This self-catering barn conversion is located just a short drive from Chepstow Races and Bristol, offering a peaceful countryside retreat near Elberton. It has excellent user, location, and cleanliness ratings, making it a popular choice for travellers. The property features three apartments, ideal for families or groups of up to three guests. Guests can enjoy a spacious orchard, a garden, and on-site parking, as well as a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher.
Chepstow
24/06 – 01/07
SG$618/nighttotal: SG$4326 (7 )
Well House By Cliftonvalley Apartments
6 2
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.
10 121 reviews
Chepstow
29/08 – 30/08
SG$801/nightfor 1 night
Apartment Pwllmeyric (Chepstow) With Parking
1 2
apartment , Pwllmeyric
Pentwyn House Apartment, a self-contained studio in Pwllmeyric, is situated 2.6 km from Chepstow town centre, 3 km from Chepstow Racecourse, and 9.7 km from Tintern Abbey, offering easy access to the A48 and M48 motorways. This one-bedroom apartment features a king-size bed, en-suite bathroom, private patio, Wi-Fi, Netflix, Sky TV, and a kitchenette with microwave, stovetop, and fridge, sleeping up to two guests and including free on-site parking.
9.9 32 reviews
Chepstow
31/08 – 11/09
SG$161/nighttotal: SG$1771 (11 )
A One Bed, Cosy Cottage
1 2
apartment , Alvington
This Alvington cottage, ideally located between the Forest of Dean and the Wye Valley, offers easy access to numerous walking and cycling trails. The one-bedroom self-catering property sleeps two guests, features an open-plan living room and kitchen with fridge and microwave, and includes parking and excellent guest reviews.
This detached house in Patchway, Bristol, is situated 4.35 kilometres from Bristol Parkway Station and is 10.62 kilometres from Cabot Circus and Bristol Cathedral. This 80 square metre property offers 3 bedrooms, 1 bathroom, a garden with barbecue facilities, free private parking, complimentary Wi-Fi, and a shared lounge, accommodating up to 9 guests with self-check-in.
8.5 83 reviews
Chepstow
27/06 – 28/06
SG$319/nightfor 1 night
Fifty-five
3 3
apartment , Bristol
This Bristol apartment is conveniently located just 2.8 miles from Bristol Parkway Station and 6.2 miles from Bristol Zoo, offering a peaceful setting slightly outside the city centre. It has consistently received very good ratings for user experience, location, and cleanliness. This three-bedroom property comfortably accommodates up to four guests and features a fully equipped kitchen with a fridge, microwave oven, and dishwasher. Enjoy a private garden, free parking, and a picnic area, perfect for relaxing after exploring Bristol.
9.9 41 reviews
Chepstow
21/06 – 23/06
SG$298/nighttotal: SG$596 (2 )
The Potting Shed At Mathern Palace
2 2
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 1 review
Chepstow
27/06 – 28/06
SG$791/nightfor 1 night
Home From Home Beautiful Countryside Barn
1 3
farm , Mathern
This barn conversion near Chepstow offers accommodation for up to 8 guests, within walking distance of Mounton Brook Lodge and a short drive from St Tewdrics wedding venues. The property features four bedrooms, with three en-suite, a fully equipped kitchen, dining and living rooms, and direct access to a patio, providing ample parking for visitors.
9.9 16 reviews
Chepstow
21/06 – 23/06
SG$1271/nighttotal: SG$2542 (2 )
Countryside House With Hot Tub Sleeps 14
1 2
apartment , Devauden
This six-bedroom, three-bathroom property in Devauden offers a countryside retreat within the Wye Valley, conveniently located 8-16 kilometres from the M4 and M5 motorways, providing easy access to Chepstow and Monmouth. This spacious accommodation accommodates up to 14 guests, featuring a well-equipped kitchen, a log burner, a private hot tub, mature gardens, and parking for seven cars, with well-behaved pets welcome for a small fee.
9.9 157 reviews
Chepstow
21/06 – 23/06
SG$270/nighttotal: SG$540 (2 )
Cosy Cottage In Village Centre.
1 2
apartment , Aylburton
This charming apartment is located in the heart of Aylburton, just a short walk from the village pub and the picturesque River Severn. It consistently receives excellent ratings for its location, cleanliness, and overall user experience. The apartment comfortably sleeps four guests in its two bedrooms and has a fully equipped kitchen, a cosy living area with free Wi-Fi and Netflix, and a private patio with a BBQ. This property also offers secure bike storage, a direct access gate to the pub, and a flexible sleeping arrangement with a double bedroom and a twin bedroom that can be converted into a king-size bed upon request.
9.7 7 reviews
Chepstow
27/06 – 28/06
SG$500/nightfor 1 night
Six Person Glamping Tent
1 3
glamping , Old Down
The Six Berth Bell Tent is situated on the grounds of Old Down Estate, a 66-acre property with gardens, woodlands, and an adventure park, located near the River Severn and rolling hills, just 12 kilometres from the historic city of Bristol. The spacious bell tent offers a glamping experience with a double bed and four single beds, a private garden, and access to the on-site facilities, including a spa, farm shop, and adventure park.
