Holiday Rentals in Chepstow

28 available vacation rental offers

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Chepstow holiday rentals
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Chepstow holiday rentals: compare the best deals

Best family friendly Chepstow holiday rentals

Among the 28 accommodations in Chepstow, here are the 4 best family friendly rentals

Cosy House In Bradley Stoke, Bristol - Sleeps 9 - Chepstow
8.4 5 reviews
Chepstow
08/08 – 08/10
HK$3282/nightTotal: HK$6564 (2 )

Cosy House In Bradley Stoke, Bristol - Sleeps 9

1 7
apartment , Bradley Stoke
This three-bedroom, two-bathroom flat is situated in Bradley Stoke, a well-established Bristol suburb, offering easy access to local amenities and transport links.
Sleeping up to nine guests, this property provides a cosy and stylish interior with a fully equipped kitchen and internet, serving as an ideal base for exploring the wider Bristol area.
New 3 Bedroom Apartment Next To Station - Chepstow
8.8 7 reviews
Chepstow
08/08 – 08/10
HK$3350/nightTotal: HK$6700 (2 )

New 3 Bedroom Apartment Next To Station

3 7
apartment , Chepstow
This 3-bedroom flat in Moffat offers convenient access to golf clubs, with Dumfries and County Golf Club 38.6 kilometres away and Dumfries and Galloway Golf Club 40.2 kilometres distant.
This apartment provides free WiFi, a fully equipped kitchen, and parking, accommodating up to 11 guests with a peaceful setting ideal for relaxation.
Hopewell Barn - Chepstow
10 4 reviews
Chepstow
06/27 – 07/04
HK$1659/nightTotal: HK$11613 (7 )

Hopewell Barn

1 2
apartment , Hewelsfield
The Barn is located in the Wye Valley, an Area of Outstanding Natural Beauty, just a short drive from the charming village of Hewelsfield. The property has received excellent ratings for location, cleanliness, and overall user experience.
The holiday home offers three bedrooms, sleeping up to five guests, making it ideal for families or groups of friends. Amenities include a fully equipped kitchen, internet access, parking, and a secluded location with stunning views across the Wye Valley.
Modern 2-bed , Bradley Stoke, Nr Parkway Station, Free Parking - Chepstow
8.5 2 reviews
Chepstow
07/01 – 07/31
HK$1468/nightTotal: HK$44040 (30 )

Modern 2-bed , Bradley Stoke, Nr Parkway Station, Free Parking

2 3
house , Bristol
This modern house in Bradley Stoke, Bristol, is situated 1.9km from Bristol Parkway Station and offers easy access to the University of the West of England and Parkway Station.
The 58 square metre property boasts two bedrooms, one bathroom, and sleeps up to five guests, featuring free Wi-Fi, private parking, a fully equipped kitchen, and a private garden.

Best Chepstow holiday rentals with parking

Apartment 2 - Chepstow
9.1 15 reviews
Chepstow
06/27 – 07/04
HK$2254/nightTotal: HK$15778 (7 )

Apartment 2

1 2
house , Chepstow
Apartment 2, a Chepstow holiday home, is conveniently located 22.5km from Bristol Parkway Station and 27.4km from Cabot Circus, offering easy access to both Bristol and Chepstow's historic town centre.
This self-catering property boasts a 20 square metre floor area with one bedroom, one bathroom, and sleeps three guests, featuring a fully equipped kitchen, free Wi-Fi, free parking, and a flat-screen TV.
Hidden Well - Chepstow
9.0 6 reviews
Chepstow
07/01 – 07/02
HK$15295/nightfor 1 night

Hidden Well

4 1
house , Bristol
The Hidden Well house is located in Bristol, about 16 km from Bristol Zoo and 20 km from Bristol Parkway train station, providing a peaceful retreat in a quiet area perfect for cycling enthusiasts. The house offers a tranquil escape from the city bustle, making it an ideal choice for those seeking a relaxing break.
The 130 square meter home has 3 bedrooms and 2 bathrooms, comfortably accommodating up to 15 guests. The property features a fully equipped kitchen, a garden, parking, free Wi-Fi, and a Jacuzzi, making it perfect for families or groups looking for a comfortable and enjoyable stay.
Oak - Uk50462 - Chepstow
9.0 1 review
Chepstow
06/27 – 07/04
HK$1262/nightTotal: HK$8834 (7 )

Oak - Uk50462

1 2
house , Alvington
Oak - UK50462 is a detached house in Alvington, located 34 kilometers from Bristol's attractions, with Bristol Parkway Station and Kingsholm Stadium both 34 kilometers away.
This pet-friendly accommodation offers Wi-Fi, a fully equipped kitchen, parking, and a garden for three guests, with towels and bed linen provided.
Hawthorn View: Bristol Large House Stae-homes - Chepstow
Chepstow
07/24 – 07/27
HK$2622/nightTotal: HK$7866 (3 )

Hawthorn View: Bristol Large House Stae-homes

3 5
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.

