all reviews
    About this property
    ***Please note minimum seven night stays Saturday to Saturday.*** Our luxury lodge is located on the 5 star Chesil Vista Holiday Park, near Portland and Weymouth in Dorset. It has two bedrooms and can sleep up to six people. The lodge benefits from a light and airy lounge/diner opening out...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Henley House1 / 31
    (46)Excellent
    3.9 kilometres from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Outdoor Dining Area
    • Secure Parking
    • Ocean Views
    • Central Heating
    • Washer
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 29, 2020
    Perfect location on hill just above Weymouth harbour, short walk into town or to beach. This was our second visit, there’s so much to do close to the property that we hope to be...
    Reviewed December 29, 2019
    A great place to stay with 3 generations. Plenty of space, very well equipped and fab Christmas decorations and items. Walking distance to the sea and town (with a steep hill...
    See all reviews
    About this property
    COVID 19 -PLEASE NOTE OUR PROPERTY WILL BE PREPARED UTLISING SPECIALCLEANING ARRANGEMENTS. For more detail contact owner by email. Henley House is a large, four bedroomed detached property with sunny private garden and patio areas. It offers comfortable accommodation for up to 8 people ideal for 1...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    2.4 kilometres from Portland Castle
    Studio, 1 Bathroom, Sleeps 3 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Private Garden
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    White Stones Studios is a newly built combination of three contemporary Eco holiday studios adjacent to owner and artists, David Nicholls, working art studio. It is all nestled within the tranquil gardens of his other business White Stones Art Cafe and is the perfect location as your base to get...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Condo/Apartment - 1 Bathroom, Sleeps 3
    List your property for free!
    List your holiday rental where Tripadvisor travellers can find it.
    Add a Listing
    Kiama1 / 21
    (39)Excellent
    3.3 kilometres from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Central Heating
    • Patio
    • Balcony
    • DVD Player
    • Parking
    • Washer
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    House is situated overlooking the bay towards Portland and is ideal for a short break. Beautiful walk into Weymouth along the coastal path. The house itself was perfectly clean...
    Reviewed April 21, 2021
    We have just returned from another fabulous holiday at Kiama. The Accommodation is still of a very high standard, location is beautiful and the owners so kind, helpful and...
    See all reviews
    About this property
    This modern town house over three floors has stunning views along the coast towards Lulworth and across Portland Harbour. It is situated on a quiet road overlooking Sandsfoot Gardens and the ruins of Sandsfoot Castle and is just 100m from the sheltered beaches of Castle Cove and Sandsfoot. The...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    17th Century House above Church Ope Cove1 / 15
    (2)Excellent
    3.3 kilometres from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 4, 2020
    Great location close to the beach. House was comfortable and clean and well equipped. Steep hill down to lovely quiet cove. Interesting walks to the lighthouse and the pirates...
    Reviewed August 1, 2020
    Spacious and comfortable character cottage in great location. Relaxing garden. Wonderful see views. Excellent communication with Richard. We had a fantastic holiday.
    See all reviews
    About this property
    This home built in 1650 stands above Church Ope Cove and 100metres from Rufus Castle ruins and the coastal path to the Lighthouse. The Cove is ideal for picnicking, swimming and just taking in the view. There are wild walks, climbing, water sports, cycling in abundance. Treetops features original...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    AMMONITE COTTAGE, WiFi, two bedrooms, courtyard on Isle of Portland.1 / 32
    (1)Excellent
    0.6 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ammonite Cottage is a traditional Portland stone cottage situated on the Isle of Portland, near Weymouth and can sleep four people in two bedrooms.Ammonite Cottage is traditional Portland stone cottage on the Isle of Portland, near to Weymouth in Dorset, benefits from two bedrooms and one bathroom...
