This shepherd's hut, near Woolaston, Gloucestershire, is situated in a private meadow, approximately 0.8km from a local pub and shop. The self-catering retreat boasts a king-size bed, wood-burning stove, hot tub, bespoke kitchen with Belfast sink, ensuite shower room, and can accommodate two guests, with opportunities for wildlife spotting including buzzards and deer.
8.0 1 review
Chepstow
01/07 – 31/07
163 €/nighttotal: 4890 € (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.
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.
9.8 11 reviews
Chepstow
08/08 – 10/08
517 €/nighttotal: 1034 € (2 )
Stylish 4-bed Bristol House With Free Parking
1 7
apartment , Henbury
This Henbury house, located in a peaceful neighbourhood minutes from Cribbs Causeway's shops and leisure facilities, offers convenient access to local amenities. The four-bedroom property, sleeping eight guests, boasts a fully equipped kitchen, two bathrooms (including a ground floor shower room), a spacious living/dining area, and a generous garden with patio and deck; high-speed Wi-Fi and free parking for 1-2 cars are also provided.
9.3 4 reviews
Chepstow
29/08 – 30/08
133 €/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.
10 14 reviews
Chepstow
01/07 – 31/07
238 €/nighttotal: 7140 € (30 )
Mackie House By Cliftonvalley Apartments
3 3
house , Bristol
Mackie House by Cliftonvalley Apartments is located in Bristol, just 2.1 kilometers from Bristol Parkway Station and offers easy access to both Bristol Zoo (7.2 kilometers) and Cabot Circus (9.8 kilometers). This home has received excellent ratings for its location, cleanliness, and user experience. This 3-bedroom house is 110 square meters and can accommodate up to 5 guests. The house includes a fully equipped kitchen, a private garden, free Wi-Fi, and free private parking, as well as comfortable amenities like towels and bed linen.
9.6 23 reviews
Chepstow
21/08 – 30/08
69 €/nighttotal: 621 € (9 )
The Studio,
1 2
apartment , Gloucestershire
This ground-floor studio apartment in Alvington offers a peaceful countryside setting, a short distance from the village's local shops and pubs. The self-contained unit sleeps two, features a kitchenette, large TV, and access to extensive communal gardens, perfect for guests with dogs.
Chepstow
29/08 – 30/08
150 €/nightfor 1 night
The Willow - Studio 28
1 2
studio , Patchway
This self-contained studio in North Bristol is a 2-minute drive from Aztec West and a 5-minute drive from Aerospace and Airbus, offering convenient access to major business hubs and a 15-minute walk to Patchway Train Station. This 28 square meter apartment accommodates two guests, featuring a double bed, a kitchenette with a fridge and microwave, and access to communal laundry facilities, with shops and entertainment at Patchway Shopping Centre and Cribbs Causeway nearby.
Chepstow
08/08 – 10/08
400 €/nighttotal: 800 € (2 )
Baker's Bun - Sleeps 7 - Spacious Home - Parking & Garden - Bradley Stoke Bristol
4 7
house , Bristol
This spacious 4-bedroom property is situated in Bradley Stoke, Bristol, 2.6 kilometres from Bristol Parkway Station and within 12.7 kilometres of Bristol Temple Meads Station and Cabot Circus. This detached house offers accommodation for up to 7 guests, featuring a well-equipped kitchen with a dishwasher, a private garden with seating, a balcony, free private parking, and is close to cycling routes.
9.0 2 reviews
Chepstow
29/08 – 30/08
489 €/nightfor 1 night
Bottom Lodge, Penhow
2 2
chalet , Chepstow
This detached property in Caerwent, Chepstow, is conveniently located 1.3 kilometres from Penhow Castle, the oldest inhabited castle in Wales, and near Penhow Woodlands nature reserve. This 2-bedroom lodge accommodates up to 4 guests and features a woodburning stove, a private garden with seating, and WiFi, with well-behaved dogs welcome for an extra charge.
9.9 39 reviews
Chepstow
21/08 – 30/08
98 €/nighttotal: 882 € (9 )
Oakgrove Rural Cottage, Brockweir, Chepstow
1 2
apartment , Brockweir
This charming one-bedroom cottage is situated in a peaceful rural setting near Chepstow, close to the Forest of Dean and Wye Valley. It has received excellent ratings for location, cleanliness, and user experience. The cottage is perfect for a couple seeking a tranquil getaway, offering a private garden and patio for relaxing and enjoying the views. It features a fully equipped kitchen, a cosy living area, and a tiled lobby for muddy boots, plus outdoor furniture for dining al fresco.
9.0 211 reviews
Chepstow
29/08 – 30/08
684 €/nightfor 1 night
Sedbury Farm Cottages #3
2 2
apartment , Gloucestershire
This self-catering apartment is located in Gloucestershire, just a short drive from the picturesque Cotswolds and within easy reach of Stratford-upon-Avon and Cheltenham. The apartment consistently receives excellent ratings for its cleanliness, location, and overall user experience. The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. It offers a modern interior, a fully equipped kitchen with a fridge, microwave oven, and dishwasher, a garden, parking, and free Wi-Fi.
