Chepstow holiday rentals

Holiday Rentals in Chepstow

42 available vacation rental offers

2 1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Best Holiday rentals and Airbnb offers in Chepstow

A Nicely Presented Friendly Comfortable Cottage - Chepstow
9.3Excellent 229 reviews
Chepstow
3 3
£216/nightfor 1 night

A Nicely Presented Friendly Comfortable Cottage

- Thornbury
This charming holiday home is situated on the outskirts of Thornbury, just a mile from the town centre and within easy reach of the historic Tudor Castle, offering a peaceful retreat in a quiet rural location. The property has received excellent ratings for its cleanliness, location and overall experience, making it an ideal choice for families or groups.
This modern dwelling features three bedrooms and two bathrooms, comfortably accommodating up to six guests. Guests will enjoy a well-equipped kitchen with a dishwasher, washing machine, and a range of other appliances, as well as a private garden and ample parking.
Ash Holiday Let At Pathwell Farm - Chepstow
9.8Excellent 141 reviews
Chepstow
3 2
£174/nightfor 1 night

Ash Holiday Let At Pathwell Farm

cottage - Bream
Ash Lodge is a charming cottage located in Bream, just a short drive from the picturesque Wye Valley and its charming villages. The cottage boasts excellent ratings for location, cleanliness, and user experience.
This cosy holiday home has two bedrooms and two bathrooms, comfortably accommodating up to four guests. Ash Lodge features a fully equipped kitchen, a private courtyard with a BBQ, central heating, and is pet-friendly, making it perfect for families or couples seeking a relaxing getaway.
Camp Hillcrest, Flat, - Chepstow
9.4Excellent 70 reviews
Chepstow
4 2
£152/nightfor 1 night

Camp Hillcrest, Flat,

apartment - Saint Briavels
This charming apartment is located on Offa's Dyke, a short distance from Saint Briavels, offering stunning views and easy access to walking trails. It has received excellent ratings for its location, cleanliness, and overall experience, making it a great choice for travellers.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to six guests. It comes equipped with a kitchen, a jacuzzi, a garden, parking, and internet access, and offers a range of activities and services, including farm visits, hot tubs, and water sports.
Cosy, Stylishly Renovated Cottage Forest Of Dean - Chepstow
9.4Excellent 201 reviews
Chepstow
4 2
£175/nightfor 1 night

Cosy, Stylishly Renovated Cottage Forest Of Dean

cottage - Gloucestershire
Cottage rental for up to 4 people with an excellent rating of 94% based on 201 reviews. You will be located in Gloucestershire.
Services and facilities include an iron, a washing machine and free parking. This accommodation also has a garden!
Fifty-five - Chepstow
8.4Very good 121 reviews
Chepstow
3 3
£185/nightfor 1 night

Fifty-five

apartment - Bristol
This Bristol apartment is conveniently located just a short distance from Bristol Parkway Station, making it easy to explore the city and its surrounding attractions. The apartment consistently receives very good ratings for its cleanliness, location, and overall experience, ensuring a comfortable stay.
The spacious flat has three bedrooms and one bathroom, comfortably accommodating up to four guests. Enjoy amenities such as a private garden, free parking, a fully equipped kitchen, and a flat-screen TV, providing everything you need for a relaxing and enjoyable stay in Bristol.
Harthill Grange Bunkhouse - Unique 1850's Rural Country Accommodation - Chepstow
9.9Excellent 60 reviews
Chepstow
4 3
£822/nightfor 1 night

Harthill Grange Bunkhouse - Unique 1850's Rural Country Accommodation

apartment - Lydney
Harthill Grange Bunkhouse is located in the Wye Valley, just outside of St Briavels, with Tintern Abbey a short drive away, offering a peaceful retreat in a beautiful rural setting. This accommodation consistently receives excellent ratings for its cleanliness, location and overall experience.
The self-catering property spans 36 square metres and is ideal for large families or groups, with three bedrooms and two bathrooms. It features a well-equipped kitchen, a cosy living room with a log burner, a garden with a picnic area and a BBQ, and the option to hire a hot tub for an additional cost.
Lakeside Glamping - Huts & Belltents - Chepstow
9.8Excellent 187 reviews
Chepstow
3 2
£292/nightfor 1 night

Lakeside Glamping - Huts & Belltents

cabin - Raglan
Cabin rental for 10 guests with an excellent rating of 98% based on 187 reviews. You will stay in Raglan.
Facilities and services include a fridge, a garden and a jacuzzi. Take advantage of the Free Parking with this accommodation.
Serviced Apartment In Bradley Stoke, Bristol - Chepstow
9.6Excellent 44 reviews
Chepstow
3 1
£129/nightfor 1 night

