Villas and Holiday homes in Chepstow

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Chepstow holiday homes
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13 Villa rentals in Chepstow

Compare Holiday Homes with a Pool in Chepstow

A holiday home in Chepstow with a swimming pool makes enjoying a proper swim in the heart of the city remarkably convenient.

The Honey Pot - Chepstow
9.9 34 reviews
Chepstow
29/08 – 30/08
£485/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.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chepstow
9.7 14 reviews
Chepstow
29/08 – 30/08
£421/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.
The Old Rectory - Chepstow
9.7 3 reviews
Chepstow
27/06 – 04/07
£915/nighttotal: £6405 (7 )

The Old Rectory

5 2
house , Bristol
The Old Rectory is situated in a peaceful location just 17 kilometres from Bristol Temple Meads Station and 18 kilometres from Bristol Zoo. This charming house offers a tranquil retreat for those seeking a relaxing getaway.
This spacious property comprises 5 bedrooms and 3 bathrooms, providing comfortable accommodation for up to 10 guests. The house comes equipped with a range of amenities, including a fully equipped kitchen, a washing machine, a fireplace, free Wi-Fi, and ample parking.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chepstow
9.9 10 reviews
Chepstow
29/08 – 30/08
£421/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.

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

Welsh Marches At Upper Glyn Farm - Chepstow
9.7 259 reviews
Chepstow
01/07 – 31/07
£150/nighttotal: £4500 (30 )

Welsh Marches At Upper Glyn Farm

1 3
house , Chepstow
This charming house is located just 17 miles from Bristol Parkway Station and 21 miles from Cabot Circus, making it a convenient base for exploring Chepstow and the surrounding area. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The house features a well-equipped kitchen, a comfortable living area, and a private bathroom. Guests can enjoy a peaceful garden, a private terrace, and access to local activities like diving, cycling, and fishing.
Cottage ∙ 1 Bedroom ∙ 3 Guests - Chepstow
10 1 review
Chepstow
29/08 – 30/08
£301/nightfor 1 night

Cottage ∙ 1 Bedroom ∙ 3 Guests

1 2
cottage , Llanvair-Discoed
The Snug, a single-storey cottage, is situated on the outskirts of Llanvair Discoed, Monmouthshire, 5km from Caerwent with its Roman ruins and farmer's market.
This 90 square metre self-catering studio offers a king-size bed and sofa bed sleeping up to three guests, boasting a private patio and easy access to attractions like Caldicot and Chepstow Castles.
Chepstow Town. Welsh Cottage. - Chepstow
9.9 293 reviews
Chepstow
29/08 – 30/08
£501/nightfor 1 night

Chepstow Town. Welsh Cottage.

1 2
house , Chepstow
This charming house is located in the centre of Chepstow, just a short walk from the castle, Priory Church, and the River Wye. It has received excellent ratings for its location, cleanliness, and overall user experience.
The house is ideal for families, with two bedrooms and a guest capacity of four. It offers a spacious living area, a fully equipped kitchen, and a private garden, perfect for enjoying the beautiful surroundings.
Gorgeous 3 Bed House In Bristol - Chepstow
8.1 14 reviews
Chepstow
24/07 – 27/07
£225/nighttotal: £675 (3 )

Gorgeous 3 Bed House In Bristol

1 5
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

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Best Chepstow villas and holiday homes with parking

The Snug, Pet Friendly, With A Garden In Caerwent - Chepstow
10 1 review
Chepstow
29/08 – 30/08
£302/nightfor 1 night

The Snug, Pet Friendly, With A Garden In Caerwent

1 2
cottage , Chepstow
The Snug is a single-storey cottage located in Llanvair Discoed, a village near Caerwent, about 8km west of Chepstow. It's a peaceful escape in a quiet village setting, close to several attractions.
The cottage has a studio-style living space with a king-size bed, a sofa bed, and a fully equipped kitchen, making it ideal for a couple or a small family. It provides amenities such as WiFi, off-road parking, a side patio, electric heating, and a pub within walking distance.
Spacious 4-bed Home Near Cribbs & Bristol - Chepstow
8.5 4 reviews
Chepstow
08/08 – 10/08
£376/nighttotal: £752 (2 )

