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.

South Portland Vacation Rentals

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$390 Average
    |||
    |||
    C$0C$1,000+
    Suitability
    More filters
    Travellers to South Portland are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    All 51 Rentals in South Portland
    Sort by:
    Default
    Large Home Walk to Beach! Close to all amenities!1 / 26
    (11)Very good
    South Portland
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Willard Beach Get Away - Dog Friendly1 / 13
    (1)Excellent
    South Portland
    Studio, 1 Bathroom, Sleeps 3 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    2BR / 1B - Willard Beach -- South Portland1 / 31
    (3)Very good
    South Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!1 / 72
    (3)Excellent
    South Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Private Garden
    • Parking
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 31, 2017
    My husband and I visited in late October from the Houston area. We were looking for a change of pace and East Coast charm and were not disappointed. The house was located in a...
    Reviewed June 18, 2017
    My husband, sister, two teenagers, and I stayed for 10 days in May. We loved it so much, we didn't want to leave. The cottage is beautifully decorated, with views of Casco...
    See all reviews
    About this property
    BRAND NEW TO MARKET! Accepting winter thru fall reservations now. Beautifully renovated 3 Bedroom, 1.5+ bath turn-of-the-century seaside home features beautiful views of the Portland shipping channel and the islands of Casco Bay and is just 100 yards to Willard Beach. Sleeps 7-9. This...
    View all property information
    Location Information
    South Portland, Maine 04106
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Make Enquiry
    South Portland
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This dreamy Willard Beach cottage offers a spacious and sunlit retreat for your crew of five. Newly renovated, restored, and decorated with a fresh nautical theme, your 2BR/2BA rental offers a memorable retreat in South Portland. Windows wrap the open-concept kitchen, where stainless steel...
    View all property information
    Location Information
    South Portland, Maine 04106
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    South Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Washer
    • Ocean Views
    • Balcony
    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My home is brand new and was completed at the end of the Summer in 2015. I designed and furnished the home with a lot of thought, attention to detail and aesthetic appeal. Floors are hardwood and Carrara marble in two baths and Brazilian black slate in the half bath. There are 3 bedrooms and 2...
    View all property information
    Location Information
    South Portland, Maine 04106
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    South Portland
    4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Balcony
    • Washer
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully renovated house was stripped down to the studs for a full-scale renovation. Beautifully designed and completely renovated by a highly recognized designer, the house retains the original 1906 Dutch Colonial charm, but was creatively reimagined for today's open-concept and luxurious...
    View all property information
    Location Information
    South Portland, Maine 04106
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 13
    Make Enquiry
    South Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Explore Maine’s breathtaking and dramatic coastline dotted with appealing villages, islands, and lighthouses from the cozy comfort of this sunny 2BR/1.5BA duplex. The convenient location is within walking distance of the beach, eateries, and shopping. Relax in your...
    View all property information
    Location Information
    South Portland, Maine 04106
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    South Portland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Life is better with an ocean view! There are wonderful OCEAN VIEWS! VERY close to the beach! Right here in the quiet beachfront community of Willard Beach in South Portland, there are lots of things to do and see VERY CLOSE BY, and many are within walking distance! The inside is gorgeous and...
    View all property information
    Location Information
    South Portland, Maine 04106
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    South Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Washer
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This new 1BR South Portland cottage is perfect for a couple but offers plenty of space for entertaining. You’re just 10 minutes from all of the historical buildings and restaurants of downtown Portland. Take a boat cruise or stroll through town. Sleeps 2. ABOUT THE COTTAGE Enter this brand-new,...
    View all property information
    Location Information
    South Portland, Maine 04106
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Save time - get the best South Portland rentals sent straight to your email!
    Get the List
    South Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you'd prefer being walking distance to Portland's best beaches and parks, but want a modern, sleek and private apartment, look no further. Accommodating up to 2x couples or a small family, our recently renovated apartment is ready for your stay. Our place is just 20 min by foot to Portland, or...
