Best Holiday rentals and Airbnb offers in Chepstow
9.7 99 reviews
Chepstow
21/06 – 23/06
£154/nighttotal: £308 (2 )
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.
9.0 49 reviews
Chepstow
21/06 – 23/06
£142/nighttotal: £284 (2 )
Gated 4 Guests House Free Parking
2 2
house , Bristol
This 2-bedroom house is conveniently located in Bristol, just 5.1km from Bristol Parkway Station and 8km from Bristol Cathedral. You can easily explore the city centre and surrounding areas by public transport or car, with free parking available on site. The 65 square metre house comfortably accommodates up to 6 guests and includes a fully equipped kitchen, 2 bathrooms with showers, a washing machine, and free Wi-Fi. You'll also find a flat-screen TV, towels and linen service for an extra fee, making it a comfortable and convenient base for your Bristol stay.
10 1 review
Chepstow
21/06 – 23/06
£417/nighttotal: £834 (2 )
4 Bed Luxury Home, Sauna, Hot Tub, Sleeps 9
4 2
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.
9.3 43 reviews
Chepstow
01/07 – 31/07
£135/nighttotal: £4050 (30 )
Orion Drive
1 3
apartment , Gloucestershire du Sud
This apartment is located in Little Stoke, a peaceful residential area just a short drive from the M5 motorway and a 15-minute drive from Bristol Airport. It has received excellent ratings for cleanliness, location and user experience. The apartment has three bedrooms and one bathroom, comfortably accommodating up to four guests. It comes equipped with a kitchen, internet access and is close to local amenities, including shops, restaurants and pubs.
9.0 211 reviews
Chepstow
21/06 – 23/06
£118/nighttotal: £236 (2 )
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.
Chepstow
29/08 – 30/08
£127/nightfor 1 night
The Willow - Studio 26
1 2
studio , Patchway
This self-contained studio in North Bristol offers convenient access to key business locations, situated 3.2 kilometres from Aerospace, 3.2 kilometres from Airbus, and 1.6 kilometres from Aztec West, with Cribbs Causeway just 5.6 kilometres away and Patchway Train Station a 15-minute walk. This 28 square metre studio accommodates two guests and features a double bed, en-suite bathroom, kitchenette with a fridge and microwave, free WiFi, and communal laundry facilities.
10 14 reviews
Chepstow
01/07 – 31/07
£205/nighttotal: £6150 (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.
Chepstow
29/08 – 30/08
£129/nightfor 1 night
The Willow Studios - Flat 4
1 2
studio , Patchway
This self-contained studio apartment in North Bristol is ideally situated for business travellers, just a 2-minute drive from Aztec West and approximately 5 minutes from Aerospace and Airbus. This 60 square meter flat accommodates two guests, offering a kitchenette with a hob, a private bathroom, complimentary Wi-Fi, and communal laundry facilities, with Patchway Shopping Centre and Cribbs Causeway within easy reach.
9.9 94 reviews
Chepstow
29/08 – 30/08
£959/nightfor 1 night
Spacious Chepstow Home With Private Garden & Patio
1 2
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.
9.4 7 reviews
Chepstow
29/08 – 30/08
£452/nightfor 1 night
Bottom Lodge
1 2
house , Chepstow
Bottom Lodge, a Chepstow house rental, is peacefully located approximately 32-38 kilometres from Bristol and Cardiff, offering easy access to major attractions in both cities. This 105 square metre property sleeps four guests in two bedrooms, one bathroom, and boasts a fully equipped kitchen with dishwasher, a jacuzzi, private parking, garden, and free Wi-Fi.
Chepstow
21/06 – 23/06
£589/nighttotal: £1178 (2 )
Green Hat Stays - Chepstow - Harvax House
1 2
apartment , Monmouthshire
This five-bedroom, four-bathroom residence in Chepstow offers a prime location within Monmouthshire, situated at the base of the Wye Valley and within 500 meters of the historic Chepstow Castle ruins and Chepstow Racecourse, with easy access to River Wye pathways. This spacious apartment accommodates up to 10 guests, featuring a private heated indoor swimming pool, dedicated gym facilities, two lounges with wood burners, a well-equipped kitchen/diner with a central island, and a master suite with a double Jacuzzi bath.
10 1 review
Chepstow
01/07 – 31/07
£148/nighttotal: £4440 (30 )
Palmers Place By N And N Stays Worker Friendly Accommodation In Bradley Stoke With Private Parking And Fast Wifi, Long Stays Welcome
2 3
apartment , Bristol
This Palmers Place apartment, situated in Bristol approximately 3.7 to 6.4 km from Bristol Temple Meads and other central attractions, offers free private parking and is 3.7 km from Bristol Parkway Station. The 120 square metre self-catering flat boasts a spacious layout with one bedroom, one bathroom, and can comfortably accommodate nine guests, featuring a garden, free Wi-Fi, and a flat-screen TV.
Explore Holiday Rentals for Families in Chepstow
Getting the holiday rental right makes all the difference for a family trip to Chepstow. Find city attractions within easy reach. Start comparing now.
9.8 4 reviews
Chepstow
21/06 – 23/06
£209/nighttotal: £418 (2 )
Splendid House Great Location To Wave Surf & South West Water Park - Super Garden By Stae-homes
3 2
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.
9.0 47 reviews
Chepstow
21/06 – 23/06
£175/nighttotal: £350 (2 )
Oak Tree Cottage
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 3 reviews
Chepstow
24/07 – 27/07
£204/nighttotal: £612 (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.
9.9 103 reviews
Chepstow
29/08 – 30/08
£1688/nightfor 1 night
Spacious Cottage, Sunny Garden, Stroll To Town
1 2
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.
