This charming cottage is situated in Pilning, a village just 10km from Bristol, making it a great base for exploring the city and the surrounding countryside. It has received excellent ratings for location, cleanliness, and overall user experience. The cottage offers two bedrooms and one bathroom, comfortably accommodating up to three guests. Amenities include a fully equipped kitchen, free Wi-Fi, parking, and a welcoming atmosphere for both families and pets.
Chepstow
29/08 – 30/08
£129/nightfor 1 night
The Willow Studios - Flat 2
1 2
studio , Patchway
This self-contained studio flat in North Bristol is located 2 kilometres from Aztec West and 5 kilometres from Aerospace and Airbus, with Cribbs Causeway 7 kilometres away, and features convenient public transport links including bus stops directly outside and Patchway Train Station a 15-minute walk away. The 60 square meter studio offers a comfortable double bed, a kitchenette with a new hob and fridge, complimentary Wi-Fi, and access to communal laundry facilities, accommodating up to two guests.
9.7 15 reviews
Chepstow
21/08 – 30/08
£96/nighttotal: £864 (9 )
Mediaeval Cellar In The Forest Of Dean
1 2
apartment , Tidenham
This one-bedroom flat is located in the historic village of Tidenham, just 8 kilometres from Chepstow and the Severn Bridge, in the beautiful Wye Valley. The village is steeped in history, with a range of local pubs, shops and attractions to explore. The self-contained flat is situated in the cellar of a historic cottage, offering a peaceful retreat for up to four guests. The flat has a fully equipped kitchen, a lounge with Sky TV, fast WiFi, a private outdoor seating area with a fire pit and views across the fields.
Chepstow
08/08 – 10/08
£380/nighttotal: £760 (2 )
Modern 4-bed Detached Home In North Bristol
1 7
apartment , South Gloustershire
This newly refurbished, modern detached house in North Bristol is ideally situated within an 8-minute walk of the University of the West of England and a 15-minute walk to Bristol Parkway Railway Station, offering prime access to UWE, major employers, and transport links. This spacious 4-bedroom house accommodates up to 8 guests with a flexible bedding arrangement, featuring a private garden, a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, and ultra high-speed fibre optic internet, with off-street and street parking available.
9.8 129 reviews
Chepstow
29/08 – 30/08
£782/nightfor 1 night
Historic Cottage Opposite Chepstow Castle
1 2
apartment , Monmouthshire
This charming 2-bedroom cottage is located in Chepstow, just a short walk from the historic Chepstow Castle and the bustling town centre. The cottage offers stunning views of the castle and is just a 1.5 km drive from the River Wye. The cottage is perfect for families or groups of up to 4 people and features a cosy living room with a log fire, a well-equipped kitchen diner, and a private garden with bifold doors. Guests can enjoy modern amenities such as a smart TV, a power shower, and free Wi-Fi, as well as a key safe for easy access.
Chepstow
08/08 – 10/08
£285/nighttotal: £570 (2 )
Entire Barn In Monmouthshire, United Kingdom
1 7
farm , Monmouthshire
This Monmouthshire property offers a rural retreat, situated near Wentwood Forest, the largest ancient woodland in Wales, with the Wye Valley, Vale of Usk, and historic castles at Chepstow, Caldicot, and Raglan within easy reach, and Abergavenny and the Brecon Beacons National Park a 30-minute drive away. This pet-friendly farmhouse accommodates up to seven guests, featuring two bathrooms, a kitchen with an Aga, and internet access, providing a peaceful escape for outdoor pursuits such as walking and cycling.
10 81 reviews
Chepstow
29/08 – 30/08
£655/nightfor 1 night
Castle House Apartment 2 Georgian Town House
1 2
apartment , Monmouthshire
This charming apartment is situated in a Grade 2 listed Georgian townhouse in the lower part of Chepstow, just a few hundred metres from the River Wye and the medieval Chepstow Castle, offering a peaceful setting within easy reach of the town's attractions. The property has consistently received excellent ratings for its cleanliness, location and overall experience. The self-contained flat is located on the second floor and comfortably accommodates two guests. It features a well-equipped kitchen, a private garden, parking, and access to a range of local activities, including bike hire, canoeing, beekeeping and guided walks.
