Best Holiday rentals and Airbnb offers in Chepstow
8.0 1 review
Chepstow
01/07 – 31/07
£141/nighttotal: £4230 (30 )
Bradley Stoke 3 Bedroom House Bristol
3 3
house , Bradley Stoke
This 3-bedroom house in Bradley Stoke offers convenient access to Bristol city centre, local shops, and Cribbs Causeway, situated just 8 kilometers from Bristol. This property accommodates up to 8 guests with a double sofa bed in the living area, a versatile master bedroom, a third bedroom with a trundle bed, two bathrooms, and driveway parking for two cars.
Chepstow
01/07 – 02/07
£486/nightfor 1 night
The Honey Pot, Romantic, With Hot Tub In Chepstow
1 1
cottage , Chepstow
The Honey Pot is a charming cottage located in the tranquil village of Stroat, just a short drive from Chepstow town centre and local amenities. It offers a peaceful retreat, perfect for exploring the surrounding countryside and enjoying the historic town of Chepstow. The cottage has one bedroom and can accommodate two guests. It features a modern kitchen, a spacious open-plan living area, a private garden, a walk-in shower, and off-road parking.
10 1 review
Chepstow
01/07 – 31/07
£148/nighttotal: £4440 (30 )
Palmers Place By N And N Stays Worker Friendly Accommodation In Bradley Stoke With Private Parking And Fast Wifi, Long Stays Welcome
2 3
apartment , Bristol
This Palmers Place apartment, situated in Bristol approximately 3.7 to 6.4 km from Bristol Temple Meads and other central attractions, offers free private parking and is 3.7 km from Bristol Parkway Station. The 120 square metre self-catering flat boasts a spacious layout with one bedroom, one bathroom, and can comfortably accommodate nine guests, featuring a garden, free Wi-Fi, and a flat-screen TV.
9.8 101 reviews
Chepstow
01/07 – 31/07
£143/nighttotal: £4290 (30 )
Modern 2 Bed Home|bristol |Free Parking|nr Parkway
1 3
apartment , Stoke Gifford
This modern house in Stoke Gifford is less than 1.5km from Bristol Parkway station, providing easy access to Bristol city centre, the M4 & M5 motorways, UWE, Airbus, and MOD. The two-bedroom property sleeps three, features a well-equipped kitchen, private garden, free parking, and a living room with a smart TV (Netflix & Amazon Prime compatible), plus family-friendly amenities including children's books and proximity to a play park.
Chepstow
29/08 – 30/08
£129/nightfor 1 night
The Willow - Studio A
1 2
studio , Patchway
This self-contained studio flat in North Bristol offers convenient access to key business areas such as Aerospace (4 km), Aztec West (1.6 km), and Cribbs Causeway (5.6 km), with Patchway Train Station a 15-minute walk away. This modern studio, covering 60 square meters and accommodating up to two guests, features a kitchenette with a fridge, a double bed, a private bathroom, and communal laundry facilities, alongside free Wi-Fi.
10 1 review
Chepstow
13/08 – 16/08
£746/nighttotal: £2238 (3 )
4 Bed Luxury Home, Sauna, Hot Tub, Sleeps 9
1 4
house , Chepstow
This Chepstow dwelling is situated 21 kilometres from Bristol Parkway Station and within 29 kilometres of Bristol's Cabot Circus and Clifton. This 30 square metre holiday home offers accommodation for 9 guests, featuring a kitchen with a dishwasher and oven, a private sauna, a hot tub, and a terrace with garden views.
9.7 45 reviews
Chepstow
24/07 – 27/07
£281/nighttotal: £843 (3 )
The Old Granary - Uk12135
3 5
house , Hewelsfield
The Old Granary, a three-bedroom house in Hewelsfield, offers peaceful countryside accommodation approximately 32 to 45 kilometres from various Bristol attractions including Bristol Parkway station, Cabot Circus, and Ashton Court. This self-catering property features a fully equipped kitchen with a dishwasher, two bathrooms, free Wi-Fi, private parking, and a garden; it comfortably sleeps up to six guests.
