Best Holiday rentals and Airbnb offers in Chepstow
8.7 6 reviews
Chepstow
08/08 – 10/08
SG$538/nighttotal: SG$1076 (2 )
Cosy House In Bradley Stoke, Bristol - Sleeps 9
1 7
apartment , Bradley Stoke
This three-bedroom, two-bathroom flat is situated in Bradley Stoke, a well-established Bristol suburb, offering easy access to local amenities and transport links. Sleeping up to nine guests, this property provides a cosy and stylish interior with a fully equipped kitchen and internet, serving as an ideal base for exploring the wider Bristol area.
10 6 reviews
Chepstow
01/07 – 02/07
SG$874/nightfor 1 night
The Honey Pot
1 1
apartment , Stroat
The Honey Pot cottage, a single-storey annex in Stroat, Gloucestershire, provides a peaceful rural retreat close to Gloucestershire countryside walks and scenic Cotswolds villages. This self-contained unit features a king-size bedroom, two bathrooms (one a wet room), an open-plan kitchen (with fridge, microwave, and dishwasher) and living area, private parking, a garden with patio, and accommodates two guests; a hot tub is planned for the future.
9.4 234 reviews
Chepstow
19/08 – 26/08
SG$197/nighttotal: SG$1379 (7 )
Old Ferry View
1 4
apartment , Bristol
Old Ferry View is a peaceful apartment located in Bristol, about 9.3 miles from Bristol Parkway Station and 13 miles from Bristol Zoo, offering a tranquil escape from the city centre. It has received excellent ratings for its location, cleanliness, and overall user experience. This one-bedroom flat, with a floor area of 10 square metres, can accommodate up to four guests. The apartment features a fully equipped kitchenette with a microwave, air conditioning, a private patio, complimentary Wi-Fi, parking, and a shuttle service for exploring the city and surrounding areas.
9.9 126 reviews
Chepstow
21/08 – 30/08
SG$157/nighttotal: SG$1413 (9 )
The Nursery Wing - Wyndcliffe Court
1 2
apartment , St Arvans
This apartment is located just off the Wye Valley walk at Upper Wyndcliff, offering easy access to the beautiful scenery of the Wye Valley and nearby towns like Tintern and Chepstow, all within a 10-kilometer radius. It has consistently received excellent ratings for location, cleanliness, and user experience. The self-catering property has one bedroom and one bathroom, comfortably accommodating up to two guests. Guests can enjoy a modern kitchen, a garden with uneven steps and steep drops, and a relaxing bathroom with a freestanding roll-top bath, all included in the price.
10 1 review
Chepstow
24/07 – 25/07
SG$373/nightfor 1 night
Lushmint&sound
3 4
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.
10 3 reviews
Chepstow
19/08 – 26/08
SG$471/nighttotal: SG$3297 (7 )
New 3 Bedroom Flat Close To Station
3 4
apartment , Monmouthshire
This Monmouthshire flat offers excellent access to Chepstow Station and is located 42 kilometres from Bristol Airport. This accommodation for six guests features three bedrooms, two bathrooms (one ensuite with a king-sized bed), a kitchenette, dining area, washing machine, free WiFi, and on-site parking, with a jacuzzi also available.
8.0 3 reviews
Chepstow
27/06 – 04/07
SG$224/nighttotal: SG$1568 (7 )
Chepstow Central | Luxe 1 King Bed Beaufort Square
1 2
apartment , Monmouthshire
This one-bedroom flat is located in Beaufort Square, Chepstow, within 500 meters of Chepstow Castle and the River Wye, offering convenient access to local amenities and the M48. This property accommodates two guests, featuring a fully equipped kitchen with a fridge and microwave, complimentary WiFi, and elegant furnishings, with discounts available for long-term bookings.
8.3 4 reviews
Chepstow
24/07 – 25/07
SG$1528/nightfor 1 night
Rose Cottage
2 4
house , Lydney
Rose Cottage is located in Lydney, just 35 kilometres from Kingsholm Stadium, 38 kilometres from Bristol Parkway Station, and 45 kilometres from Cabot Circus, offering a peaceful retreat in a charming town. The property has consistently received very good ratings for its location, cleanliness, and overall experience. The cottage features two bedrooms and two bathrooms, spanning 105 square metres and comfortably accommodating up to four guests. A fully equipped kitchen, a private garden, free Wi-Fi, and free parking are provided for your convenience.
Chepstow
24/07 – 25/07
SG$933/nightfor 1 night
Top Lodge, Pet Friendly, Character Holiday Cottage In Penhow
2 4
apartment , Cas-Gwent
Top Lodge is a charming cottage located in Llanvair-Discoed, just 0.8 kilometers from the village of Penhow and 4.7 kilometers from Caldicot, offering a peaceful countryside retreat. The cottage is situated on family-run grounds with friendly chickens and horses, providing a unique and welcoming experience. Top Lodge is a 2-bedroom cottage with one bathroom, suitable for up to 4 guests. The cottage is well-equipped with modern amenities including a dishwasher, washing machine, and tumble dryer, as well as a welcome hamper filled with local delicacies.