Serviced Apartment In Bradley Stoke, Bristol

bungalow - Bradley Stoke
This one-bedroom bungalow is conveniently located in Bradley Stoke, just a short drive from the M5/M4 and Aztec Industrial Estate, making it ideal for those needing easy access to major roads and businesses in the area. The property has consistently received excellent user ratings for its location, cleanliness, and overall experience.
The bungalow comfortably sleeps four guests and features a living room with a sofa bed, a fully equipped kitchen, and a private bathroom. Guests can enjoy modern amenities such as a Smart TV with Sky TV, WiFi, and private parking on the driveway.
Newly Refurbished Stunning & Spacious - Wye Valley - Chepstow
9.6Excellent 109 reviews
Chepstow
4 1
£936/nightfor 1 night

Newly Refurbished Stunning & Spacious - Wye Valley

apartment - Pwllmeyric
The Lodge is a spacious three-storey house located on the outskirts of Chepstow, just a short drive from Tintern Abbey, the Forest of Dean, Bristol and Cardiff. It has received excellent ratings for its location, cleanliness and overall user experience.
The Lodge comfortably accommodates up to 12 guests in its six bedrooms and four bathrooms. It features a large open-plan living area, a fully equipped kitchen, a private garden with a BBQ, and parking for multiple vehicles.
Converted 2 Bedroom Stylish  Stable Block, Self Catering Holiday Home In The Forest Of Dean - Chepstow
9.5Excellent 156 reviews
Chepstow
4 2
£187/nightfor 1 night

Converted 2 Bedroom Stylish Stable Block, Self Catering Holiday Home In The Forest Of Dean

apartment - Saint Briavels
This converted stable block is located in the beautiful countryside between the Wye Valley and the Forest of Dean, less than a mile from the Offas Dyke path. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The single-storey property can accommodate up to four guests and features a private, enclosed garden. The apartment includes a well-equipped kitchen with a fridge, freezer, and microwave, as well as internet access, parking for two cars, and is pet-friendly, allowing up to two well-behaved dogs.
Rural Retreat In Wales With Stunning Sunset View - Chepstow
10Excellent 79 reviews
Chepstow
4 2
£267/nightfor 1 night

Rural Retreat In Wales With Stunning Sunset View

house - Llanishen
This Llanishen house is situated in a peaceful district in Cardiff, within easy reach of the city centre and its attractions. The property enjoys excellent user, location and cleanliness ratings.
The two-bedroom home offers a comfortable stay for travellers. It comes equipped with a kitchen featuring a fridge, freezer, and microwave, as well as internet access, a garden, and parking.
Woodmill Farm Cottage - Chepstow
9.6Excellent 72 reviews
Chepstow
4 3
£246/nightfor 1 night

Woodmill Farm Cottage

house - Alvington
Woodmill Farm Cottage is a charming rural retreat located just 21 miles from Bristol Parkway Station and 22 miles from Kingsholm Stadium, offering a peaceful escape from the hustle and bustle of city life. The cottage has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The cottage comfortably accommodates up to 6 guests in its 3 bedrooms, providing ample space for families or groups of friends. Enjoy the modern amenities, including free Wi-Fi, private parking, a fully equipped kitchen with a dishwasher, and a relaxing garden with an outdoor dining area.

Other types of accommodation in Chepstow

Best Chepstow holiday rentals with a pool

Among the 42 accommodations in Chepstow, here are the 1 best rentals with a pool

La Villa Olli -Natural Pool & Hot Tub - Chepstow
9.9Excellent 35 reviews
Chepstow
4 4
£875/nightfor 1 night

La Villa Olli -Natural Pool & Hot Tub

house - Bristol
La Villa Olli is a spacious house in Bristol, just a short distance from the city centre. The property consistently receives excellent ratings for location, cleanliness, and overall experience.
This charming house has four bedrooms, comfortably accommodating up to eight guests. Enjoy a range of amenities including a private swimming pool, a bar, a garden, a tennis court, and a spa, perfect for relaxing and entertaining.

Best family friendly Chepstow holiday rentals

Among the 42 accommodations in Chepstow, here are the 1 best family friendly rentals

Charming Coach House, Very Comfortable - Chepstow
9.8Excellent 26 reviews
Chepstow
4 2
£189/nightfor 1 night

Charming Coach House, Very Comfortable

apartment - Bradley Stoke
This two-bedroom coach house is located in Bradley Stoke, just a short distance from major employers like Airbus, Rolls Royce, and Cribbs Causeway shopping centre. The apartment has excellent ratings for location, cleanliness, and user experience.
The property has a unique layout with the double bedroom downstairs and the bathroom upstairs. It can comfortably accommodate up to four guests. The coach house offers modern amenities including Wi-Fi, Netflix, Amazon Prime, and parking.