    View all property information
    Location Information
    Castletown, Isle of Portland
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3.4 kilometres from Portland Castle
    9 Bedrooms, 11 Bathrooms, Sleeps 20 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Private Indoor Pool
    • Central Heating
    • Washer
    • Ocean Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This alluring five star gold castle dominates the coastline near Easton on the Isle of Portland and can sleep 20 people in nine bedrooms.Pennsylvania Castle has been awarded a fie star gold rating and is set in private grounds overlooking Church Ope Cove on the Isle of Portland. Set over two floors...
    View all property information
    Location Information
    Weston, Isle of Portland
    Holiday Rental House - 9 Bedrooms, 11 Bathrooms, Sleeps 20
    Home Waters, Wyke regis1 / 20
    (1)Excellent
    2.6 kilometres from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Ocean Views
    • Private Garden
    • Parking
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 6, 2019
    Brilliant setting right on top of Portland Harbour, close to so many activities, walks or just to sit in the sun. Many choices of places to eat out or take away who deliver to...
    See all reviews
    About this property
    This terraced cottage is in the town of Weymouth in Dorset and can sleep 5 people in 3 bedrooms.Home Waters is a terraced cottage situated in the outskirts of the town of Weymouth in Dorset close to small beach in a quiet location. The cottage can sleep 5 people in 1 king-size, 1 twin, 1 single...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    3.9 kilometres from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Parking
    • Washer
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A three bedroom end terraced house in The Maltings, in Weymouth just minutes from the harbourside.Mermaid House is a three bedroom house that sleeps five people in The Maltings, Weymouth. The property has a kitchen with dining area and a sitting room with patio doors leading to a lawned garden with...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    3.3 kilometres from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Parking
    • Ocean Views
    • Washer
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This semi-detached house is in the town of Weymouth in Dorset and can sleep 5 people in 3 bedrooms.Rainbow’s End is a semi-detached house situated in the town of Weymouth in Dorset and benefits from striking sea views. The house can sleep 5 people in 1 5ft double, 1 twin and 1 single bedrooms as...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    3.8 kilometres from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Ocean Views
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This detached character property is in the town of Weymouth in Dorset and can sleep 6 people in 3 bedrooms.Redcliff View Lodge is a detached character property situated in the town of Weymouth in Dorset boasting conservatory and roof terrace. The property can sleep 6 people in 1 twin single (super...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    0.9 kilometres from Portland Castle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Central Heating
    • Parking
    • Private Garden
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This superb cottage rests in Dorset and can sleep two people in one bedroom.Cove Cottage Hideaway is a charming beachfront dwelling resting in Chiswell on the Isle of Portland in Dorset. There is one double bedroom in the property, sleeping two guests, served by a bathroom. The cottage also houses...
    View all property information
    Location Information
    Castletown, Isle of Portland
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Panoramic View, Castletown, Portland1 / 22
    (1)Terrible
    0.1 kilometres from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Balcony
    • Terrace
    • Parking
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amenities: Gas central heating. Electric hob and oven, microwave, fridge, freezer, dishwasher, washer/dryer. TV, DVD player and WiFi. Fuel and power inc. in rent. Bed linen and towels inc. in rent. Allocated parking space for one car. Access to the indoor swimming pool and gym onsite at the...
    View all property information
    Location Information
    Castletown, Isle of Portland
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    0.8 kilometres from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Parking
    • Ocean Views
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This traditional terraced cottage is in Fortuneswell on the Isle of Portland in Dorset and can sleep 4 people in 2 bedrooms.Unicorn is a traditional terraced cottage situated in Fortuneswell on the Isle of Portland in Dorset and is a short walk from Chesil Beach. The cottage can sleep 4 people in...
    View all property information
    Location Information
    Castletown, Isle of Portland
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    3.4 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lodge-style cottage rests in Wakeham and can sleep three people in two bedrooms.Chalet 1 is a lodge-style cottage resting on the outskirts of Wakeham. It comes with two bedrooms, comprising of a double bedroom and a single bedroom, together sleeping up to three people and served by a shower...