Spacious 4-bed Home Near Cribbs & Bristol

4 7
house , Bristol
This 4-bedroom detached house in Bristol is situated 3.86 kilometres from Bristol Parkway Station, 9.66 kilometres from Clifton, and 10.29 kilometres from Cabot Circus.
This property offers accommodation for up to 15 guests with 4 bedrooms, 2 bathrooms, and a kitchen equipped with a microwave oven, providing 90 square metres of living space with complimentary WiFi.
Dog Friendly Ground Floor Bungalow Great Links To Chepstow And M4 - Chepstow
Chepstow
01/07 – 31/07
£154/nighttotal: £4620 (30 )

Dog Friendly Ground Floor Bungalow Great Links To Chepstow And M4

3 3
house , Woolaston
This bungalow is located in Woolaston, 30.5 kilometres from Bristol Parkway Station and 37 kilometres from Kingsholm Stadium.
This dog-friendly property offers accommodation for up to 6 guests, featuring a fully equipped kitchen, a garden, free private parking, and complimentary WiFi, with a floor area of 88 square meters.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Chepstow
Chepstow
27/06 – 04/07
£120/nighttotal: £840 (7 )

Cottage ∙ 1 Bedroom ∙ 2 Guests

1 2
cottage , Aylburton
This ground floor stable conversion in Aylburton, Gloucestershire, offers views of the Severn estuary and is situated approximately 1.5 kilometers from Lydney town, providing easy access to the Forest of Dean's walking and cycling routes, as well as attractions such as Puzzlewood and Symonds Yat.
This pet-friendly, family-friendly cottage accommodates two guests in one bedroom and features an open-plan living space, a fully equipped kitchen, a shower room, an enclosed garden with seating and a barbecue, and private parking.

Best Chepstow villas and holiday homes with a garden

Modern 2-bed , Bradley Stoke, Nr Parkway Station, Free Parking - Chepstow
8.5 2 reviews
Chepstow
27/06 – 04/07
£146/nighttotal: £1022 (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.
Cottage ∙ 4 Bedrooms ∙ 10 Guests - Chepstow
10 4 reviews
Chepstow
01/07 – 02/07
£1352/nightfor 1 night

Cottage ∙ 4 Bedrooms ∙ 10 Guests

4 1
cottage , Pilning
Hidden Well, a luxurious barn conversion in Aust, South Gloucestershire, offers easy access to the Severn Bridges and is approximately 10km from Pilning, placing guests within reach of Bristol's attractions including the Clifton Suspension Bridge and SS Great Britain.
This three-bedroom property sleeps up to ten guests and boasts a swimming pool, hot tub, and fully equipped kitchen including a dishwasher, alongside a garden perfect for alfresco dining; nearby attractions include the Aust Wetlands and Wild Place Project.
Well House By Cliftonvalley Apartments - Chepstow
Chepstow
24/07 – 27/07
£534/nighttotal: £1602 (3 )

Well House By Cliftonvalley Apartments

6 5
house , Bristol
Well House by Cliftonvalley Apartments is located in Bristol, 4.4 kilometres from Bristol Parkway Station and 10.6 kilometres from Ashton Court.
This spacious 146 square meter property offers 6 bedrooms and 5 bathrooms, sleeping up to 19 guests with a well-equipped kitchen, garden, and private parking.
The Foxes Den Shepherds Hut, Pet Friendly In Oldbury-on-severn - Chepstow
10 1 review
Chepstow
29/08 – 30/08
£328/nightfor 1 night

The Foxes Den Shepherds Hut, Pet Friendly In Oldbury-on-severn

1 2
cottage , Bristol
This pet-friendly cottage is located in Shepperdine, Bristol, just 8 kilometres from Thornbury Castle and 19 kilometres from Chepstow Racecourse, offering a peaceful retreat in the countryside. The cottage provides a comfortable base for exploring the surrounding area, with a 90 square metre floor area and a capacity for two guests.
The cottage comes with a fully equipped kitchen, a garden, a fireplace, and amenities such as linens and heating. Guests can enjoy activities like fishing, cycling, and exploring the beautiful countryside, or visit nearby attractions such as Thornbury Golf Centre, West Country Water Park, and Slimbridge Wildfowl and Wetlands Centre.
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