Frequently asked questions for the holiday rentals in Chepstow

Destinations nearby

Best pet friendly Chepstow holiday rentals

Among the 42 accommodations in Chepstow, here are the 7 best pet friendly rentals

Ash Holiday Let At Pathwell Farm - Chepstow
9.8Excellent 141 reviews
Chepstow
3 2
£174/nightfor 1 night

Ash Holiday Let At Pathwell Farm

cottage - Bream
Ash Lodge is a charming cottage located in Bream, just a short drive from the picturesque Wye Valley and its charming villages. The cottage boasts excellent ratings for location, cleanliness, and user experience.
This cosy holiday home has two bedrooms and two bathrooms, comfortably accommodating up to four guests. Ash Lodge features a fully equipped kitchen, a private courtyard with a BBQ, central heating, and is pet-friendly, making it perfect for families or couples seeking a relaxing getaway.
Camp Hillcrest, Flat, - Chepstow
9.4Excellent 70 reviews
Chepstow
4 2
£152/nightfor 1 night

Camp Hillcrest, Flat,

apartment - Saint Briavels
This charming apartment is located on Offa's Dyke, a short distance from Saint Briavels, offering stunning views and easy access to walking trails. It has received excellent ratings for its location, cleanliness, and overall experience, making it a great choice for travellers.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to six guests. It comes equipped with a kitchen, a jacuzzi, a garden, parking, and internet access, and offers a range of activities and services, including farm visits, hot tubs, and water sports.
Cosy, Stylishly Renovated Cottage Forest Of Dean - Chepstow
9.4Excellent 201 reviews
Chepstow
4 2
£175/nightfor 1 night

Cosy, Stylishly Renovated Cottage Forest Of Dean

cottage - Gloucestershire
Cottage rental for up to 4 people with an excellent rating of 94% based on 201 reviews. You will be located in Gloucestershire.
Services and facilities include an iron, a washing machine and free parking. This accommodation also has a garden!
Lakeside Glamping - Huts & Belltents - Chepstow
9.8Excellent 187 reviews
Chepstow
3 2
£292/nightfor 1 night

Lakeside Glamping - Huts & Belltents

cabin - Raglan
Cabin rental for 10 guests with an excellent rating of 98% based on 187 reviews. You will stay in Raglan.
Facilities and services include a fridge, a garden and a jacuzzi. Take advantage of the Free Parking with this accommodation.
Newly Refurbished Stunning & Spacious - Wye Valley - Chepstow
9.6Excellent 109 reviews
Chepstow
4 1
£936/nightfor 1 night

Newly Refurbished Stunning & Spacious - Wye Valley

apartment - Pwllmeyric
The Lodge is a spacious three-storey house located on the outskirts of Chepstow, just a short drive from Tintern Abbey, the Forest of Dean, Bristol and Cardiff. It has received excellent ratings for its location, cleanliness and overall user experience.
The Lodge comfortably accommodates up to 12 guests in its six bedrooms and four bathrooms. It features a large open-plan living area, a fully equipped kitchen, a private garden with a BBQ, and parking for multiple vehicles.
Converted 2 Bedroom Stylish  Stable Block, Self Catering Holiday Home In The Forest Of Dean - Chepstow
9.5Excellent 156 reviews
Chepstow
4 2
£187/nightfor 1 night

Converted 2 Bedroom Stylish Stable Block, Self Catering Holiday Home In The Forest Of Dean

apartment - Saint Briavels
This converted stable block is located in the beautiful countryside between the Wye Valley and the Forest of Dean, less than a mile from the Offas Dyke path. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The single-storey property can accommodate up to four guests and features a private, enclosed garden. The apartment includes a well-equipped kitchen with a fridge, freezer, and microwave, as well as internet access, parking for two cars, and is pet-friendly, allowing up to two well-behaved dogs.
Woodmill Farm Cottage - Chepstow
9.6Excellent 72 reviews
Chepstow
4 3
£246/nightfor 1 night

Woodmill Farm Cottage

house - Alvington
Woodmill Farm Cottage is a charming rural retreat located just 21 miles from Bristol Parkway Station and 22 miles from Kingsholm Stadium, offering a peaceful escape from the hustle and bustle of city life. The cottage has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The cottage comfortably accommodates up to 6 guests in its 3 bedrooms, providing ample space for families or groups of friends. Enjoy the modern amenities, including free Wi-Fi, private parking, a fully equipped kitchen with a dishwasher, and a relaxing garden with an outdoor dining area.