9.8 11 reviews
Chepstow
08/08 – 10/08
SG$758/nighttotal: SG$1516 (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.
Chepstow
19/08 – 26/08
SG$226/nighttotal: SG$1582 (7 )
2 Bed In Monmouth Oc-93650
2 4
house , Trelleck
This 2-bedroom cottage in Llandogo, Trelleck, is located 33.8 kilometres from Bristol Parkway Station and 40.2 kilometres from Cabot Circus. This family-friendly property offers accommodation for up to 7 guests with free Wi-Fi, a fully equipped kitchen including a dishwasher and fridge, and 2 bathrooms, with cycling opportunities available nearby.
10 4 reviews
Chepstow
27/06 – 04/07
SG$311/nighttotal: SG$2177 (7 )
Anne's Hut Offers A Romantic Retreat For Two In Two Interlinked Shepherd's Huts With Decking Area An
1 2
cabin , Penterry, near Chepstow
Anne's Hut is a secluded shepherd's hut retreat located in a meadow on the edge of a wood near the ancient settlement of Penterry, just 5km from Chepstow and 10km from Tintern. The accommodation has received excellent ratings from previous guests for its cleanliness, location and overall experience. The charming hut comprises two linked shepherd's huts, providing a comfortable space for two guests. The hut features a wood-burning stove, a well-equipped kitchen, a comfortable super-king size bed, a luxurious bathroom with a double-ended bath and rain shower, a decking patio area, and a fire pit and barbecue for outdoor cooking and relaxation.
Best family friendly Chepstow holiday rentals
Among the 28 accommodations in Chepstow, here are the 4 best family friendly rentals
9.9 94 reviews
Chepstow
01/07 – 02/07
SG$336/nightfor 1 night
Spacious Chepstow Home With Private Garden & Patio
1 1
apartment , Monmouthshire
This charming one-bedroom cottage is situated in Chepstow, a historic market town in Monmouthshire, just 10 kilometres from Tintern Abbey. It has received excellent ratings for its location, cleanliness, and overall experience. The cottage is ideal for a couple or small family, with a comfortable bedroom and a fully equipped kitchen. It offers a private patio with outdoor seating, a coal barbecue, and a fire pit, perfect for enjoying the beautiful Monmouthshire countryside.
9.7 391 reviews
Chepstow
27/06 – 04/07
SG$147/nighttotal: SG$1029 (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.
8.8 7 reviews
Chepstow
08/08 – 10/08
SG$550/nighttotal: SG$1100 (2 )
New 3 Bedroom Apartment Next To Station
3 7
apartment , Chepstow
This 3-bedroom flat in Moffat offers convenient access to golf clubs, with Dumfries and County Golf Club 38.6 kilometres away and Dumfries and Galloway Golf Club 40.2 kilometres distant. This apartment provides free WiFi, a fully equipped kitchen, and parking, accommodating up to 11 guests with a peaceful setting ideal for relaxation.
Wave Cottage is located in Pilning Village, just a short drive from The Wave surfing lagoon, Bristol city centre, and the M4 motorway, making it ideal for exploring the surrounding areas. The cottage offers a convenient and comfortable base for your stay, with easy access to local amenities and attractions. The cottage has three bedrooms and two bathrooms, comfortably accommodating up to six guests. The property has a modern, open-plan kitchen, a secure garden, off-road parking for four cars, and an EV charging point, perfect for families and groups.
Best Chepstow holiday rentals with parking
10 2 reviews
Chepstow
27/06 – 04/07
SG$301/nighttotal: SG$2107 (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.
Chepstow
19/08 – 26/08
SG$330/nighttotal: SG$2310 (7 )
Hawthorn View: Bristol Large House Stae-homes
3 4
apartment , Bradley Stoke
This three-bedroom house in Bradley Stoke enjoys a peaceful cul-de-sac location, a short drive (approximately 15 minutes) from Cribbs Causeway shopping centre and the Concorde Museum. The 95 square metre property offers self-check-in, parking for two cars, a fully equipped kitchen including a dishwasher and Nespresso machine, a garden with patio furniture, and accommodates up to five guests.
9.8 7 reviews
Chepstow
19/08 – 26/08
SG$338/nighttotal: SG$2366 (7 )
The Wave Cottage - 3 Bedroom With Off Road Parking For 3 Cars Or Vans & Ev Point
3 4
house , Pilning
The Wave Cottage, a three-bedroom house in Pilning, is conveniently located 11.3km from Bristol Parkway Station, 13.2km from Bristol Zoo Gardens, and 15.1km from Bristol Cathedral. This 200 square metre property sleeps up to 11 guests, offering off-road parking for three vehicles (including an EV charging point), a fully equipped kitchen, two bathrooms, free Wi-Fi, a garden, and a fireplace.
9.1 15 reviews
Chepstow
27/06 – 04/07
SG$370/nighttotal: SG$2590 (7 )
Richmond House Apt 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.