Chepstow
21/06 – 23/06
SG$771/nighttotal: SG$1542 (2 )
Luxury Stay/hot Tub/parking/sleeps 9/wi-fi (3)
1 2
apartment , Monmouthshire
This Chepstow flat is located near the Wye Valley, Chepstow Castle, and scenic walking trails, offering convenient travel links to Bristol and Cardiff. This accommodation sleeps up to 9 guests and features a private wood burner hot tub, spacious living areas, and a large, fully equipped kitchen, making it ideal for families, groups, or contractors.
Best family friendly Chepstow lodging
Among the 45 accommodations in Chepstow, here are the 4 best for families
9.7 152 reviews
Chepstow
31/08 – 11/09
SG$256/nighttotal: SG$2816 (11 )
Broadrock Accommodation - Clock Cottage
2 2
apartment , Chepstow
This apartment is located in Chepstow, within the Wye Valley, a 40-minute drive from Bristol and Cardiff. It's rated excellent for location, cleanliness, and user experience, making it a great choice for travellers. The apartment is self-catering, with a kitchen equipped with a fridge, microwave, and dishwasher. It also has a terrace or balcony, a garden, a restaurant, a fitness centre, a tennis court, parking, and internet access.
10 2 reviews
Chepstow
21/06 – 23/06
SG$1170/nighttotal: SG$2340 (2 )
Hidden Well, Family Friendly, Luxury Holiday Cottage In Aust
4 2
cottage , Bristol
This charming cottage is situated just 24 kilometres from Ashton Gate Stadium and 12 kilometres from Chepstow Racecourse, offering a peaceful retreat close to Bristol's attractions. The cottage provides ample space for up to 8 guests with its 130 square metres of living area, spread across three bedrooms and three bathrooms. The property is equipped with modern amenities, including a fully equipped kitchen, a hot tub, a garden, and Wi-Fi, making it ideal for families or groups seeking a relaxing and comfortable stay.
9.0 12 reviews
Chepstow
21/06 – 23/06
SG$461/nighttotal: SG$922 (2 )
Cozy Glam Patchway Garden House Sleep 9 Mid-long Term Welcome
4 2
house , Bristol
This Cozy Glam Patchway Garden House is situated in Bristol, 3.7 kilometres from Bristol Parkway Station and 9.5 kilometres from Clifton, with Cabot Circus and Bristol Cathedral both 10.1 kilometres away. This detached property offers 120 square meters of living space with 4 bedrooms and 3 bathrooms, accommodating up to 9 guests and featuring a kitchen, garden, sun terrace, and an indoor play area.
10 9 reviews
Chepstow
21/06 – 23/06
SG$1249/nighttotal: SG$2498 (2 )
Large Countryside House With Hot Tub, Sleeps 17.
7 2
apartment , Devauden
Cartref Haf House is a spacious 7-bedroom holiday home in Devauden, Chepstow, offering breathtaking views and convenient access to Chepstow Castle (5 kilometres), Tintern Abbey (10 kilometres), the Wye Valley, and the Forest of Dean, with close proximity to the M4 and M5 motorways. This pet-friendly property accommodates up to 16 guests, featuring a fully equipped kitchen, two lounges, a dining hall, a separate games room with a pool table and table tennis in a barn, a private garden, and private parking for 7 cars, with professional cleaning and self check-in available.
Best Chepstow lodgings with a pool
Among the 45 accommodations in Chepstow, here are the 4 best ones with a pool
9.9 10 reviews
Chepstow
29/08 – 30/08
SG$725/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.
9.7 14 reviews
Chepstow
29/08 – 30/08
SG$725/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.
10 4 reviews
Chepstow
21/06 – 23/06
SG$1165/nighttotal: SG$2330 (2 )
Cottage ∙ 4 Bedrooms ∙ 10 Guests
4 2
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.
10 3 reviews
Chepstow
31/08 – 11/09
SG$1492/nighttotal: SG$16412 (11 )
The Old Rectory With Swimming Pool
5 2
apartment , Bristol
This five-bedroom Bristol house, near Thornbury, is situated 4.8km from Thornbury Castle and Thornbury Golf Centre, offering easy access to family attractions such as Cattle Country Adventure Park and Delta Force Paintball North Bristol (within 14.5km). The 372 square metre property boasts three bathrooms, a private swimming pool, a garden, parking, and sleeps up to ten guests, complete with a well-equipped kitchen including a fridge and dishwasher.
Frequently asked questions about accommodations in Chepstow
What are the must-see sites in or near Chepstow?
Chepstow Castle is a must-see, it's a Norman castle with a rich history and stunning views of the River Wye. The town also has a beautiful 13th-century church, St. Mary's Priory, and the Chepstow Museum, which tells the story of the town and its people.
The easiest way to get to Chepstow is by car, as it's just off the M48 motorway. You can also get there by train, with regular services from London Paddington and Cardiff Central stations. If you're coming from further afield, Bristol Airport is about an hour's drive away.
What are the best accommodations with a pool in Chepstow?
What outdoor activities can visitors enjoy in and around Chepstow?