    View all property information
    Location Information
    South Portland, Maine 04106
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    South Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Life is better with OCEAN VIEWS and a 3-minute walk to the beach! This NEWLY refurbished, bright, well decorated, and spacious unit will delight you! OCEAN VIEWS from inside and the big deck with new grill area. See sailboats, lobster boats, birds, islands and more. Located in the quiet beachfront...
    View all property information
    Location Information
    South Portland, Maine 04106
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    South Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Originally built in 1920, this bright and airy two-level 2BR/1.5BA beachside property features upscale design elements including wood beam ceilings, a gourmet kitchen, and hardwood floors as well as a private fenced yard. Please note this dog-friendly duplex has an adjoining, yet...
    View all property information
    Location Information
    South Portland, Maine 04106
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    South Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Grill
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'll be steps from the soft sand of Willard Beach at this South Portland family home, a dog-friendly Maine escape with a private patio and yard, gorgeous views of Casco Bay and the Bug Light, and an unbeatable location near picturesque lighthouses and beloved eateries. What's nearby: This...
    View all property information
    Location Information
    South Portland, Maine 04106
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    The following rentals are within 10 kilometres of South Portland.
    Pine Point Beach Studio condo1 / 23
    (8)Excellent
    Scarborough
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Parking
    • Air Conditioning
    • Grill
    • Outdoor Dining Area
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 22, 2018
    Perfect place for 2 people! The kitchen come fully equipped, although we only had breakfast there each day, everything was readily available for all meals. The entire place...
    Reviewed September 22, 2018
    We truly enjoyed our stay at the point beach condo. The condo was so cute with it's nautical theme and creative use of space. Loved the skylight and thank goodness for the cold...
    See all reviews
    About this property
    This great studio condo is available starting on the 27th of May for rentals throughout the summer. This unit has a new queen Murphy bed, full kitchen including an apt. size fridge with freezer, stove top, microwave, convection oven, pots, pans, dishware, and utensils. Bedding, beach and bath...
    View all property information
    Location Information
    Scarborough, Maine 04074
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Scarborough
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Private Garden
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A bright and cheerful beach Beach House with modern updates; suitable for a family of 4. This cozy beach cottage has 2 bedrooms with full size beds and a full size bathroom. The outside porch and yard is nicely designed to give you an enjoyable quiet vacation. There is a gas grill outside for you...
    View all property information
    Location Information
    Scarborough, Maine 04074
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    Adorable 2 Bdr Cottage Apartment _ Casino Beach1 / 12
    (3)Very good
    Cape Elizabeth
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Shared Garden
    • DVD Player
    • Washer
    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 13, 2017
    The owner is very nice and accommodating, the place is very relaxing and close to lots of attractions. We enjoyed our short stay.
    Reviewed October 12, 2017
    On our vacation to New England we spent 3 days in Portland Maine just to see the east coast and enjoy some Maine lobster. What a lovely place to spend 3 days on Casco Bay. The...
    See all reviews
    About this property
    At The Shore - Cape Elizabeth, a small coastal community on Casco Bay at the entrance to Portland Harbor, is a suburb of Maine's largest city, Portland. Cape Elizabeth (pop 8500) is a historic town, famous for its lighthouses, parks, and scenic vistas of Maine's legendary rocky coast. The town sits...
    View all property information
    Location Information
    Cape Elizabeth, Maine 04107
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    3 bedroom home near beaches1 / 5
    (2)Very good
    Cape Elizabeth
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 9, 2017
    Yearly we look forward to our run in the B2B and family reunion (this year 22 of us made it). We requrie a lot of space for out if Maine family like ourselves from Florida. 8 of...
    Reviewed September 21, 2016
    Great location near Old Port, Portland and Crescent Beach plus Fort Williams. House has great potential but needs more attention to details....as in window coverings for...
    See all reviews
    About this property
    Home ideally located near many beaches(higgins, Crescent, Ferry, Scarborough and ft williams, two lights state park). Steps from the greenbelt trail, near a large fresh water pond with a boardwalk around it that is full of fish and fun to kayak on. Town has many restaurants: sea glass, rudys,...