Best family friendly Chepstow holiday rentals
Among the 28 accommodations in Chepstow, here are the 4 best family friendly rentals
9.7 389 reviews
Chepstow
27/06 – 04/07
99 €/nighttotal: 693 € (7 )
Modern Apartment Near The Wave & Aztec West
1 2
apartment , Almondsbury
This studio apartment is located on the outskirts of Almondsbury, just 1 kilometre from The Wave water park and within easy driving distance of other attractions like The Wild Place, Cribbs Causeway shopping mall, and Aztec West Business Park. It has received excellent ratings for location, cleanliness, and user experience. The self-contained studio features a private garden, a kitchen with a fridge, oven, and microwave, and a separate room with a washing machine and heated airer. Guests can enjoy ample parking, access to local footpaths, and the option of adding a single bed in the main bedroom or using the sofa bed in the lounge for shorter stays.
9.9 35 reviews
Chepstow
08/08 – 10/08
884 €/nighttotal: 1768 € (2 )
Large Detached House In Almondsbury, North Bristol
4 7
apartment , Almondsbury
This four-bedroom house in North Bristol is just a short drive from the Cotswolds and the Wave surfing park, offering easy access to Bristol and the M4/M5 interchange. The property has received excellent ratings for location, cleanliness, and user experience, making it a great choice for families and groups. The house has a spacious open-plan kitchen diner, a separate snug with a real fire, and a dedicated office space, comfortably accommodating up to seven guests. Amenities include a modern kitchen with a dishwasher and washing machine, a family bathroom, a garden, and off-street parking for two cars.
10 3 reviews
Chepstow
24/07 – 27/07
236 €/nighttotal: 708 € (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.
9.3 14 reviews
Chepstow
27/06 – 04/07
178 €/nighttotal: 1246 € (7 )
Private 2bed-parking & Garden-by Fabaccommodation
2 2
apartment , Bristol
This recently renovated two-bedroom flat is located just 2.6 miles from Bristol Parkway Station and 6 miles from Bristol Zoo, offering easy access to the city's attractions. The property has received excellent ratings for its cleanliness, location, and overall experience, making it a great choice for a comfortable stay. The 74 square metre flat comfortably accommodates up to four guests and features a well-equipped kitchen, a private garden, and free parking. Enjoy meals on the patio, relax in the garden, or take advantage of the on-site mini-market for convenience.
Best Chepstow holiday rentals with parking
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.
Chepstow
29/08 – 30/08
312 €/nightfor 1 night
Spacious 3-bedroom Home With Fast Wi-fi Near M4, M5 & M32
3 2
apartment , Bradley Stoke
This Bradley Stoke flat is conveniently located for exploring Bristol and its surroundings, with Aztec West Activity Park just 6 minutes by car and the Kennet and Avon Canal and Wye Valley a 16-minute drive away. This 3-bedroom, 2-bathroom property accommodates up to 5 guests and includes essential amenities such as Wi-Fi, heating, a dryer, ironing board, toiletries, and linens, offering easy access to attractions like Bristol Hippodrome (13 minutes by car), Bristol Zoo Project, and We The Curious science museum.
10 2 reviews
Chepstow
24/07 – 27/07
375 €/nighttotal: 1125 € (3 )
Well Cottage By Cliftonvalley Apartments
4 5
house , Bristol
Well Cottage, near Clifton Valley, Bristol, offers spacious family accommodation 4.8km from Bristol Parkway Station and within a 16-20km radius of Cabot Circus and Bristol Cathedral. This four-bedroom property boasts 75 square metres of floor space, sleeping up to 17 guests, and includes a fully equipped kitchen with dishwasher, private garden, parking, and free Wi-Fi.
8.3 323 reviews
Chepstow
01/07 – 31/07
175 €/nighttotal: 5250 € (30 )
Orchard Gate Apartments From Your Stay Bristol
2 3
apartment , Bristol
The Orchard Gate Apartments are situated in a peaceful suburban area just outside Bristol, a 15-minute drive from the city centre and half a mile from the M5 motorway. These apartments have received very good ratings for location, cleanliness, and overall user experience. The apartments offer comfortable lounges with a sofa, TV, and CD player, perfect for relaxing after a day of exploring. The accommodation comes with fully equipped kitchens, free Wi-Fi, and on-site parking (subject to availability).
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! It's one of the oldest and most impressive Norman castles in Wales. You'll also want to visit the historic town centre, with its beautiful old buildings and quaint shops. For a bit of nature, head over to the Wye Valley, just a short drive away. It's a stunning area of natural beauty with lots of walking trails.
What are the best Airbnb and holiday rentals in Chepstow?
Which walking or cycling routes are the best in Chepstow?