    View all property information
    Location Information
    Weston, Isle of Portland
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
    0.8 kilometres from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Parking
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This contemporary detached house is in Fortuneswell in Portland in Dorset and can sleep 4 people in 2 bedrooms.St Johns View is a contemporary detached house situated in Fortuneswell in Portland in Dorset with sea views. The house can sleep 4 people in king-size double with en-suite shower and...
    View all property information
    Location Information
    Castletown, Isle of Portland
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    3.3 kilometres from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Ocean Views
    • Washer
    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This contemporary terraced house is in the town of Weymouth in Dorset and can sleep 5 people in 3 bedrooms.Sea King House is a contemporary terraced house situated in the town of Weymouth in Dorset and benefits from balcony overlooking Sandsfoot gardens. House can sleep 5 people in king-size...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    2.8 kilometres from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Private Garden
    • Parking
    • Ocean Views
    • Washer
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This mid-terrace property rests within the village of Wyke Regis and sleeps up to six people, in three bedrooms. 53 Dumbarton Road is a mid-terrace property set within the village of Wyke Regis. It houses three bedrooms comprising of a second-floor king-size bedroom, a double bedroom and a twin...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    3.5 kilometres from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A terraced Edwardian cottage located close to Sandsfoot beach in Weymouth, Dorset. This cottage can sleep four people in two bedrooms.Covecastle Cottage is in a quiet residential street just 10 mins walk from the beach in Weymout, Dorset. The cottage has two bedrooms, 1 x king-size and 1 x twin...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2.4 kilometres from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautiful stone house which can sleep six people in three bedrooms situated in the Isle of Portland in Dorset.Charlton House situated on the Isle of Portland near Weymouth in Dorset can sleep six people in three bedrooms, 2 x double and 1 x twin and a family bathroom. The cottage has a fully...
    View all property information
    Location Information
    Weston, Isle of Portland
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    ROWINGTON, beautiful detached house, sleeps 8, 2 sitting rooms, WiFi, Weymouth1 / 42
    (7)Excellent
    3.7 kilometres from Portland Castle
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Parking
    • Central Heating
    • Wi-Fi
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 5, 2020
    Absolutely fantastic house. The pictures do not do it credit. Ann (the owner) was excellent. Great communication before and during the holiday but not intrusive at all. The...
    Reviewed May 31, 2019
    We had a wonderful week at Rowington and would certainly recommend it.There were six of us, and our dog, and we had loads of space plus everything we needed.The house is...
    See all reviews
    About this property
    This Victorian detached house is in the town of Weymouth in Dorset and can sleep 8 people in 4 bedrooms.Rowington is a Victorian detached house situated in the town of Weymouth in Dorset and boasts with luxury, pets welcome. The house can sleep 8 people in 4 double of which 2 with en-suite shower...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    0.4 kilometres from Portland Castle
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Grade II listed converted house is in Fortuneswell, Portland in Dorset and can sleep 8 people in 4 bedrooms.The Old Portland Courthouse is a Grade II listed converted house situated in Fortuneswell, Portland in Dorset with antique furnishings and sea views. The house can sleep 8 people in 1...
    View all property information
    Location Information
    Castletown, Isle of Portland
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    3.6 kilometres from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Wi-Fi
    • Ocean Views
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This modern terraced house is in the town of Weymouth in Dorset and can sleep 5 people in 3 bedrooms.Rodwell Halt is a modern terraced house situated in the town of Weymouth in Dorset and is close to a sandy beach. The house can sleep 5 people in 1 king-size, 1 twin, 1 single room and has a family...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    0.8 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This traditional terraced cottage is in the village of Fortuneswell , Portland, Dorset and can sleep 4 people in 2 bedrooms.Langahm Cottage is a traditional terraced cottage situated in Fortuneswell, Portland, Dorset and benefits from beautiful sea views. The cottage can sleep 4 people in 1 Super...