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 a stunning Norman castle with a rich history. The town itself is lovely, with independent shops and pubs. If you're looking for something a little further afield, Tintern Abbey is only a short drive away and is worth a visit.
What are the best Airbnb and vacation rentals in Chepstow?
Which walking or cycling routes are the best in Chepstow?
The Offa's Dyke Path runs right through Chepstow, offering stunning views of the Wye Valley. For a shorter walk, try the Chepstow Town Trail, which takes you past some of the town's historic landmarks. If you're a cyclist, the Wye Valley Cycle Path is a great option, with flat, scenic routes.
What sports or outdoor activites can visitors enjoy in and around Chepstow?
Chepstow Racecourse hosts horse racing throughout the year. There are also plenty of opportunities for kayaking and canoeing on the River Wye. For something more adventurous, try rock climbing at the Chepstow Climbing Centre.
What are the best vacation rentals with a pool in Chepstow?
What other towns or cities can be easily accessed from Chepstow?
You're ideally located for exploring the area. You can easily reach the city of Bristol in under an hour, and Cardiff is about an hour and a half away. The historic town of Monmouth is just a short drive up the Wye Valley.
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 offer basic amenities like Wi-Fi, TV, and a washing machine. Many also have private gardens, off-street parking, and a fully equipped kitchen. You'll find some with more luxurious features like hot tubs and swimming pools, depending on your budget.
What are the best rentals or Airbnbs with a jacuzzi in Chepstow?
What time of year is best to rent a vacation rental Chepstow?
Spring and autumn are lovely times to visit Chepstow, with mild weather and fewer crowds. Summer is popular for outdoor activities, but it can get busy. Winter can be chilly, but the town is still charming and there are fewer tourists.
Destinations nearby
Best Chepstow holiday rentals with a balcony
8.1 14 reviews
Chepstow
19/08 – 26/08
SG$315/nighttotal: SG$2205 (7 )
Gorgeous 3 Bed House In Bristol
1 4
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.
Chepstow
08/08 – 10/08
SG$595/nighttotal: SG$1190 (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 47 reviews
Chepstow
28/06 – 30/06
SG$301/nighttotal: SG$602 (2 )
Oak Tree Cottage, Countryside Retreat With River View
2 2
house , Lydney
Oak Tree Cottage is situated in Lydney, Gloucestershire, just 31 kilometres from Bristol Parkway Station and 37 kilometres from Cabot Circus, offering a peaceful escape close to the River Severn. This two-bedroom house, with a spacious 108 square metres of floor area, is ideal for families, with a fully equipped kitchen, garden, and patio, perfect for enjoying the outdoors.
10 1 review
Chepstow
19/08 – 26/08
SG$1181/nighttotal: SG$8267 (7 )
4 Bed Luxury Home, Sauna, Hot Tub, Sleeps 9
4 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.
Best pet friendly Chepstow holiday rentals
Among the 28 accommodations in Chepstow, here are the 4 best pet friendly rentals
Chepstow
24/07 – 25/07
SG$1410/nightfor 1 night
Tawny Cottage
1 4
house , Usk
Tawny Cottage in Llandenny offers a peaceful base, located 38 kilometres from Bristol Parkway Station, 45 kilometres from Cabot Circus, and 46 kilometres from Cardiff's Motorpoint Arena and Cardiff University. This 130 square metre holiday cottage accommodates up to 9 guests with 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen with a dishwasher, complimentary WiFi, private parking, and a garden, with golfing, cycling, and fishing available nearby.
9.9 103 reviews
Chepstow
19/08 – 26/08
SG$554/nighttotal: SG$3878 (7 )
Spacious Cottage, Sunny Garden, Stroll To Town
4 4
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.
10 20 reviews
Chepstow
27/06 – 04/07
SG$309/nighttotal: SG$2163 (7 )
The Nook, Chepstow Farm Stay, Hot Tub
1 2
apartment , Boughspring
Wallhope Farm, situated in the Wye Valley near Boughspring, offers a peaceful retreat with scenic walks directly accessible from the property and stunning estuary views. This self-catering cottage boasts a king-size bed, a well-equipped kitchen including a fridge and freezer, a modern bathroom with a walk-in shower, a private hot tub, and private decking, sleeping up to two guests and providing access to Wallhope Farm's homemade gelato and milkshakes.
Chepstow
27/06 – 04/07
SG$207/nighttotal: SG$1449 (7 )
Oak - Uk50462
1 2
apartment , Gloucestershire
This ground floor stable conversion in Aylburton, Gloucestershire, offers views over the Severn estuary and is situated a short drive from Lydney and the Forest of Dean, with attractions such as Puzzlewood, Symonds Yat, Tintern Abbey, and Clearwell Caves nearby. This property provides accommodation for two guests with one bedroom and one bathroom, featuring an open-plan living space, a fully equipped kitchen with a dishwasher, and an enclosed front garden with sitting-out area and barbecue.