The Wye Valley is a great place for walking and cycling, with plenty of trails to choose from. You can also go kayaking or canoeing on the River Wye, or visit the nearby Forest of Dean for a spot of mountain biking or horse riding.
What are the best accommodations with a jacuzzi in Chepstow?
What are the best walking or cycling routes in Chepstow?
There are several great walking and cycling routes in and around Chepstow. The Offa's Dyke Path is a long-distance trail that runs along the border of England and Wales and passes through Chepstow. The Wye Valley Walk is another popular option, offering stunning views of the river.
What are the best accommodations for families and kids in Chepstow?
What nearby towns or cities can be explored from Chepstow?
Chepstow is ideally located for exploring the surrounding area. You can easily visit the historic city of Bristol, the charming town of Tintern, or the bustling city of Cardiff, all within a short drive.
What are the best pet friendly accommodations in Chepstow?
What amenities can travelers expect from accommodations in Chepstow?
Chepstow has a range of accommodation options to suit all budgets. You can find everything from budget-friendly guesthouses and B&Bs to luxury hotels and self-catering apartments. Most accommodations offer basic amenities like Wi-Fi, parking, and breakfast.
What are the best accommodations with parking in Chepstow?
This 3-bedroom house in Chepstow is conveniently located just 17 miles from Bristol Zoo and 18 miles from Bristol Temple Meads Station, making it a great base for exploring both the beautiful Welsh countryside and the bustling city of Bristol. Guests consistently rate the property as excellent for its cleanliness, location and overall experience. The house can comfortably accommodate up to six guests and comes equipped with a fully equipped kitchen, a relaxing garden, and free private parking. Enjoy the modern amenities, including free Wi-Fi, a flat-screen TV and a washing machine, and take advantage of the house's proximity to Chepstow's historic castle, the River Wye, and the town's charming shops and restaurants.
9.1 76 reviews
Chepstow
21/06 – 23/06
SG$259/nighttotal: SG$518 (2 )
20 Fairview Chepstow
4 2
house , Chepstow
This one-bedroom house, located at 20 Fairview in Chepstow, is 21 kilometres from Bristol Parkway Station and offers easy access to attractions such as Chepstow Castle. The self-catering property sleeps up to 15 guests, features free Wi-Fi and private parking, a fully equipped kitchen, and a flat-screen TV; nearby activities include exploring Chepstow's historic town centre.
9.0 2 reviews
Chepstow
21/06 – 23/06
SG$361/nighttotal: SG$722 (2 )
The Potting Shed At Mathern Palace
2 2
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.
9.8 154 reviews
Chepstow
31/08 – 11/09
SG$145/nighttotal: SG$1595 (11 )
Goldcrest-lodge-forest-of-dean
1 2
apartment , Tidenham Chase
This charming cottage is situated in the Wye Valley, just a short walk or cycle ride from Tintern Abbey and its amenities. The property has consistently received excellent reviews for its cleanliness, location, and overall experience. The cottage has one bedroom and one bathroom, comfortably accommodating two guests. Enjoy the convenience of a fully equipped kitchen, a private garden with a BBQ, and secure cycle storage for exploring the surrounding area's miles of walking and cycling trails.
Best Chepstow accommodations with a kitchen
Chepstow
29/08 – 30/08
SG$211/nightfor 1 night
The Willow - Studio 24
1 2
studio , Bristol
The Willow - Studio 24 is a self-contained apartment in Bristol, situated approximately 16 kilometres from Bristol Temple Meads railway station and 6 kilometres from Bristol Parkway station, offering convenient access to the city centre and beyond. This one-bedroom apartment sleeps two guests and includes a kitchen with a fridge and oven, free Wi-Fi, and a bathroom; nearby attractions include Cabot Circus (16km), Bristol Cathedral (18km), and Ashton Court (22km).
9.9 39 reviews
Chepstow
31/08 – 11/09
SG$141/nighttotal: SG$1551 (11 )
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.
8.3 143 reviews
Chepstow
21/06 – 23/06
SG$224/nighttotal: SG$448 (2 )
Sedbury Farm Cottages
2 2
apartment , Chepstow
Sedbury Farm Cottages offers a self-catering apartment in Chepstow, approximately 24 kilometres from Bristol Parkway Station and 31 kilometres from Cabot Circus in Bristol, close to Chepstow town centre and its historic attractions. This family-friendly property features a private patio, free Wi-Fi, free parking, a fully equipped kitchen with dishwasher, a comfortable seating area with flat-screen TV, and a private bathroom; a relaxing garden is also available for guest use.
Chepstow
21/06 – 23/06
SG$1574/nighttotal: SG$3148 (2 )
The Elements Residence
10 2
apartment , Chepstow
This luxury residence in Chepstow offers a secluded setting within a walled garden, located just 500 meters from the town centre and Chepstow railway station, with Chepstow Castle and riverside walks also within easy reach. This versatile property, ideal for groups, accommodates up to 26 guests across 10 bedrooms and 8 bathrooms, featuring a large kitchen, spacious living areas, and private parking for 4 vehicles, with additional free parking available.