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Chepstow villas
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13 Villa rentals in Chepstow

Check Out Vacation Homes with a Pool in Chepstow

Enjoy a proper swim in the heart of the city. These vacation homes in Chepstow include pool access for your daily routine.

La Villa Olli -Natural Pool & Jacuzzi - Chepstow
9.9 74 reviews
Chepstow
06/21 – 06/23
$1149/nighttotal: $2298 (2 )

La Villa Olli -Natural Pool & Jacuzzi

4 2
house , Bristol
La Villa Olli is situated in Bristol, offering easy access to the city center and its attractions. The property has received excellent ratings for location, cleanliness, and user experience.
This comfortable home can accommodate up to 8 guests in its 4 bedrooms. Enjoy a variety of amenities including a private pool, a natural pool, a hot tub, a bar, a garden, a tennis court, and a spa.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chepstow
9.7 14 reviews
Chepstow
08/29 – 08/30
$564/nightfor 1 night

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage
Top Lodge is a two-bedroom cottage located in the village of Llanvair-Discoed, 2.7 miles from Penhow, Monmouthshire, offering stunning views over the valley.
The 1,130 square foot cottage features an open-plan living space with a well-equipped kitchen, dining area, and sitting area, perfect for couples or families of four, and includes amenities such as a swimming pool, jacuzzi, and a garden.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chepstow
9.9 10 reviews
Chepstow
08/29 – 08/30
$564/nightfor 1 night

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage
Bottom Lodge, a single-story vacation home in Llanvair Discoed, Monmouthshire, is 2.7 miles from Penhow Castle and its nature reserve.
This 1200-square-foot lodge features two bedrooms sleeping four, a fully equipped kitchen with dishwasher, a private garden, swimming pool, jacuzzi, and stunning valley and River Severn views; nearby attractions include Caldicot and Newport.

Best family friendly Chepstow villas and beach houses

Among the 13 accommodations in Chepstow, here are the 4 best family friendly villas and beach houses

Welsh Marches At Upper Glyn Farm - Chepstow
9.7 259 reviews
Chepstow
07/01 – 07/31
$201/nighttotal: $6030 (30 )

Welsh Marches At Upper Glyn Farm

1 3
house , Wolves Newton
This Chepstow home, Welsh Marches at Upper Glyn Farm, is located just 17 miles from Bristol Parkway Station and 21 miles from Cabot Circus, offering peaceful garden views and easy access to both Chepstow and Bristol. It has received excellent user ratings for location, cleanliness, and overall experience.
This home offers comfortable accommodations with a sofa, seating area, flat-screen TV, well-equipped kitchen, private bathroom, and a terrace. You can enjoy free Wi-Fi, a garden, parking, and nearby activities like diving, cycling, and fishing.
Chepstow Town. Welsh Cottage. - Chepstow
9.9 293 reviews
Chepstow
06/21 – 06/23
$145/nighttotal: $290 (2 )

Chepstow Town. Welsh Cottage.

1 2
house , Chepstow
This home is located in the heart of Chepstow, just a short walk from the castle, Priory Church, racecourse, and river, and within easy reach of the AONB Wye Valley and Forest of Dean. It has received excellent ratings for location, cleanliness, and overall experience. This charming home offers two bedrooms and one bathroom, comfortably accommodating up to four guests. The home features a fully equipped kitchen, a spacious living room with a dining table, and a separate sitting room with comfortable seating and a TV.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chepstow
10 9 reviews
Chepstow
06/21 – 06/23
$430/nighttotal: $860 (2 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage
This Monmouthshire hillside cottage, eight miles from Chepstow and 2.5 miles from the Wye Valley National Landscape, boasts stunning 360-degree views from its elevated position on an ancient castle site.
This two-bedroom, two-bathroom house sleeps four, features a fully equipped kitchen with a fridge and dishwasher, offers amenities including a wood-burning stove, Smart TV, BBQ, fire pit, and private parking for two vehicles, and is near Offa's Dyke Path and Tintern Abbey.
Splendid House Great Location To Wave Surf & South West Water Park - Super Garden By Stae-homes - Chepstow
9.8 4 reviews
Chepstow
06/21 – 06/23
$281/nighttotal: $562 (2 )

Splendid House Great Location To Wave Surf & South West Water Park - Super Garden By Stae-homes

3 2
house , Bristol
Hawthorn View, located in a suburban Bristol neighborhood, is 3.1 miles from Bristol Parkway Station and within a 10-18 mile radius of attractions like Bristol Cathedral and Cabot Circus.
This three-bedroom house, boasting 1,020 square feet of living space, comfortably sleeps seven guests and offers amenities including a fully equipped kitchen, private garden, free Wi-Fi, and parking.