    View all property information
    Location Information
    Cape Elizabeth, Maine 04107
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Portland, Maine - East End Rental1 / 11
    (30)Very good
    Portland
    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
    • Terrace
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Outdoor Dining Area
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 8, 2017
    Apartment was clean, comfortable and nice for our stay. The location was convenient to restaurants, pubs and other attractions in the city. we were able to walk to everywhere...
    Reviewed August 23, 2017
    We had a great girls weekend on the third floor of the East End rental. The house was so clean and spacious and was in walking distance (a mile) of the downtown area. Thank you...
    See all reviews
    About this property
    Visit Portland, Maine!!! We offer a newly renovated, quirky, third floor, 2 flight walk-up, 3-bedroom, living space for weekly rentals. There are two bathrooms - one bath (vintage tub plus separate shower) and second half bath is off front bedroom. East end - Congress Street, foot of Munjoy Hill,...
    View all property information
    Location Information
    Portland, Maine 04101
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Higgins Beach Maine1 / 8
    (2)Excellent
    Scarborough
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 8, 2014
    My friends and I stayed here for a weekend recently and loved every minute of it. The cottage is right down the street from a lovely beach. We enjoyed swimming and watching all...
    Reviewed August 24, 2014
    The write up and pictures of the cottage were accurate. The landlord was wonderful to work with. He was accessible if needed and the cottage was very clean and offered the...
    See all reviews
    About this property
    A classic New England beach house located 75 yards from the sands of Higgins Beach in Scarborough Maine. The cottage has two enclosed sun porches (front and back), a kitchen, dining room, large living space, and half bath on the first floor. The second floor has four bedrooms with twin beds and...
    View all property information
    Location Information
    Scarborough, Maine 04103
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Old Port! Right in the heart of the Old Port near everything! The unit has luxurious linens, a full kitchen, TV, Roku, WiFi, games, books, coffee, an espresso maker, soap, shampoo, conditioner, hairdryer, iron and so much more. PLEASE, note, this unit is absolutely amazing, however,...
    View all property information
    Location Information
    Portland, Maine 04101
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Majestic Garden Condo Featuring Private Outdoor Space Downtown/West-End Portland1 / 19
    (6)Very good
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Private Garden
    • Washer
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 20, 2018
    This little cozy cottage was perfect for me and my wife. It was very clean and comfortable with a full kitchen. We walked to everything and never had to use the car to get...
    Reviewed January 5, 2018
    Great find in the West End with easy access to a ton of restaurants and attractions! This neighborhood is beautiful, definitely one of Portland’s finest! The condo is tucked...
    See all reviews
    About this property
    This magnificent California style, private condo is located in the heart of the West End of Portland, couple blocks from the heart of Downtown and The Old-Port, walking distance to anywhere around galleries, restaurants, coffee shops, pubs, microbreweries, retails stores, and the museums. Stay at...
    View all property information
    Location Information
    Portland, Maine 04101
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Cape Elizabeth
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Grill
    • Patio
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful and spacious renovated colonial with 4 bedrooms plus a den with sleeper sofa. Sleeps 10+. 10 mins to downtown Portland. Private beach rights to gorgeous Casino Beach. Walk to all the shops in the Willard Square area. Walk to Portland headlight in 10 minutes. More information This...
    View all property information
    Location Information
    Cape Elizabeth, Maine 04107
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    Modern Industrial Beach Cottage - Newly Renovated!1 / 12
    (3)Excellent
    Scarborough
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 15, 2018
    Steps to the beach, this beautiful beach cottage was the perfect getaway for my husband, myself and our two dogs. We were so impressed by the recent renovations and details down...
    Reviewed January 15, 2018
    We thoroughly enjoyed our stay in this newly renovated clean and cozy beach condo just steps from the ocean! The beach is quiet and clean and just across the street! The condo...
    See all reviews
    About this property
    Time for a beach vacation! Newly renovated studio apartment, right across the street from Pine Point! Stroll the seven miles of quiet, sandy, residential beach, or bring your bike for a quick ride to the Pier at Old Orchard Beach. Located nearby is a market and deli, restaurants, and a gift...
