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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.

Bilsham Meadows - Chepstow
9.6 21 reviews
Chepstow
07/01 – 07/02
$1990/nightfor 1 night

Bilsham Meadows

5 1
house , Bristol
This five-bedroom, three-bathroom Bristol house rental, located in the tranquil Bilsham Meadows area, is approximately 12 miles from Bristol Parkway Station and within easy driving distance of Ashton Court, Bristol Cathedral, Cabot Circus, and Bristol Temple Meads Station.
The 1850-square-foot home boasts a fully equipped kitchen, a private garden, a swimming pool, a hot tub, free Wi-Fi, and private parking; golfing and cycling are available nearby.
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.
The Old Rectory - Chepstow
9.7 3 reviews
Chepstow
06/27 – 07/04
$1226/nighttotal: $8582 (7 )

The Old Rectory

5 2
house , Bristol
The Old Rectory is located in Bristol, just 11 miles from Bristol Parkway Station and 15 miles from Bristol Zoo, offering easy access to the city's attractions while providing a peaceful retreat. This 5-bedroom home spans 4,000 square feet and comfortably accommodates up to 10 guests.
The Old Rectory features a fully equipped kitchen, multiple bathrooms, a cozy fireplace, and a swimming pool. Enjoy convenient amenities like free Wi-Fi, parking, and a washing machine for extended stays.
The Honey Pot - Chepstow
9.9 34 reviews
Chepstow
08/29 – 08/30
$650/nightfor 1 night

The Honey Pot

1 2
house , Chepstow
The Honey Pot is located in Chepstow, just a short drive from Bristol Zoo and Bristol Temple Meads Station, making it a convenient base for exploring the area. Guests consistently rate this property excellent for its location, cleanliness, and overall experience.
This one-bedroom house offers 970 square feet of space and can comfortably accommodate up to two guests. The house features a fully equipped kitchen, a private garden, a hot tub, a barbecue, and free Wi-Fi, making it perfect for a relaxing and enjoyable stay.

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

Gorgeous 3 Bed House In Bristol - Chepstow
8.1 14 reviews
Chepstow
07/24 – 07/27
$301/nighttotal: $903 (3 )

Gorgeous 3 Bed House In Bristol

1 5
house , Bristol
This Bristol house rental is conveniently located near Bristol Parkway Station, approximately 1.9 miles away, offering easy access to Bristol city center (7-8 miles) and Bristol Airport (19 miles).
This 110-square-foot (approximately 10-square-meter) home features one bedroom, one bathroom, and accommodates up to 11 guests, boasting amenities such as a fully equipped kitchen, private parking, Wi-Fi, a garden, and a flat-screen TV.
Chepstow Town. Welsh Cottage. - Chepstow
9.9 293 reviews
Chepstow
08/29 – 08/30
$671/nightfor 1 night

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.
Laurel Cottage By Stae-homes - Chepstow
9.2 5 reviews
Chepstow
07/24 – 07/27
$277/nighttotal: $831 (3 )

Laurel Cottage By Stae-homes

2 5
house , Magor
Laurel Cottage, a house in Undy, is located in a quiet residential setting offering convenient access to local amenities, approximately 1.5 miles from the town center.
This 860-square-foot cottage accommodates up to 7 guests with 2 bathrooms, a fully equipped kitchen including a dishwasher and microwave, complimentary Wi-Fi, and on-site parking, with a garden for guest enjoyment.
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.

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Best Chepstow houses with parking

3 Bedroom Accommodation In Hewelsfield, Near Lydney - Chepstow
10 2 reviews
Chepstow
06/27 – 07/04
$234/nighttotal: $1638 (7 )

3 Bedroom Accommodation In Hewelsfield, Near Lydney

3 2
cottage , Hewelsfield, near Lydney
This 3-bedroom, 2-bathroom cottage in Hewelsfield, near Lydney, offers a luxury barn conversion experience with panoramic Wye Valley views, located in the Forest of Dean just 1 mile from Tintern Abbey and close to Chepstow Castle.
This pet-friendly, family-friendly accommodation for 5 guests features a garden with BBQ, underfloor heating, a woodburner, Smart TV, and parking for 3 cars, with electric car charging available upon request, ideal for exploring nearby walking and cycling trails.
Cottage ∙ 3 Bedrooms ∙ 5 Guests - Chepstow
Chepstow
06/27 – 07/04
$234/nighttotal: $1638 (7 )

Cottage ∙ 3 Bedrooms ∙ 5 Guests

3 2
cottage , Hewelsfield
This converted barn in Hewelsfield offers panoramic Wye Valley views, bordering the Forest of Dean, and is located just one mile from Tintern Abbey.
This family-friendly cottage accommodates up to five guests with three bedrooms and two bathrooms, featuring a dishwasher, internet, a garden with a BBQ, and private parking for three vehicles, with electric car charging available upon request.
Woods Cottage - Chepstow
10 2 reviews
Chepstow
07/24 – 07/25
$946/nightfor 1 night

Woods Cottage

3 4
house , Usk
Woods Cottage, located in Usk, Monmouthshire, Wales, offers easy access to Bristol and Cardiff, approximately 25-29 miles away.
This 1400-square-foot (130-square-meter) house features three bedrooms, one bathroom with a jacuzzi, a fully equipped kitchen including a dishwasher, and accommodates up to nine guests, with free Wi-Fi and parking; nearby attractions include Usk Castle.
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.

Best Chepstow houses with a garden

3 Bedroom Accommodation In Devauden, Near Chepstow - Chepstow
9.8 10 reviews
Chepstow
07/24 – 07/27
$502/nighttotal: $1506 (3 )

3 Bedroom Accommodation In Devauden, Near Chepstow

3 5
cottage , Devauden, near Chepstow
This 3-bedroom, 3-bathroom Haybarn cottage in Devauden, near Chepstow, offers panoramic views of the Vale of Usk from its 20-acre setting, with convenient access to the Forest of Dean, Symonds Yat, Monmouth, and Ross-on-Wye, and is located approximately 7 miles from shops and 5,280 feet from restaurants and pubs.
This pet-friendly, family-friendly rental accommodates up to 6 guests and features an enclosed courtyard with a barbecue, garden furniture, free Wi-Fi, and a kitchen with a dishwasher, making it ideal for exploring the local area.
Dog Friendly Ground Floor Bungalow Great Links To Chepstow And M4 - Chepstow
Chepstow
07/01 – 07/31
$206/nighttotal: $6180 (30 )

Dog Friendly Ground Floor Bungalow Great Links To Chepstow And M4

3 3
house , Woolaston
This bungalow in Woolaston is located approximately 33,440 feet from Bristol Parkway Station, offering convenient access to nearby wild swimming lakes.
This dog-friendly property features 950 square feet of living space, accommodating up to 6 guests with a fully equipped kitchen, garden, free Wi-Fi, and private parking.
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.
Beautiful 1-bed Cottage In Trellech - Chepstow
9.2 140 reviews
Chepstow
08/29 – 08/30
$148/nightfor 1 night

Beautiful 1-bed Cottage In Trellech

1 2
house , Trelleck
The 1-Bed Cottage in Trellech is located in the charming village of Trellech, just 23 miles from Bristol Parkway Station and 27 miles from Cabot Circus in Bristol. This cozy cottage has received excellent ratings for location, cleanliness, and overall user experience.
This 1-bedroom cottage offers 220 square feet of space, comfortably accommodating up to 2 guests. Enjoy a private patio, free parking, free Wi-Fi, a separate bedroom, a fully equipped bathroom, a comfortable living area, towels and bed linen, and a private entrance.
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