Frequently Asked Questions about villa rentals in Chepstow

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Best Chepstow houses with parking

The Nook - Farm Stay With Hot Tub - Chepstow - Chepstow
10 6 reviews
Chepstow
06/21 – 06/23
$333/nighttotal: $666 (2 )

The Nook - Farm Stay With Hot Tub - Chepstow

1 2
cabin , Chepstow
This Chepstow vacation rental is conveniently located an 8-minute drive from the River Wye and a 4-minute drive from Symonds Yat Rock, offering easy access to scenic walks and stunning viewpoints.
The 300-square-foot (approximately 28-square-meter) cottage features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, a Jacuzzi, and free Wi-Fi.
Cottage ∙ 1 Bedroom ∙ 3 Guests - Chepstow
10 1 review
Chepstow
08/29 – 08/30
$403/nightfor 1 night

Cottage ∙ 1 Bedroom ∙ 3 Guests

1 2
cottage , Llanvair-Discoed
The Snug, a one-bedroom cottage, is located on the outskirts of Llanvair Discoed, Monmouthshire, England, 3.1 miles from Caerwent's Roman ruins and offering easy access to outdoor activities.
This 970-square-foot (approximately 90-square-meter) single-story house features an open-plan design, sleeps three guests, includes a king-size bed, a well-equipped kitchen, and a private patio; pets are welcome.
Bottom Lodge - Chepstow
9.4 7 reviews
Chepstow
08/29 – 08/30
$606/nightfor 1 night

Bottom Lodge

1 2
house , Chepstow
Bottom Lodge, a two-bedroom house in Chepstow, offers a peaceful escape, conveniently located 20-24 miles from Bristol and Cardiff, providing easy access to major attractions in both cities.
This 1130-square-foot (approximately 105 square meter) vacation rental sleeps four and boasts a fully equipped kitchen with a dishwasher, a private garden, a hot tub, free Wi-Fi, and on-site parking.
2 Bed In Chepstow Oc-95046 - Chepstow
9.5 4 reviews
Chepstow
06/21 – 06/23
$428/nighttotal: $856 (2 )

2 Bed In Chepstow Oc-95046

2 2
house , Chepstow
This two-bedroom Chepstow home is conveniently located approximately 22 miles from Bristol Parkway Station and 26 miles from Cabot Circus.
The 517-square-foot dwelling comfortably sleeps seven guests and features two bathrooms, a fully equipped kitchen with dishwasher and fridge, free Wi-Fi, private parking, a fireplace, and a washer; plus, it's pet-friendly (with restrictions).

Best Chepstow houses with a garden

Cooks House By Cliftonvalley Apartments - Chepstow
8.7 3 reviews
Chepstow
07/24 – 07/27
$404/nighttotal: $1212 (3 )

Cooks House By Cliftonvalley Apartments

3 5
house , Bristol
Cooks House, near Clifton Valley Apartments in Bristol, England, offers convenient access to Bristol Parkway Station (approximately 3 miles away) and is within a 10-18 mile radius of Bristol Cathedral, Ashton Court Estate, Cabot Circus, and Bristol Airport.
This three-bedroom, three-bathroom Bristol home boasts 9,261 square feet of space, comfortably accommodating up to 11 guests with amenities including free Wi-Fi, private parking, a fully equipped kitchen, and a private garden.
Hidden Well, Family Friendly, Luxury Holiday Cottage In Aust - Chepstow
10 2 reviews
Chepstow
06/21 – 06/23
$910/nighttotal: $1820 (2 )

Hidden Well, Family Friendly, Luxury Holiday Cottage In Aust

4 2
cottage , Bristol
This charming cottage is located near Bristol, a short drive from both the Ashton Gate Stadium and the Chepstow Racecourse. It's a great option for exploring the city and the surrounding countryside.
The three-bedroom cottage provides 1,400 square feet of space, comfortably accommodating up to eight guests. Enjoy the private garden, hot tub, pool table, fully equipped kitchen, laundry facilities, and Wi-Fi.
3 Bed In Trellech Oc-j34206 - Chepstow
Chepstow
07/24 – 07/27
$491/nighttotal: $1473 (3 )

3 Bed In Trellech Oc-j34206

1 5
house , Trelleck
This 3-bedroom house in Trelleck offers a peaceful rural setting, located 23 to 28 miles from Bristol Temple Meads Station, Bristol Parkway Station, and Bristol Cathedral.
This pet-friendly rental accommodates up to 10 guests and features a fully equipped kitchen with a microwave and dishwasher, complimentary WiFi, private parking, and a garden.
The Coachouse. - Chepstow
9.9 164 reviews
Chepstow
08/13 – 08/16
$201/nighttotal: $603 (3 )

The Coachouse.

1 4
house , Monmouthshire
The Coachouse is a short distance from local landmarks and attractions in Monmouthshire, offering easy access to explore the region's beauty. Guests consistently rate the home excellent for its cleanliness, location, and overall experience.
The Coachouse has two bedrooms with en suite bathrooms and can accommodate up to four guests. This home features a full kitchen, dining area, and lounge, plus a downstairs toilet and cloakroom, ensuring a comfortable stay with all the necessities.
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