Villas and Holiday homes in Chepstow

13 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Chepstow holiday homes
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

13 Villa rentals in Chepstow

Best Chepstow villas and holiday homes with a pool

Among the 13 accommodations in Chepstow, here are the 4 best villas and holiday homes with a pool

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chepstow
9.9 10 reviews
Chepstow
29/08 – 30/08
488 €/nightfor 1 night

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage
Bottom Lodge, a single-storey lodge in Llanvair Discoed, Monmouthshire, offers stunning valley and River Severn views, situated 4.3km from Penhow village with its castle and amenities.
This 105 square metre property sleeps four in two bedrooms (double and bunk), boasting a well-equipped kitchen, swimming pool, jacuzzi, garden, parking, internet access, and a wood-burning stove; explore nearby Caldicot Castle and Newport Wetlands.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chepstow
9.7 14 reviews
Chepstow
29/08 – 30/08
488 €/nightfor 1 night

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage
Top Lodge is a two-bedroom holiday home located in the village of Llanvair-Discoed, 4.3 kilometres from Penhow, Monmouthshire, with easy access to the Wye Valley Area of Outstanding Natural Beauty and the coast.
This 105 square metre cottage offers a peaceful setting with a garden, swimming pool, jacuzzi, and parking, perfect for families or couples seeking a relaxing escape.
Bilsham Meadows - Chepstow
9.6 21 reviews
Chepstow
01/07 – 02/07
1721 €/nightfor 1 night

Bilsham Meadows

5 1
house , Bristol
This five-bedroom Bristol house, situated in Bilsham Meadows, is approximately 19 kilometres from Bristol Parkway Station and within easy reach of attractions including Bristol Cathedral and Ashton Court.
The 160 square metre property boasts three bathrooms with walk-in showers and hot tubs, a fully equipped kitchen, a swimming pool, a jacuzzi, a garden, and parking; golfing and cycling are nearby.
The Honey Pot - Chepstow
9.9 34 reviews
Chepstow
29/08 – 30/08
562 €/nightfor 1 night

The Honey Pot

1 2
house , Chepstow
The Honey Pot is a charming holiday home located in Chepstow, just 21 miles from Bristol Zoo and 22 miles from Bristol Temple Meads Station, making it a great base for exploring both the town and the surrounding countryside. Guests have consistently rated the property highly for its cleanliness, location, and overall experience.
The house has one bedroom and one bathroom, offering comfortable accommodation for up to two guests. It boasts a fully equipped kitchen, a private garden with a hot tub, and free Wi-Fi, ensuring a relaxing and enjoyable stay.

Best family friendly Chepstow villas and holiday home

Among the 13 accommodations in Chepstow, here are the 4 best family friendly villas and holiday homes

Modern 5 Bed House New - Chepstow
10 4 reviews
Chepstow
08/08 – 10/08
232 €/nighttotal: 464 € (2 )

Modern 5 Bed House New

5 7
house , Bristol
This spacious 5-bedroom modern house is situated in Bristol, 7.1 kilometres from Bristol Parkway Station and 8.4 kilometres from Clifton, providing convenient access to Bristol Cathedral and Cabot Circus.
This family-friendly property offers accommodation for up to 19 guests with 110 square meters of floor area, featuring a shared kitchen with a fridge, microwave oven, and dishwasher, alongside free private parking and WiFi for a comfortable stay.
3 Bedroom Accommodation In Hewelsfield, Near Lydney - Chepstow
10 2 reviews
Chepstow
27/06 – 04/07
203 €/nighttotal: 1421 € (7 )

3 Bedroom Accommodation In Hewelsfield, Near Lydney

3 2
cottage , Hewelsfield, near Lydney
This luxury barn conversion, located in Hewelsfield near Lydney, offers panoramic Wye Valley views and direct access to Forest of Dean walking paths, being just 1.6 kilometers from Tintern Abbey and in proximity to Chepstow and Raglan castles.
Sleeping up to five guests across three bedrooms, this pet-friendly cottage boasts underfloor heating, a wood burner, a garden with BBQ, and electric car charging, with nearby opportunities for cycling, fishing, and exploring attractions like Clearwell Caves and Puzzlewood.
Modern 2-bed , Bradley Stoke, Nr Parkway Station, Free Parking - Chepstow
8.5 2 reviews
Chepstow
27/06 – 04/07
169 €/nighttotal: 1183 € (7 )

Modern 2-bed , Bradley Stoke, Nr Parkway Station, Free Parking

2 2
house , Bristol
This modern house in Bradley Stoke, Bristol, is situated 1.9km from Bristol Parkway Station and offers easy access to the University of the West of England and Parkway Station.
The 58 square metre property boasts two bedrooms, one bathroom, and sleeps up to five guests, featuring free Wi-Fi, private parking, a fully equipped kitchen, and a private garden.
Gorgeous 3 Bed House In Bristol - Chepstow
8.1 14 reviews
Chepstow
27/06 – 04/07
201 €/nighttotal: 1407 € (7 )

Gorgeous 3 Bed House In Bristol

1 2
house , Bristol
This three-bedroom house near Bristol Parkway station (3km), offers convenient access to Bristol city centre (11-13km) and Bristol Airport (31km).
The 10-square-metre property features a full kitchen, private parking, Wi-Fi, and accommodates up to 11 guests, with a garden and terrace adding to its appeal.

