Search accommodations in Chepstow

105 available accommodation offers

7 nights
2
1
  • airbnb
  • booking
  • makemytrip
  • oyo
  • yatra
  • goibibo
  • travelguru
  • cleartrip
  • vrbo
  • expedia
  • hotelscom
  • tripcom
  • agoda
Chepstow place to stay
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

105 Lodgings in Chepstow

Best family friendly Chepstow lodging

Among the 105 accommodations in Chepstow, here are the 4 best for families

Large Detached House In Almondsbury, North Bristol - Chepstow
9.9 36 reviews

Large Detached House In Almondsbury, North Bristol

apartment
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.
Wallhope Retreat, Chepstow, Wye Valley - Chepstow
9.9 55 reviews

Wallhope Retreat, Chepstow, Wye Valley

apartment
Wallhope Retreat is a rural cottage located just outside the Wye Valley, overlooking fields of cattle and the River Severn, with Chepstow Castle and racecourse a 10-minute drive (16km) away. The property has excellent user, location and cleanliness ratings.
The cottage has two bedrooms and two bathrooms, sleeping up to four guests. The accommodation has a well-equipped kitchen, a modern en-suite bathroom, a utility room with a washing machine, off-road parking, a garden, a hot tub, and internet access.
New 4 Bed House Sleeps Up To 8 People - Chepstow
8.5 7 reviews

New 4 Bed House Sleeps Up To 8 People

apartment, Chepstow
This spacious maisonette in Chepstow offers excellent proximity to Chepstow Station, facilitating easy travel and placing guests conveniently close to local amenities.
Boasting a generous 60 square meters of living space, this family-friendly property features four bedrooms, three bathrooms, a fully equipped kitchen with a fridge and microwave, private garden access, and complimentary on-site parking and Wi-Fi, comfortably accommodating up to 15 guests.
Large Modern Home, Free Parking, Families And Contractors Welcome - Chepstow
8.4 12 reviews

Large Modern Home, Free Parking, Families And Contractors Welcome

house, Bristol
This spacious Bristol house is situated 4.3km from Bristol Parkway Station and 11km from Clifton, offering easy access to both the station and the Clifton Suspension Bridge.
The 95 square metre property sleeps up to 11 guests in three bedrooms, two bathrooms, and boasts free Wi-Fi, parking, a garden, and a fully equipped kitchen including a microwave and dishwasher.

Best Chepstow lodging with a pool

Among the 105 accommodations in Chepstow, here are the 3 best ones with a pool

Bilsham Meadows - Chepstow
9.6 21 reviews

Bilsham Meadows

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.
Cottage ∙ 4 Bedrooms ∙ 10 Guests - Chepstow
10 5 reviews

Cottage ∙ 4 Bedrooms ∙ 10 Guests

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.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chepstow
9.7 14 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

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.

Frequently asked questions about accommodations in Chepstow

  • What are the must-see sites in or near Chepstow?

    Chepstow Castle, perched on a cliff overlooking the River Wye, is a must-see. You can also visit the ruins of Tintern Abbey, a beautiful Cistercian abbey just a short drive away. And of course, no trip to Chepstow is complete without a stroll along the River Wye, perhaps taking a boat trip to see the scenery from a different perspective.
  • How can travelers reach Chepstow?

    Chepstow is easily accessible by car, with the M4 motorway just a short distance away. You can also get there by train, with direct services from London Paddington and Cardiff Central stations. If you're flying in, Bristol Airport is the closest, about an hour's drive away.
  • What outdoor activities can visitors enjoy in and around Chepstow?

    The Wye Valley is a haven for outdoor enthusiasts. You can go hiking or cycling on the many trails, try your hand at kayaking or canoeing on the River Wye, or even go rock climbing at the nearby cliffs. There's something for everyone here, from gentle strolls to adrenaline-pumping adventures.
  • When is the ideal time to plan a trip to Chepstow?

    Chepstow is a lovely place to visit year-round, but if you want to enjoy the best weather, spring and summer are ideal. The autumn foliage is spectacular, too, and the winter brings a quieter atmosphere, perfect for exploring the town and its surroundings at your own pace.
  • What are the best walking or cycling routes in Chepstow?

    The Offa's Dyke Path, a long-distance trail running along the border between England and Wales, passes through Chepstow. For a shorter walk, try the Chepstow Castle Walk, which takes you around the castle and offers stunning views of the River Wye. Cyclists will enjoy the Wye Valley Cycle Path, which follows the river for miles.
  • What nearby towns or cities can be explored from Chepstow?

    Just across the River Wye is the charming town of Tintern, home to the beautiful Tintern Abbey. A bit further afield, you can visit the historic city of Bristol, known for its vibrant arts scene and its iconic suspension bridge. Or head to the Welsh capital, Cardiff, with its impressive castle and lively nightlife.
  • What amenities can travelers expect from accommodations in Chepstow?

