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.

Villas in Chepstow, Wales

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    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}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    $0
    $143 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travellers to Chepstow are booking October dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 24
    5 of 5 stars (10) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 18
    4.5 of 5 stars (12) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 8
    5 of 5 stars (57) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 5
    5 of 5 stars (23) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Patio
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Dolly's Barn is a light airy recently converted single storey small barn with lovely views to the surrounding countryside. An open plan roomy lounge/kitchen which has stripped wooden floors and kemin rugs, contemporary furnishings and wood-burning stove. It's also centrally heated by an eco... View all property information
    Location Information
    Chepstow, Monmouthshire
    5 of 5 stars Reviewed 19 October 2015
    We enjoyed a lovely holiday in Dolly's Barn early in October. The barn and facilities more than matched the description and Helen was very welcoming friendly and helpful. The...
    5 of 5 stars Reviewed 3 June 2015
    My wife and I (plus huge Leonberger!) have just spent a great week at Dolly's Barn, and it lived up to all expectations from others' comments. It is light, airy, cosy and...
    See all reviews
    1 / 16
    4.5 of 5 stars (9) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Grill
    • Shared Garden
    • Parking
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Maes y Felin is a Holiday Cottage with a shared hot tub and is located on a working farm set in 126 acres of beautiful open meadows, woodland and rolling hills. There is a large playground and games room. It is the perfect location to explore the attractions and sights on offer in the area or for... View all property information
    Location Information
    Chepstow, Monmouthshire
    4 of 5 stars Reviewed 5 May 2015
    Kids just loved the animals ! Within minutes of arriving they my 3yr old got to collect eggs! Which we then had for breakfast! Yum. my girls played on the swing/slide set just...
    5 of 5 stars Reviewed 23 September 2014
    We have just had our third stay at the cottage and I'm just as happy with it as we were the first time. Its fast becoming our favourite diver's retreat.
    See all reviews
    1 / 52
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Satellite TV
    • Balcony
    • Central Heating
    • Patio
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Explore the beautiful Wye Valley, Symonds Yat and the Black Mountains or visit Cardiff, Bristol and Bath (all within an hour of Monmouth by car). Carpenters Cottages Are new for August 2011 . You are made most welcome here in this Area of Outstanding Natural Beauty all through the year - Winter or... View all property information
    Location Information
    Chepstow, Monmouthshire
    5 of 5 stars Reviewed 16 November 2011
    I received a warm welcome from Joy & John on arrival, both live at The Carpenters Arms pub which is situated on the grounds of the cottage (handy), The cottage itself is very well...
    See all reviews
    1 / 17
    5 of 5 stars (11) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Hot Tub
    • Washer
    • Parking
    • Shared Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Set in 126 acres of beautiful open meadows, woodland and rolling hills on a working farm, Maes y Gwy Holiday Cottage in Monmouthshire has a hot tub (shared with one other cottage), large play area and games room. It is the perfect location to explore the attractions and sights on offer in the area... View all property information
    Location Information
    Chepstow, Monmouthshire
    5 of 5 stars Reviewed 8 April 2015
    We had a wonderful holiday at the Maes-y-Gwy over Easter. Enjoyed every minute of it. The location is central (20 min from everything), it was peaceful, the kids playground was a...
    5 of 5 stars Reviewed 6 January 2015
    We stayed for a few days just after new year to chill out and that's exactly what we did. The cottage was lovely and the owners were great, they let our kids collect eggs and...
    See all reviews
    1 / 24
    Private Room, 4 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Balcony
    • Porch
    • Outdoor Dining Area
    • Wi-Fi
    • Patio
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Ty’r Castell - (Welsh for ‘House of the Castle’) is a Grade II listed town house in Bridge Street, which leads from Chepstow (Welsh: Cas-gwent) town centre to the famous bridge crossing the River Wye between Wales and England. This three storey recently renovated town house offers superb quality... View all property information
    Location Information
    Chepstow, Monmouthshire
    1 / 17
    5 of 5 stars (50) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Parking
    • Washer
    • DVD Player
    • Grill
    • Shared Garden
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    A luxury award winning period property, built in the time of Edward I, (we think it was built approx 1270). This Grade II* medieval hideaway boasts seven hundred years of history - and with its towers it feels like you are living in a fairy tale castle. <BR><BR>Stay from 1 night to 2 weeks. It... View all property information
    Location Information
    Chepstow, Monmouthshire
    5 of 5 stars Reviewed 1 week ago
    The Welsh Gatehouse is a quirky, historic place to stay. The fact it is so old is one of the main things which attracted us. Despite its age it is very comfortable and certainly...
    5 of 5 stars Reviewed 3 August 2016
    Truly cannot fault the experience we had at The Welsh Gatehouse. The location and setting are beautiful and the property itself oozes character whilst still being tastefully...
    See all reviews
    1 / 14
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Shared Outdoor Pool...
    • Parking
    • DVD Player
    • Wi-Fi
    • Central Heating
    • Balcony
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    1 bedroom dog friendly cottage with a private balcony and wonderful views overlooking the grounds and countryside beyond. It has a cosy open plan kitchen/lounge dining room and a large superking or twin bedroom with French Doors leading to the balcony. The bathroom has bath and shower over.<BR>The... View all property information
    Location Information
    Chepstow, Monmouthshire
    5 of 5 stars Reviewed 19 April 2015
    Parsons Grove is a beautiful spot to stay in. The view of the hills, woods and fields from our balcony was just lovely. The cottage gave us everything we needed for the week and...
    See all reviews
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 12
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Private Garden
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    CONTEMPORARY GARDEN COTTAGE IN MAGOR VILLAGE, A PERFECT ROMANTIC GETAWAY<br><br>This wonderful garden cottage has been renovated to a very high standard to provide stylish and spacious accommodation. Interlinked with the main house around a courtyard, this is a perfect getaway for couples that want... View all property information
    Location Information
    Chepstow, Monmouthshire
    1 / 20
    Earlswood
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    About the property DETATCHED COTTAGE SURROUNDED BY COUNTRYSIDE WITH WALKS FROM YOUR DOOR Big skies and wide reaching views of undulating fields and stunning Welsh countryside, the property is an oasis of calm in an area teaming with natural beauty, with plenty of great activities and days out in... View all property information
    Location Information
    Earlswood, Chepstow