Frequently asked questions about villa rentals in Chepstow

Destinations nearby

Best Chepstow villas and holiday homes with parking

Luxury 4 House,hot Tub,sleeps 9,wi-fi - Chepstow
10 1 review
Chepstow
13/08 – 16/08
707 €/nighttotal: 2121 € (3 )

Luxury 4 House,hot Tub,sleeps 9,wi-fi

1 4
house , Chepstow
This Chepstow holiday home is located 20.9 kilometres from Bristol Parkway Station and 27.4 kilometres from Cabot Circus, offering convenient access to city amenities.
This 30 square meter cottage provides accommodation for up to 9 guests in a 1-bedroom layout, featuring a kitchen with a fridge, microwave oven, and dishwasher, a Jacuzzi, terrace, garden, and parking.
3-bed-patchway-self-check-in-parking-wi-fi-sleeps 5 - Chepstow
Chepstow
27/06 – 28/06
271 €/nightfor 1 night

3-bed-patchway-self-check-in-parking-wi-fi-sleeps 5

1 3
house , Bristol
This detached house in Patchway, Bristol, is situated 4.35 kilometres from Bristol Parkway Station and is 10.62 kilometres from Cabot Circus and Bristol Cathedral.
This 80 square metre property offers 3 bedrooms, 1 bathroom, a garden with barbecue facilities, free private parking, complimentary Wi-Fi, and a shared lounge, accommodating up to 9 guests with self-check-in.
Apartment 2 - Chepstow
9.1 15 reviews
Chepstow
27/06 – 04/07
249 €/nighttotal: 1743 € (7 )

Apartment 2

1 2
house , Chepstow
Apartment 2, a Chepstow holiday home, is conveniently located 22.5km from Bristol Parkway Station and 27.4km from Cabot Circus, offering easy access to both Bristol and Chepstow's historic town centre.
This self-catering property boasts a 20 square metre floor area with one bedroom, one bathroom, and sleeps three guests, featuring a fully equipped kitchen, free Wi-Fi, free parking, and a flat-screen TV.
Welsh Gatehouse, Historic Castle Which Can Cater For Electric Vehicle - Chepstow
9.4 58 reviews
Chepstow
01/07 – 02/07
365 €/nightfor 1 night

Welsh Gatehouse, Historic Castle Which Can Cater For Electric Vehicle

1 1
house , Mathern
Welsh Gatehouse is a charming cottage located in Mathern, just 23 kilometres from Bristol Parkway Station, offering a peaceful escape from the city. The property has received excellent ratings for its location, cleanliness, and overall experience.
The cottage provides comfortable accommodation for two guests, with one bedroom, one bathroom, and a floor area of 32 square metres. It features a well-equipped kitchen, a private garden with views, a balcony, and parking.

Best Chepstow villas and holiday homes with a garden

Sparrowbill House By Cliftonvalley Apartments - Chepstow
9.5 11 reviews
Chepstow
24/07 – 27/07
520 €/nighttotal: 1560 € (3 )

Sparrowbill House By Cliftonvalley Apartments

5 5
house , Bristol
Sparrowbill House is located in Cliftonvalley, Bristol, just 3.5km from Bristol Parkway Station and 9.2km from Bristol Zoo, making it a great base for exploring the city. The house has consistently received excellent user ratings for its cleanliness, location, and overall experience.
This 5-bedroom home, spanning 190 square meters, comfortably accommodates up to 8 guests. You'll enjoy a fully equipped kitchen with a dishwasher, a washing machine, free Wi-Fi, a patio and garden, and free private parking on-site.
Gardener's Cottage At Mathern Palace - Chepstow
9.3 64 reviews
Chepstow
13/08 – 16/08
265 €/nighttotal: 795 € (3 )

Gardener's Cottage At Mathern Palace

2 4
house , Chepstow
Gardener's Cottage is situated in Chepstow, a charming town just 22 kilometres from Bristol Parkway Station, offering easy access to both the town's attractions and the wider region. The cottage has consistently received excellent ratings for its cleanliness, location, and overall experience.
This two-bedroom cottage comfortably accommodates up to four guests, providing a relaxing retreat for families or groups of friends. Guests can enjoy a peaceful garden, a well-equipped kitchenette, free parking, and complimentary Wi-Fi, making it ideal for a comfortable and enjoyable stay.
Hidden Well, Family Friendly, Luxury Holiday Cottage In Aust - Chepstow
10 2 reviews
Chepstow
01/07 – 02/07
1575 €/nightfor 1 night

Hidden Well, Family Friendly, Luxury Holiday Cottage In Aust

4 1
cottage , Bristol
This charming cottage is situated just 24 kilometres from Ashton Gate Stadium and 12 kilometres from Chepstow Racecourse, offering a peaceful retreat close to Bristol's attractions. The cottage provides ample space for up to 8 guests with its 130 square metres of living area, spread across three bedrooms and three bathrooms. The property is equipped with modern amenities, including a fully equipped kitchen, a hot tub, a garden, and Wi-Fi, making it ideal for families or groups seeking a relaxing and comfortable stay.
Laurel Cottage By Stae-homes - Chepstow
9.2 5 reviews
Chepstow
24/07 – 27/07
240 €/nighttotal: 720 € (3 )

Laurel Cottage By Stae-homes

2 5
house , Magor
This detached cottage in Undy offers a convenient base with free Wi-Fi, on-site parking, and garden access, situated approximately 1.2 kilometers from the village centre and local countryside walks. The 80 square meter property accommodates up to 7 guests, featuring a fully equipped kitchen with a dishwasher, two bathrooms, and provided towels and bed linen for a comfortable stay.
©2026 cozycozy.com