    View all property information
    Location Information
    Scarborough, Maine 04074
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    The Bliss St Beach House in Pine Point, Maine1 / 32
    (1)Excellent
    Scarborough
    6 Bedrooms, 3 Bathrooms, Sleeps 19 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Ocean Views
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 13, 2018
    Wow! What a great week (Labor Day 2018) spent at the Bliss St. beach house. The house is amazing: Tons of room, ocean views, steps from the beach path, an outdoor shower, and...
    See all reviews
    About this property
    Check out our video tour: Google 'The Bliss St Beach House' New 6 bedroom/3 bath listing with ocean views that accommodates 17 is now available for rental! This beach home features a bright, sunny, open & spacious living, dining and kitchen area, a perfect family gathering spot with tons of...
    View all property information
    Location Information
    Scarborough, Maine 04074
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 19
    Make Enquiry
    Scarborough
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy home right across the street from Pine Point! Stroll the seven miles of quiet, sandy, residential beach, or bring your bike for a quick ride to the Pier at Old Orchard Beach. Come back and have a family BBQ in front of the firepit. Located within a block is a market and deli, restaurants,...
    View all property information
    Location Information
    Scarborough, Maine 04074
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Scarborough
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Patio
    • Washer
    • Hot Tub
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5,400 sq. ft. of living space with 4 stories, 2 balconies, 2 decks and patio, overlooking Pine Point harbor, protected marsh & wild life sanctuary at the estuary of the Scarborough River and Atlantic Ocean. There is a small beach in front of the house and miles of sandy beach (Pine Point Beach &...
    View all property information
    Location Information
    Scarborough, Maine 04074
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
    Make Enquiry
    Scarborough
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Ocean Views
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our beach house is the 3rd house back from the ocean! A quick 1 minute walk on a quiet dead end street and your feet are in the sand. The beach is wide with NO sloping so it is perfect for little kids. The waves are usually on the smaller side ,rarely is the surf rough.No big hotels in the area so...
    View all property information
    Location Information
    Scarborough, Maine 04074
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Scarborough
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Private Garden
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is located across the street from the Harbor. The 7 mile white sand beach of Pine Point is a 5 minute walk. You can watch the boats coming an going from the living room picture window. The harbor is a major stopover site for migrating shorebirds. If you like paddling, fishing, birding,...
    View all property information
    Location Information
    Scarborough, Maine 04074
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    Portland
    5 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Private Garden
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Entire 2nd and 3rd floors of a Duplex. I promise it will be comfy, clean and adorable. A quick reminder that this is a second floor apartment with hardwood floors. You will have to be considerate of the people on the first floor. The yard is great but I cannot have parties at all. This is not that...
    View all property information
    Location Information
    Portland, Maine 04103
    Condo/Apartment - 5 Bedrooms, 1 Bathroom, Sleeps 10
    Make Enquiry
    Scarborough
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Ocean Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This clean cute rustic cottage is only a 30 second skip until your toes are in the sand. Located on a small dead end street ,no streets to cross to get to the beach. It is a knotty pine ,wood floor ,no carpeting cottage that is simple yet clean and has everything one would need for a stay at the...
    View all property information
    Location Information
    Scarborough, Maine 04074
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    Classic, cozy family cottage with modern amenities and ocean view from porch1 / 20
    (2)Excellent
    Peaks Island
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Washer
    • Parking
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 19, 2018
    Woody and Comfort’s house is fantastic. One of the best porches around. Eat your lobster dinner outside on the porch looking at the ocean. This home had a super kitchen as well...
    Reviewed September 19, 2018
    The cottage was utterly perfect, and all that a Maine cottage should be...from the outdoor shower, to the fireplace, to the surprisingly comfortable wicker furniture, to the...
    See all reviews
    About this property
    We close up the cottage during the winter months. Please inquire about rentals May 1 - Columbus Day. The house is simply but completely furnished and colorfully decorated, for family use, not as a 'rental property.' Virtually everything in the cottage has some sentimental value, having been either...