Chepstow
01/07 – 02/07
£975/nightfor 1 night
The Elements Residence
10 1
apartment , Chepstow
The Chepstow Hive, a large dwelling in Chepstow, is situated 21 kilometres from Bristol Parkway Station and 29 kilometres from Bristol Cathedral. This family-friendly property offers 275 square metres of space with 10 bedrooms, 8 bathrooms, a garden, and on-site parking, accommodating up to 43 guests.
9.8 96 reviews
Chepstow
27/06 – 04/07
£103/nighttotal: £721 (7 )
The Granary At The Long Barn, A Perfect Countrysid
1 2
apartment , Bristol
This charming converted barn is situated just 10km from Bristol and 15km from Bath, offering a peaceful escape in the countryside. The apartment has received excellent ratings for cleanliness, location and overall experience. The self-catering property has one bedroom, one bathroom and can accommodate up to two guests. It includes a fully equipped kitchen, a comfortable king-sized bed, free parking, Wi-Fi, and even an electric car charging point.
Chepstow
08/08 – 10/08
£830/nighttotal: £1660 (2 )
Luxury 4 Bed/hot Tub/sauna/sleep 9/parking (1)
1 7
apartment , Monmouthshire
This Chepstow flat offers proximity to the Wye Valley and Chepstow Castle, with convenient travel links to Bristol and Cardiff. This accommodation sleeps up to 9 guests and features a kitchen, two bathrooms, internet, and a jacuzzi, with private wood-fired hot tubs and saunas available for a luxurious stay.
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.
Chepstow
29/08 – 30/08
£129/nightfor 1 night
The Willow Studios - Flat 7
1 2
studio , Patchway
This self-contained studio apartment in North Bristol is a 5-minute drive from Aerospace and Airbus, and a 2-minute drive from Aztec West, offering convenient access to major business hubs and Patchway Train Station, which is a 15-minute walk away. This 60 square meter flat comfortably accommodates two guests and features a kitchenette with an oven, fridge, kettle, and toaster, alongside free Wi-Fi and communal laundry facilities.
Best family friendly Chepstow lodging
Among the 45 accommodations in Chepstow, here are the 4 best for families
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.
Chepstow
08/08 – 10/08
£327/nighttotal: £654 (2 )
Baker's Bun | Sleeps 7 | Spacious Home | Parking &
4 7
apartment , Bradley Stoke
This 4-bedroom house in Bradley Stoke offers convenient access to Bristol, located 8 kilometers away, and is close to major business parks and transport links. This family-friendly property accommodates up to 7 guests with a fully equipped kitchen, a garden with a pond, a conservatory, and private parking, making it suitable for leisure and business stays.
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.
Chepstow
21/08 – 30/08
£128/nighttotal: £1152 (9 )
Cottage ∙ 1 Bedroom ∙ 2 Guests
1 2
cottage , Aylburton
This ground floor stable conversion in Aylburton, Gloucestershire, offers views of the Severn estuary and is situated approximately 1.5 kilometers from Lydney town, providing easy access to the Forest of Dean's walking and cycling routes, as well as attractions such as Puzzlewood and Symonds Yat. This pet-friendly, family-friendly cottage accommodates two guests in one bedroom and features an open-plan living space, a fully equipped kitchen, a shower room, an enclosed garden with seating and a barbecue, and private parking.
Discover Places to Stay with a Pool in Chepstow
Choosing accommodation with a swimming pool in Chepstow provides a brilliant base for a proper swim right in the heart of the city.
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.
9.7 3 reviews
Chepstow
27/06 – 04/07
£915/nighttotal: £6405 (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.
9.5 10 reviews
Chepstow
14/10 – 24/10
£169/nighttotal: £1690 (10 )
Olli's Summer House - Natural Pool & Jacuzzi Optional
1 1
house , Bristol
Olli's Summer House, a detached property in Bristol, is situated approximately 10.6 kilometres from Bristol Parkway Station and 16.1 kilometres from Clifton, with Bristol Cathedral 17.7 kilometres away and Cabot Circus 19.3 kilometres distant. This family-friendly dwelling offers 150 square meters of floor area with a bedroom, bathroom, fully equipped kitchen, on-site bar, and a secluded garden featuring a natural swimming pool and jacuzzi, accommodating up to three guests with free private parking and WiFi.