The Offa's Dyke Path is a brilliant walk, following the ancient border between England and Wales. It's a bit of a trek, but you'll be rewarded with amazing views. For a shorter cycle, try the route along the River Wye. The scenery is beautiful, and it's relatively flat, so it's good for all levels.
What sports or outdoor activites can visitors enjoy in and around Chepstow?
You can go kayaking or canoeing on the River Wye, or try your hand at rock climbing at the nearby The Brecon Beacons National Park. There's also plenty of great walking and cycling in the area, and if you're feeling adventurous, you can even go paragliding. For something a bit more relaxed, there's the Chepstow Golf Club.
What are the best holiday rentals with a pool in Chepstow?
What other towns or cities can be easily accessed from Chepstow?
You're well-placed to explore the rest of South Wales. Bristol is a vibrant city just an hour away by car, and you can easily reach Cardiff, the capital of Wales, in about an hour and a half. For a more scenic trip, head to the historic town of Monmouth, just a short drive away.
What are the best rentals for families and kids in Chepstow?
What amenities are commonly available in vacation rentals in Chepstow?
Most vacation rentals in Chepstow will have the basics, like Wi-Fi, a washing machine, and a TV. Many also have a garden or patio, and some even have a hot tub. Look out for rentals that are pet-friendly if you're bringing your furry friend along.
What are the best rentals or Airbnbs with a jacuzzi in Chepstow?
What time of year is best to rent a vacation rental Chepstow?
It really depends what you're looking for! Summer is the busiest time, but you'll have the best weather for outdoor activities. Spring and autumn are lovely for walking and cycling, and you'll find fewer crowds. Winter can be chilly, but it's a great time to explore the local pubs and restaurants.
Destinations nearby
Best Chepstow holiday rentals with a balcony
10 1 review
Chepstow
27/06 – 04/07
231 €/nighttotal: 1617 € (7 )
The Nook
1 2
house , Tidenham
The Nook in Tidenham offers a peaceful countryside escape, situated approximately 27 kilometres from Bristol Parkway station and within easy reach of Bristol's attractions including Bristol Cathedral and Cabot Circus. This self-catering cottage boasts a 10 square metre floor area, sleeping two guests in one bedroom with one bathroom, a private hot tub, and free Wi-Fi and parking.
9.7 99 reviews
Chepstow
29/08 – 30/08
219 €/nightfor 1 night
Olli's Cottage-terrace & Jacuzzi Optional
1 2
house , Bristol
Olli's Cottage is conveniently located in Bristol, just a short distance from Bristol Parkway Station and Bristol Zoo. The property enjoys excellent user, location, and cleanliness ratings, making it a popular choice for travellers. The cottage offers a comfortable and modern stay for two guests, with one bedroom and one bathroom in a 70 square metre space. The property boasts a private patio, free parking, a well-equipped kitchen, a walk-in shower, a flat-screen TV, and a swimming pool and jacuzzi for ultimate relaxation.
Chepstow
24/07 – 27/07
237 €/nighttotal: 711 € (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.
Chepstow
01/07 – 31/07
484 €/nighttotal: 14520 € (30 )
4 Bed Luxury Stay,hot Tub,sleeps 9,private Parking
4 3
house , Chepstow
This detached house in Chepstow is located 20.9 kilometres from Bristol Parkway Station and 27.4 kilometres from Cabot Circus. This non-smoking property offers a private hot tub, WiFi, parking, a fully equipped kitchen, and terrace access, accommodating up to 17 guests with 1 bedroom and 2 bathrooms.
Best pet friendly Chepstow holiday rentals
Among the 28 accommodations in Chepstow, here are the 4 best pet friendly rentals
9.7 3 reviews
Chepstow
27/06 – 04/07
1060 €/nighttotal: 7420 € (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.
9.8 10 reviews
Chepstow
24/07 – 27/07
434 €/nighttotal: 1302 € (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.
Chepstow
27/06 – 04/07
139 €/nighttotal: 973 € (7 )
1 Bedroom Accommodation In Lydney, Forest Of Dean
1 2
cottage , Lydney, Forest of dean
This ground floor stable conversion in Aylburton, near Lydney, Gloucestershire, offers Severn estuary views and 1.6 kilometers of access to the Forest of Dean, with Puzzlewood and Symonds Yat within easy reach. This pet-friendly cottage accommodates two guests in one bedroom and features a king-size bed, Smart TV, fully equipped kitchen, enclosed garden with a barbecue, and private parking, ideal for romantic breaks and outdoor pursuits.
10 2 reviews
Chepstow
13/08 – 16/08
204 €/nighttotal: 612 € (3 )
Gardeners Cottage At Mathern Palace - Chepstow
2 4
cottage , Chepstow
This Chepstow holiday home is situated 1.3km from St Pierre Country Club, 3km from Chepstow Castle, and 5km from Chepstow Racecourse, offering easy access to local attractions. Sleeping four guests in two bedrooms and one bathroom, the self-catering property includes a fully equipped kitchen with fridge, microwave, oven and washing machine, plus a Smart TV and peaceful garden with parking.