    Chepstow offers a variety of accommodation options, from budget-friendly guesthouses and B&Bs to luxurious hotels. Most places have Wi-Fi, parking, and breakfast included. Some also have restaurants, bars, and leisure facilities, like swimming pools or gyms.

Popular destinations

Best Chepstow accommodations with a garden

Delightful 3-bedroom Cottage With Log Burner - Chepstow
9.9 96 reviews

Delightful 3-bedroom Cottage With Log Burner

apartment
This recently renovated 19th-century cottage is located in the peaceful village of Tutshill, just a 1 kilometre walk from Chepstow across the Welsh border via the old Wye Bridge. The property has excellent ratings for location, cleanliness, and user experience.
This charming house offers 3 bedrooms and 1 bathroom, comfortably accommodating up to 6 guests. The well-equipped kitchen, cosy living room with a wood-burning stove, and private enclosed garden with a summer house for storage provide everything you need for a relaxing and enjoyable stay.
Apartment 3 - Uk31658 (Uk31658) - Chepstow
9.9 120 reviews

Apartment 3 - Uk31658 (Uk31658)

apartment
This second-floor apartment in Chepstow is located just a short walk from the town centre and Chepstow Castle, offering a convenient base for exploring the area. The property has received excellent ratings for its location, cleanliness, and overall experience.
The self-catering flat has one bedroom and one bathroom, comfortably accommodating two guests. It features a modern kitchen, a living area with a Smart TV, and a shared garden with a private sitting-out area. Guests can enjoy on-site activities such as guided walks, beekeeping introductions, and a visit to the Wye Valley Meadery.
Foxholes Barn - Chepstow
9.6 39 reviews

Foxholes Barn

bungalow
This five-bedroom bungalow is located on the outskirts of Old Down Estate, a short distance from Tockington and close to Old Down Country Park, offering a peaceful escape surrounded by beautiful countryside. The property has received excellent ratings for location, cleanliness, and user experience.
The spacious home features five en-suite bathrooms, a large dressing room, and an open-plan kitchen, dining, and lounge area, accommodating up to 11 guests. Guests can enjoy a landscaped garden with stunning countryside views, access to the Foxhills Spa at Old Down Estate, and private off-road parking.
The Potting Shed At Mathern Palace - Chepstow
9.0 2 reviews

The Potting Shed At Mathern Palace

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.

Best Chepstow accommodations with a kitchen

Country Cottage With Truly Amazing Views Over The River Wye Valley. Pet Friendly - Chepstow
9.8 241 reviews

Country Cottage With Truly Amazing Views Over The River Wye Valley. Pet Friendly

cottage, LLandogo
This charming cottage is located in Monmouth, just a short distance from the River Wye, Parva Farm Vineyard, and Tintern Abbey, offering a peaceful escape in a picturesque setting. It has received excellent reviews from previous guests, making it a popular choice for travellers to the area.
This two-bedroom property can accommodate up to four guests, making it ideal for families or small groups. It features a fully equipped kitchen, a comfortable living area, and a private garden with a barbecue, perfect for enjoying the outdoors.
New 4 Bed House Sleeps Up To 8 People - Chepstow
10 5 reviews

New 4 Bed House Sleeps Up To 8 People

apartment
This spacious 4-bedroom maisonette in Monmouthshire is conveniently located within walking distance of the train station and local amenities, offering easy access to transport links for exploring the region's attractions.
The recently refurbished property features a modern, homely interior spread over two floors, with two en-suite bathrooms, a shared bathroom, and a separate WC, plus a private garden and parking for up to four vehicles, accommodating up to 8 guests.
Modern 2-bedroom Apartment - Chepstow
8.6 175 reviews

Modern 2-bedroom Apartment

apartment, Bristol
This modern two-bedroom flat is located in Bristol, just 3.7 kilometres from Bristol Parkway Station and 9.3 kilometres from Bristol Zoo, in a quiet area convenient for exploring the city. The property has received excellent ratings for cleanliness, user experience, and location, making it a great choice for travellers.
The flat offers 59 square metres of space, comfortably accommodating up to five guests. It comes equipped with a fully fitted kitchen, free Wi-Fi, and parking, as well as a comfortable living room with a flat-screen TV, ensuring a pleasant and convenient stay.
Severn Estuary Lodge. - Chepstow
9.5 4 reviews

Severn Estuary Lodge.

farm
This recently renovated lodge near Sedbury offers direct access to Offa's Dyke Path, with Chepstow Castle and Tintern Abbey a short drive away.
Accommodating up to four guests, this restored barn features a kitchen with a fridge and freezer, one bathroom, and a garden, with ample parking on site.
©2026 cozycozy.com