10 37 reviews
Chepstow
13/08 – 16/08
£237/nighttotal: £711 (3 )
The Potting Shed At Mathern Palace
1 4
apartment , Mathern
The Potting Shed is a beautifully restored 19th-century hay barn located on the historic grounds of Mathern Palace, just a short walk from the village pub and within easy reach of Bristol. The cottage has received excellent user ratings for its location, cleanliness, and overall experience. The Potting Shed is a comfortable cottage with two bedrooms and one bathroom, sleeping up to four guests. It features a modern open-plan kitchen/diner, a separate lounge, a generous gravel front garden, and access to a shared large garden, perfect for relaxing and enjoying the peaceful Welsh countryside.
9.9 41 reviews
Chepstow
13/08 – 16/08
£236/nighttotal: £708 (3 )
The Potting Shed At Mathern Palace
2 4
house , Chepstow
The Potting Shed is a charming holiday home located just 22 kilometres from Bristol Parkway Station and 29 kilometres from Bristol Zoo, offering a tranquil retreat in the heart of Chepstow. The property has received excellent ratings for its location, cleanliness and overall experience. The cottage has two bedrooms and one bathroom, comfortably accommodating up to four guests. Guests can enjoy a well-equipped kitchen with a dishwasher, a private garden, and free parking and Wi-Fi.
10 4 reviews
Chepstow
08/08 – 10/08
£200/nighttotal: £400 (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.
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.
9.3 64 reviews
Chepstow
13/08 – 16/08
£229/nighttotal: £687 (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.
Explore Holiday Rentals for Families in Chepstow
Getting the holiday rental right makes all the difference for a family trip to Chepstow. Find city attractions within easy reach. Start comparing now.
10 4 reviews
Chepstow
01/07 – 02/07
£1556/nightfor 1 night
Bilsham Meadows
5 1
apartment , Pilning
This five-bedroom, three-bathroom house in Bilsham Meadows, Aust (approximately 1.6km from a shop and 1.6km from a pub), offers a tranquil farm setting near Pilning. Sleeping ten guests, the property features an open-plan kitchen-diner-sitting area with modern appliances, a private patio with a hot tub, and a private driveway with an EV charging point (at extra cost); all utilities, including Wi-Fi, are included.
10 1 review
Chepstow
24/07 – 27/07
£221/nighttotal: £663 (3 )
Lushmint&sound
3 5
house , Bristol
LushMint&Sound is a 3-bedroom holiday home in Bristol, located 4.2 kilometres from Bristol Parkway Station and 9.8 kilometres from Clifton, with Cabot Circus and Bristol Cathedral 10.5 kilometres away. This family-friendly property offers parking, free WiFi, a private garden, two bathrooms, and accommodates up to 10 guests, with a floor area of 12 square meters.
Chepstow
27/06 – 04/07
£175/nighttotal: £1225 (7 )
Cottage ∙ 3 Bedrooms ∙ 5 Guests
3 2
cottage , Hewelsfield
This pet-friendly barn conversion in Hewelsfield, Wye Valley and Forest of Dean, offers panoramic views and direct access to Offa's Dyke and the Wye Valley Walk, located 2.75 kilometers from the nearest restaurant and 1.6 kilometers from Tintern Abbey. This luxury cottage sleeps five guests, featuring three bedrooms, two bathrooms with underfloor heating on the ground floor, a dishwasher, Wi-Fi, an enclosed garden with a BBQ, and is ideally situated for exploring nearby attractions like Chepstow Castle and the Forest of Dean.
9.0 2 reviews
Chepstow
13/08 – 16/08
£205/nighttotal: £615 (3 )
The Potting Shed At Mathern Palace
2 4
cottage , Mathern
The Potting Shed is a restored 19th-century barn located on the grounds of Mathern Palace, a Grade I listed building dating back to 1408, just a short walk from the village of Mathern and its pub, The Millers Arms. The surrounding area offers picturesque countryside walks and is within easy reach of Caerwent Roman Town and Thornbury Castle. This charming cottage has two bedrooms and can accommodate up to four guests. It features a spacious open-plan kitchen/diner, a separate lounge, a gravel front garden and a shared back garden, plus a Smart TV with Netflix and Prime Video apps, and a welcome pack with local recommendations.