10 3 reviews
Chepstow
14/10 – 24/10
£139/nighttotal: £1390 (10 )
15 M² Cabin ∙ 1 Bedroom ∙ 2 Guests
1 1
cabin
This cosy Chepstow lodge is located near Chepstow Castle, Chepstow Museum, and the Wye Valley Walk, all within a 2.4km radius. The 15-square-metre self-catering retreat sleeps two, boasting a private hot tub, wood-burning fire, fully equipped kitchen, garden, and free parking.
Frequently asked questions about accommodations in Chepstow
What are the must-see sites in or near Chepstow?
You definitely need to see Chepstow Castle, it's a real beauty. The ruins of the old Tintern Abbey are not far away, and a trip to the Wye Valley is a must.
The easiest way to get to Chepstow is by car. There's a train station, but it's not as frequent as you might like. You can also get a bus, but the services aren't as frequent as they used to be.
What are the best places to stay with a pool in Chepstow?
What outdoor activities can visitors enjoy in and around Chepstow?
There are loads of walking trails around Chepstow, like the Offa's Dyke Path, and the Wye Valley is perfect for cycling. The River Wye is great for kayaking and canoeing too.
What are the best places to stay with a jacuzzi in Chepstow?
When is the ideal time to plan a trip to Chepstow?
Spring and autumn are lovely, the weather is good and it's not too busy. Summer can get hot and crowded, but it's a great time for festivals. Winter can be a bit chilly, but it's quieter and you get the best views of the castle.
What are the best places to stay for families and kids in Chepstow?
What are the best walking or cycling routes in Chepstow?
The Offa's Dyke Path is a classic, it goes right past the castle. For cycling, the Wye Valley is beautiful, and there are lots of routes to choose from. Just make sure you check the weather forecast before you go.
What are the best pet friendly places to stay in Chepstow?
What amenities can travelers expect from accommodations in Chepstow?
There's a good range of hotels and guesthouses in Chepstow, and some lovely B&Bs too. Most places have Wi-Fi and parking, and some have restaurants or pubs.
Destinations nearby
Best Chepstow accommodations with a garden
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.
9.3 22 reviews
Chepstow
08/08 – 10/08
£413/nighttotal: £826 (2 )
Caradoc
5 7
house , Chepstow
Caradoc is a spacious house in Chepstow, just 11km from Tintern Abbey and 12km from St Briavel's Castle, making it a great base for exploring the area's historical attractions. It has consistently received very good user and location ratings and an excellent cleanliness rating. The house has 5 bedrooms and 4 bathrooms, spread over 160 square metres, accommodating up to 10 guests. It includes a fully equipped kitchen, a garden, free Wi-Fi, parking, and is pet-friendly, making it perfect for families and groups.
Chepstow
24/07 – 25/07
£542/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.
9.7 4 reviews
Chepstow
24/07 – 27/07
£265/nighttotal: £795 (3 )
Splendid House Great Location To Wave Surf & South West Water Park - Super Garden By Stae-homes
3 5
house , Bristol
Hawthorn View, a three-bedroom house in a peaceful Bristol suburb, is located 5km from Bristol Parkway Station and within a 16-29km radius of Cabot Circus, Bristol Temple Meads, Bristol Cathedral, and Bristol Airport. This 95 square metre property offers a private garden, free Wi-Fi, parking, and sleeps seven guests comfortably, with two bathrooms and a fully equipped kitchen including a fridge and microwave.
Best Chepstow accommodations with a kitchen
9.0 2 reviews
Chepstow
14/10 – 24/10
£73/nighttotal: £730 (10 )
Bottom Lodge, Penhow
2 1
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.
10 19 reviews
Chepstow
27/06 – 04/07
£179/nighttotal: £1253 (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.
9.9 94 reviews
Chepstow
01/07 – 02/07
£195/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.
8.0 3 reviews
Chepstow
27/06 – 04/07
£130/nighttotal: £910 (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.