Choose the Right Self-Catering Holiday Rentals with Free Parking in Chepstow
Free on-site parking comes with these holiday rentals in Chepstow, allowing you to focus on the city centre from day one.
8.5 161 reviews
Chepstow
29/08 – 30/08
£194/nightfor 1 night
Modern 2-bedroom Apartment
2 2
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.
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.
9.5 8 reviews
Chepstow
21/06 – 23/06
£157/nighttotal: £314 (2 )
3 Bedroom Home In The Heart Of Caldicot
1 2
apartment , Monmouthshire
This 3-bedroom flat is located in Caldicot, Monmouthshire, 500 meters from Caldicot Castle and close to local amenities and major transport links. This property accommodates up to 6 guests and features a fully equipped kitchen with a fridge, freezer, and microwave, along with free Wi-Fi and heating for a comfortable stay.
Chepstow
29/08 – 30/08
£234/nightfor 1 night
Modern 3-bed Bradley Stoke Self Check-in Free Parking Fast Wi-fi
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, a huge Norman fortress with a fascinating history. You can also visit the Tintern Abbey, a beautiful ruined abbey just outside Chepstow, and the National Trust property, The 18th-century Piercefield House and Gardens, with its stunning views across the Wye Valley.
What are the best Airbnb and holiday rentals in Chepstow?
Which walking or cycling routes are the best in Chepstow?
The Wye Valley Walk is a popular route that takes you through some of the most beautiful scenery in the area. For cyclists, the Forest of Dean is a great place to explore, with plenty of off-road trails.
What sports or outdoor activites can visitors enjoy in and around Chepstow?
You can go kayaking or canoeing on the River Wye, play golf at the Chepstow Golf Club, or go horse riding in the surrounding countryside. There are also plenty of opportunities for fishing, hiking, and mountain biking.
What are the best holiday rentals with a pool in Chepstow?
What amenities are commonly available in vacation rentals in Chepstow?
Most vacation rentals in Chepstow offer Wi-Fi, parking, and bedding. Many also have kitchen facilities, washing machines, and TVs. Some may even have gardens or balconies.
What are the best rentals or Airbnbs with a jacuzzi in Chepstow?
What time of year is best to rent a vacation rental Chepstow?
The best time to visit Chepstow is during the spring or autumn, when the weather is mild and the crowds are smaller. Summer can be busy and hot, while winter can be cold and wet.
Destinations nearby
Best Self-Catering Holiday Rentals with a Terrace in Chepstow
Choosing a holiday rental in Chepstow with a private balcony offers city skyline views that are worth every penny. Compare options and find yours.
Chepstow
21/06 – 23/06
£194/nighttotal: £388 (2 )
Hawthorn View: Bristol Large House Stae-homes
3 2
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.
8.1 14 reviews
Chepstow
21/06 – 23/06
£208/nighttotal: £416 (2 )
Gorgeous 3 Bed House In Bristol
1 2
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
21/06 – 23/06
£133/nighttotal: £266 (2 )
Broad Leaze House - Hopewell
2 2
apartment , Bristol
This Patchway flat is ideally located within 1.6km of The Mall at Cribbs Causeway and Aztec West Business Park, and within 4.8km of Wild Place Project and The Wave water park, offering easy access to shopping, business, and family attractions. This two-bedroom, one-bathroom dwelling sleeps four, boasting a fully equipped kitchen with dishwasher, private balcony, garden access, parking, and a washing machine; perfect for a Bristol getaway.
10 12 reviews
Chepstow
21/06 – 23/06
£198/nighttotal: £396 (2 )
Betty Shepherd's Hut
1 2
house , Lydney
Betty Shepherd's Hut, a self-catering cottage in Lydney, Gloucestershire, is situated approximately 34-47km from various Bristol landmarks including Bristol Temple Meads railway station, Ashton Gate Stadium, and Cabot Circus. This one-bedroom holiday home offers 20 square metres of space, sleeping up to three guests and boasting a private patio, garden, free Wi-Fi, parking, and proximity to Forest of Dean's cycling and hiking trails.
Popular Pet-Friendly Holiday Rentals in Chepstow
Bringing your dog to Chepstow? These holiday rentals are perfectly set up with dog parks nearby and city walks on the doorstep.
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.
9.3 64 reviews
Chepstow
13/08 – 16/08
£229/nighttotal: £687 (3 )
Gardener's Cottage At Mathern Palace
2 4
house , Chepstow
Gardener's Cottage is situated in Chepstow, a charming town just 22 kilometres from Bristol Parkway Station, offering easy access to both the town's attractions and the wider region. The cottage has consistently received excellent ratings for its cleanliness, location, and overall experience. This two-bedroom cottage comfortably accommodates up to four guests, providing a relaxing retreat for families or groups of friends. Guests can enjoy a peaceful garden, a well-equipped kitchenette, free parking, and complimentary Wi-Fi, making it ideal for a comfortable and enjoyable stay.
10 2 reviews
Chepstow
13/08 – 16/08
£176/nighttotal: £528 (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.
9.6 253 reviews
Chepstow
21/06 – 23/06
£239/nighttotal: £478 (2 )
The Stable
2 2
apartment , Lydney
The Stable is a peaceful apartment located in Lydney, Gloucestershire, just 20 miles from Kingsholm Stadium and 22 miles from Bristol Parkway Station. It has received excellent ratings for its cleanliness, location, and overall experience, making it an ideal choice for travellers seeking a relaxing stay. The apartment has two bedrooms and one bathroom, offering 105 square metres of living space. It features a fully equipped kitchen, a private garden, free Wi-Fi, and free private parking, making it perfect for families or groups looking for a comfortable and convenient home away from home.