Choose the Right Self-Catering Holiday Rentals with Free Parking in Chepstow
Free on-site parking comes with these holiday rentals in Chepstow, allowing you to focus on the city centre from day one.
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.
9.6 21 reviews
Chepstow
01/07 – 02/07
£1485/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.
8.7 3 reviews
Chepstow
24/07 – 27/07
£301/nighttotal: £903 (3 )
Cooks House By Cliftonvalley Apartments
3 5
house , Bristol
Cooks House, situated in Clifton Valley, Bristol, offers a quiet residential stay approximately 4.8km from Bristol Parkway Station and 16-18km from central Bristol attractions such as Bristol Temple Meads Station and Bristol Cathedral. This three-bedroom, three-bathroom property boasts 800 square metres of floor space, comfortably accommodating up to 11 guests, and includes free private parking, free Wi-Fi, a fully equipped kitchen with dishwasher and microwave, a garden, and a washing machine; the Free private parking and private check-in/check-out offer adds convenience.
9.1 7 reviews
Chepstow
08/08 – 10/08
£321/nighttotal: £642 (2 )
Spacious 4-bed Home Near Cribbs & Bristol
4 7
apartment , Patchway
This four-bedroom house in Patchway, Bristol, is situated 4.2 kilometers from The Mall at Cribbs Causeway and offers convenient access to Patchway train station, which provides direct links to Bristol city centre. This residence accommodates up to eight guests with two and a half bathrooms, including an ensuite, a fully equipped kitchen with a fridge and microwave oven, and on-site parking, with attractions like Aerospace Bristol and Blaise Castle within easy reach.
Frequently asked questions about holiday rentals in Chepstow
What are some interesting places to visit in or near Chepstow?
Chepstow Castle is a must-see, a huge Norman fortress with a fascinating history. You can also visit the Tintern Abbey, a beautiful ruined abbey just outside Chepstow, and the National Trust property, The 18th-century Piercefield House and Gardens, with its stunning views across the Wye Valley.
What are the best Airbnb and holiday rentals in Chepstow?
Which walking or cycling routes are the best in Chepstow?
The Wye Valley Walk is a popular route that takes you through some of the most beautiful scenery in the area. For cyclists, the Forest of Dean is a great place to explore, with plenty of off-road trails.
What sports or outdoor activites can visitors enjoy in and around Chepstow?
You can go kayaking or canoeing on the River Wye, play golf at the Chepstow Golf Club, or go horse riding in the surrounding countryside. There are also plenty of opportunities for fishing, hiking, and mountain biking.
What are the best holiday rentals with a pool in Chepstow?
What amenities are commonly available in vacation rentals in Chepstow?
Most vacation rentals in Chepstow offer Wi-Fi, parking, and bedding. Many also have kitchen facilities, washing machines, and TVs. Some may even have gardens or balconies.
What are the best rentals or Airbnbs with a jacuzzi in Chepstow?
What time of year is best to rent a vacation rental Chepstow?
The best time to visit Chepstow is during the spring or autumn, when the weather is mild and the crowds are smaller. Summer can be busy and hot, while winter can be cold and wet.
Destinations nearby
Best Self-Catering Holiday Rentals with a Terrace in Chepstow
Choosing a holiday rental in Chepstow with a private balcony offers city skyline views that are worth every penny. Compare options and find yours.
Chepstow
24/07 – 27/07
£205/nighttotal: £615 (3 )
Laurel Cottage By Stae-homes
2 5
apartment , Redwick
This Gwent Levels cottage near Redwick, southeast Wales, is situated approximately 6 kilometres from Severn Tunnel Junction station and a short drive from Newport, offering direct access to the Wales Coast Path for walks and bird-watching, with Caldicot Castle and Country Park nearby. This 80 square metre, two-bedroom, two-bathroom holiday let accommodates up to five guests and features a kitchen with a coffee machine, an enclosed garden, and free parking for three vehicles, with pets welcome.