    View all property information
    Location Information
    Castletown, Isle of Portland
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3.4 kilometres from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Parking
    • Washer
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This detached property rests within the village of Easton on the Isle of Portland and sleeps up to six people, in three bedrooms. Cove Lodge is set within the village of Easton on the Isle of Portland. This all ground-floor accommodation houses three twin bedrooms (can be made into super-king-size...
    View all property information
    Location Information
    Weston, Isle of Portland
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    0.4 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Parking
    • Private Garden
    • Ocean Views
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This contemporary residential cottage is in the Fortuneswell in Portland in Dorset and can sleep 4 people in 2 bedrooms.Olympic Cottage is a contemporary residential cottage situated in Fortuneswell, Portland in Dorset close to the beach and welcomes 1 dog. The cottage can sleep 4 people in...
    View all property information
    Location Information
    Castletown, Isle of Portland
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3.1 kilometres from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Portland stone terraced holiday cottage on the Isle of Portland, Dorset. This cottage sleeps four in two bedrooms.Bowman’s Cottage is a traditional Portland stone cottage on the rugged and beautiful Isle of Portland. With two bedrooms, 1 x double and 1 x two-in and a small bathroom and cottage...
    View all property information
    Location Information
    Castletown, Isle of Portland
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3.9 kilometres from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Parking
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amaranta is an end terraced house in The Maltings area of Weymouth and can sleep five people in three bedrooms.Amaranta is an end terraced house in the Maltings area of Weymouth, Dorset. The property comprises of 1 x double, 1 x twin and 1 x single and one bathroom. The property also has a...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    TIDES REACH, Sleeps 5, Close to Coast path, WiFi,  2 dogs welcome, Wyke Regis1 / 30
    (1)Very good
    2.7 kilometres from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Wi-Fi
    • Ocean Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    great place to stay clean bright and nicely decorated only a few problems shower head needs replacing not cleaned properly food stains on settee arm last person clothes still in...
    See all reviews
    About this property
    This stylish detached house is in the village of Wyke Regis near to Weymouth in Dorset and can sleep 5 people in 3 bedrooms.Tides Reach is a stylish detached house situated in the village of Wyke Regis near to the town of Weymouth in Dorset and benefits from its close proximity to the National...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    THE VIEW, beautiful sea views, sleeps 6,  Walk to chesil beach,  Portland.1 / 22
    (1)Very good
    0.9 kilometres from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Ocean Views
    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 17, 2019
    Loved the high spec property. From the picture window there were stunning views! The location was great for Weymouth beach, Bennetts water gardens, the Jailhouse Cafe, Portland...
    See all reviews
    About this property
    This terraced house is on the Isle of Portland in Dorset and can sleep 6 people in 3 bedrooms.The View is a terraced house situated on the Isle of Portland near to the town of Weymouth in Dorset and benefits from fantastic scenery along Chesil beach towards Lyme Bay and dramatic West cliffs of the...
    View all property information
    Location Information
    Castletown, Isle of Portland
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    3.5 kilometres from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Private Garden
    • Central Heating
    • Parking
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely terraced cottage is situated in Weymouth, Dorset and can sleep six people in three bedrooms.Sandsfoot Rest is a wonderful terraced cottage situated in Weymouth, Dorset. It has three bedrooms; one king-size, one double and one twin, served by a family bathroom. Downstairs has an...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    2.6 kilometres from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Alpen Rose Cottage is a restored terraced fisherman’s cottage on the Isle of Portland and can sleep five people in three bedrooms.Alpen Rose Cottage is a terraced fisherman’s cottage on the Isle of Portland, near Weymouth, Dorset. The property comprises of 1 x king-size, 1 x twin and 1x single...
    View all property information
    Location Information
    Weston, Isle of Portland
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    1
    List your property
    Owner log in
    © 2021 TripAdvisor LLC All rights reserved.

    This is the version of our website addressed to speakers of English in Canada. If you are a resident of another country or region, please select the appropriate version of Tripadvisor for your country or region in the drop-down menu.