    View all property information
    Location Information
    Peaks Island, Maine 04108
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Terrace
    • Porch
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Why stay in a hotel when you can enjoy a fully equipped 500 square foot apartment in downtown Portland for half the price? North Street is often regarded as the one of the nicest streets on the 'Hill' and you will not be disappointed in this compact but well equipped urban apartment with driveway...
    View all property information
    Location Information
    Portland, Maine 04101
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Enquiry
    Cape Elizabeth
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This ranch style home is located at 4 Two Lights Terrace, in Cape Elizabeth, Maine. It sleeps 6 people and offers 2 bedrooms and 2 baths. The master bedroom offers an in suite bathroom, as well as a king bed with Ralph Lauren bedding for optimal comfort. The guest bedroom is located just off the...
    View all property information
    Location Information
    Cape Elizabeth, Maine 04107
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch1 / 11
    (1)Excellent
    Peaks Island
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Grill
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 20, 2018
    This property was an absolute fantastic place to enjoy a relaxing week on Peaks Island. We rode bikes all around the island, and I don’t think I spotted a better view. The...
    See all reviews
    About this property
    THE COTTAGE IS CLOSED FOR THE WINTER MONTHS. PLEASE INQUIRE ABOUT THE 2018 SEASON THAT BEGINS IN MAY! Our spacious but cozy family cottage is located on a quiet shorefront road, just a few yards from the water with an uninterrupted view of Josiah's Cove and then across the sparkling sea 'all the...
    View all property information
    Location Information
    Peaks Island, Maine 04108
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Portland, ME - East End Garden Suite1 / 6
    (2)Average
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Wi-Fi
    • Shared Garden
    • Air Conditioning
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 3, 2014
    We stayed here for 3 days while in Portland. The apartment was fairly clean and we were about a eight to ten minute drive from downtown. We didn't have very many options because...
    Reviewed October 25, 2013
    Very nice, cute, and tasteful, yet simple, first floor apartment in a great location. Plenty of space and natural light with separate rooms, versus open design, which I found to...
    See all reviews
    About this property
    Visit Portland, Maine!!! We offer a sweet, quirky, first floor, 1-bedroom, one bath (vintage tub with shower) living space for weekly rentals. East end - Congress Street, foot of Munjoy Hill, city side, (near Otto's Pizza Cafe) great area!!! Very sunny, non-smoking building with courtyard access! A...
    View all property information
    Location Information
    Portland, Maine 04102
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Cape Elizabeth
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • DVD Player
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Custom built eco-friendly home set on 2 acres in seaside Cape Elizabeth. Relax & recharge in a home designed for optimal wellness. Central to all area beaches & only 7 minutes to Portland's fine dining, shopping, & culture. Come enjoy this home's ideal location! This home was designed out of a...
    View all property information
    Location Information
    Cape Elizabeth, Maine 04107
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Enquiry
    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1,400 SF of Living Space with a Fenced back yard Fantastic space with high ceilings, modern kitchen and room for 8. Washer & Dryer on site, close to all things Portland without being directly in the bustle of downtown. Great for families with dogs or folks in town for all of the amazing music...
    View all property information
    Location Information
    Portland, Maine 04103
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
    Make Enquiry
    Portland
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Patio
    • Grill
    • Cable/satellite TV
    • Balcony
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful, newly renovated bungalow in the WIllard Beach neighborhood is the latest creation of the well-known and highly respected SoPo Cottage team! Completed in August 2016, It is now being offered for the first time as a vacation rental home. This beautiful home is comfortable for 2...
    View all property information
    Location Information
    Portland, Maine 04106
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    Make Enquiry
    Cape Elizabeth
    6 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Grill
    • Hot Tub
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury amenities abound at this exquisite 6BR/4.5BA home in Cape Elizabeth, offering an idyllic oceanside setting and direct beach access. Spread across three spacious levels, this home boasts a private hot tub and multiple outdoor sitting areas. A rooftop deck has lounge furniture, 2 four person...