10 3 reviews
Chepstow
24/07 – 27/07
£204/nighttotal: £612 (3 )
2 Bed Barn, Open Living Space , Pet Friendly, Rural, With Easy Access From M4
2 5
apartment , Usk Monmouthshire
This Monmouthshire holiday home is situated in a peaceful rural setting, within 14.5km of Usk Castle and the Wye Valley, offering easy access to other historic castles including Llangibby Motte and Castle, Caerleon Castle, and Raglan Castle. The 120 square metre property boasts two bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, private balcony, fireplace, free WiFi, and ample parking.
9.4 58 reviews
Chepstow
01/07 – 02/07
£315/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.
9.3 4 reviews
Chepstow
29/08 – 30/08
£115/nightfor 1 night
Nj&c Properties
2 2
apartment , Bristol
This Bristol flat is located 2.3 kilometres from Bristol Parkway Station, 5.9 kilometres from Clifton, and 6.3 kilometres from Cabot Circus and Bristol Cathedral. This soundproofed two-bedroom, one-bathroom apartment accommodates up to seven guests and features a private terrace, free WiFi, private parking, and a kitchen with a microwave and oven.
Popular Pet-Friendly Holiday Rentals in Chepstow
Bringing your dog to Chepstow? These holiday rentals are perfectly set up with dog parks nearby and city walks on the doorstep.
9.7 2 reviews
Chepstow
27/06 – 04/07
£71/nighttotal: £497 (7 )
Cottage ∙ 1 Bedroom ∙ 2 Guests
1 2
cottage
The Foxes Den Shepherds Hut, a self-catering studio in Shepperdine, Gloucestershire, is 7km from Oldbury-on-Severn, offering easy access to Thornbury and Bristol, with the Cotswolds Area of Outstanding Natural Beauty nearby for walking and cycling. This 90 square metre dwelling features a double bed, fully equipped kitchen, dining area, Smart TV, modern shower room, and a spacious garden with decking, lawn, and summerhouse; sleeping up to two guests.
9.8 10 reviews
Chepstow
24/07 – 27/07
£374/nighttotal: £1122 (3 )
3 Bedroom Accommodation In Devauden, Near Chepstow
3 5
cottage , Devauden, near Chepstow
This three-bedroom, three-bathroom cottage near Chepstow, in Devauden, boasts stunning Vale of Usk views and is situated 11km from shops and 1.6km from local pubs and restaurants. The self-catering property, part of a barn conversion, sleeps six guests and features an open-plan living area with a fully equipped kitchen, dishwasher, Freeview TV, and a private enclosed courtyard with barbecue; private parking for two cars is also available.
9.5 141 reviews
Chepstow
01/07 – 02/07
£89/nightfor 1 night
Offas Dyke Cabin
1 1
cabin , Sedbury
Offas Dyke Cabin is situated in the countryside near Sedbury, just a 5-minute drive from Chepstow town centre and a short walk from the local village pub. This peaceful location offers easy access to the historic Offas Dyke Path, a scenic walking trail. The cabin offers a comfortable stay for up to 4 guests with a double bed and two single beds. Guests can enjoy the views of the Severn Estuary and the Severn Bridge from the large outdoor dining space, while amenities like a microwave, kettle, and toaster make self-catering a breeze.
9.9 103 reviews
Chepstow
29/08 – 30/08
£1688/nightfor 1 night
Spacious Cottage, Sunny Garden, Stroll To Town
1 2
apartment , Chepstow
Vauxhall Cottage is a charming 1790s property located just 500 metres from Chepstow's historic town centre, putting you within easy reach of the town's attractions, including Chepstow Castle. The cottage has consistently received excellent ratings for location, cleanliness, and overall user experience. This cosy holiday home can comfortably accommodate up to 6 guests and features a well-equipped kitchen, a comfortable living room with a wood-burning stove, and a sunny garden room. Enjoy the enclosed garden, perfect for relaxing with your furry friends, and take advantage of the modern amenities like a fast Wi-Fi connection, a private study, and a washing machine.