    View all property information
    Location Information
    Cape Elizabeth, Maine 04107
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 11
    Make Enquiry
    Cape Elizabeth
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Patio
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend the summer swimming, sunbathing, and dining on lobster rolls at this two-bedroom Cape Elizabeth home, a welcoming Maine escape with a beautiful oceanfront position, a private deck and lawn, and easy access to nearby beaches and lighthouses. This single-level home sits on the northern shores...
    View all property information
    Location Information
    Cape Elizabeth, Maine 04107
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    Portland
    3 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Old Port. Staying here will put you right in the middle of all the action. The unit screams Portland with all of its character which includes exposed brick throughout, wooden beams, urban style lighting, and art. PLEASE, note, this unit is absolutely amazing, however, it is located in...
    View all property information
    Location Information
    Portland, Maine 04101
    Condo/Apartment - 3 Bedrooms, 6 Bathrooms, Sleeps 8
    Make Enquiry
    Portland
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Washer
    • DVD Player
    • Grill
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in Portland’s Munjoy Hill neighborhood, this 3BR/3BA property is a homey respite for your East Coast adventure. The prime location is 2 blocks to the Eastern Promenade, with an amazing view of Casco Bay’s islands. Completely renovated inside and out, this three-story, 1870 New Englander...
    View all property information
    Location Information
    Portland, Maine 04101
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Comfort | Location | Charm1 / 6
    (1)Excellent
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 1, 2018
    Portland is a wonderful city and Kim's apartment is the perfect home base. All we hoped for and more... reflected accurately on the website.
    See all reviews
    About this property
    This 1100 sqft apartment in an 1850 house mixes modern comfort with an Asian flair given by curios and mementos gathered during my many journeys to Asia. Unlike many listings, this really is my home, and I hope to find guests who will enjoy its uniqueness, and respect all that I have gathered over...
    View all property information
    Location Information
    Portland, Maine 04102
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Washer
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover a bright, airy escape in the heart of downtown Portland at this three-bedroom condo, a simple, modern retreat with a private deck and an unbeatable location within steps of the Old Port and fantastic restaurants. You'll find this condo in one of the classic red brick buildings that...
    View all property information
    Location Information
    Portland, Maine 04101
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Internet Access
    • Patio
    • Washer
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the historic charm of Portland in contemporary style at this two-bedroom condo, where you'll enjoy a sparkling living space, a private balcony, and a tranquil-yet-convenient location for exploring this beautiful city. This modern condo is located in Portland's East End, just two blocks...
    View all property information
    Location Information
    Portland, Maine 04101
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    Scarborough
    Studio, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This efficiency studio in Scarborough boasts cozy accommodations with a loft, patio, outdoor firepit, and immediate beach access. Walk across the street, and you're at the sand and water of Pine Point Beach. The pier is only two miles away. At mealtime, mere steps willwif get you to barbecue and...
    View all property information
    Location Information
    Scarborough, Maine 04074
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Make Enquiry
    Westbrook
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * Please note that there are long-term and short-term tenants on site, in a completely separate unit, with some shared amenities * Escape from your daily routine to this quaint 1-bed, 1-bath vacation rental apartment just 15 minutes from downtown Portland! Whether you soak up the sun on East End...
    View all property information
    Location Information
    Westbrook, Maine 04092
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    Make Enquiry
    Westbrook
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * Please note that there are long-term and short-term tenants on site, in a completely separate unit, with some shared amenities * Book your Portland-area escape to this cozy 1-bed, 1-bath vacation rental apartment just outside of the city! This quaint first-floor unit sleeps 4, with room for 2...
    View all property information
    Location Information
    Westbrook, Maine 04092
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    Make Enquiry
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come to Portland for your upcoming New England getaway and revel in a luxurious home base when you stay in this sleek one-bedroom condo near Casco Bay. Enjoy unbelievable water views from the patio and easy access to a greenbelt and park offering a number of outdoor activities. Walk to Casco Bay...
    View all property information
    Location Information
    Portland, Maine 04101
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    1
    List your property
    Owner log in