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, it's a Norman castle right on the banks of the River Wye. The town itself has some charming historic buildings, like the 15th century St. Mary's Church. If you're looking for something a little different, the nearby Tintern Abbey is a beautiful ruined abbey with stunning views.
  • What are the best Airbnb and vacation rentals in Chepstow?

    Chepstow Town - Welsh Cottage, Sedbury Farm Cottages #2 and Peaceful - Rural Apartment With River Views are the most popular Airbnb and vacation rentals in Chepstow among travelers.

  • Which walking or cycling routes are the best in Chepstow?

    The Offa's Dyke Path is a classic long-distance trail that runs right through Chepstow. For a shorter walk, you can explore the Wye Valley Walk, which takes you along the river and through some lovely countryside. If you're into cycling, the Severn Estuary Trail is a great option, offering stunning views of the river.
  • What are the most popular Airbnbs in Chepstow?

    Among the Airbnbs in Chepstow, Chepstow Town - Welsh Cottage, Sedbury Farm Cottages #2 and Peaceful - Rural Apartment With River Views are the most popular ones.

  • What sports or outdoor activites can visitors enjoy in and around Chepstow?

    Chepstow Racecourse is famous for its National Hunt racing. The River Wye is great for kayaking, canoeing, and paddleboarding. There's also some great mountain biking trails in the Forest of Dean, just a short drive away.
  • What are the best vacation rentals with a pool in Chepstow?

  • What other towns or cities can be easily accessed from Chepstow?

    You can easily reach Bristol by car or train, it's about a 45-minute drive. Monmouth, a charming market town, is just a short drive away, and you can also reach Newport in about 30 minutes by car.
  • What are the best rentals for families and kids in Chepstow?

    The best rentals for families and kids in Chepstow are Chepstow Town - Welsh Cottage, Sedbury Farm Cottages #2 and Sedbury Farm Cottages.

  • What amenities are commonly available in vacation rentals in Chepstow?

    Most vacation rentals in Chepstow will have basic amenities like Wi-Fi, a kitchen, and a bathroom. Many also offer things like a garden, parking, and a washing machine.
  • What are the best rentals or Airbnbs with a jacuzzi in Chepstow?

    The best vacation rentals or Airbnb with a jacuzzi in Chepstow are 5 Bed Luxury House With Swimming Pool, 5br Luxury House With Swimming Pool Chepstow Town and Court Park Barn.

  • 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. You'll be able to enjoy the outdoors without the summer heat and humidity.
  • What are the local dishes in Chepstow region?

    The local area is known for its fresh seafood, especially salmon and trout from the River Wye. You'll also find plenty of traditional Welsh dishes like Welsh lamb and Cawl, a hearty vegetable stew. Don't forget to try the local cider!

Destinations nearby

Best Chepstow holiday rentals with a balcony

Splendid House Great Location To Wave Surf & South West Water Park - Super Garden By Stae-homes - Chepstow
9.7 4 reviews
Chepstow
07/24 – 07/27
HK$2783/nightTotal: HK$8349 (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.
Welsh Gatehouse: Historical Castle With Ev Charger - Chepstow
9.8 200 reviews
Chepstow
07/01 – 07/02
HK$2561/nightfor 1 night

Welsh Gatehouse: Historical Castle With Ev Charger

1 1
castle , Chepstow
This castle is located just 1.5 kilometres from St. Pierre Country Club, and within 5 kilometres of both the River Wye and Chepstow Castle, making it a great base for exploring the area. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience.
This one-bedroom castle offers 55 square metres of space, comfortably accommodating up to 2 guests. Enjoy a peaceful retreat with a garden, barbecue facilities, and a terrace, perfect for soaking up the Welsh sunshine.
Laurel Cottage By Stae-homes - Chepstow
Chepstow
07/24 – 07/27
HK$2149/nightTotal: HK$6447 (3 )

Laurel Cottage By Stae-homes

2 5
apartment , Redwick
This Gwent Levels cottage near Redwick, southeast Wales, is situated approximately 6 kilometres from Severn Tunnel Junction station and a short drive from Newport, offering direct access to the Wales Coast Path for walks and bird-watching, with Caldicot Castle and Country Park nearby.
This 80 square metre, two-bedroom, two-bathroom holiday let accommodates up to five guests and features a kitchen with a coffee machine, an enclosed garden, and free parking for three vehicles, with pets welcome.
The Nook - Chepstow
10 1 review
Chepstow
06/27 – 07/04
HK$2091/nightTotal: HK$14637 (7 )

The Nook

1 2
house , Tidenham
The Nook in Tidenham offers a peaceful countryside escape, situated approximately 27 kilometres from Bristol Parkway station and within easy reach of Bristol's attractions including Bristol Cathedral and Cabot Circus.
This self-catering cottage boasts a 10 square metre floor area, sleeping two guests in one bedroom with one bathroom, a private hot tub, and free Wi-Fi and parking.

Best pet friendly Chepstow holiday rentals

Among the 28 accommodations in Chepstow, here are the 4 best pet friendly rentals

Newly Refurbished Stunning & Spacious - Wye Valley - Chepstow
9.6 156 reviews
Chepstow
07/01 – 07/02
HK$9930/nightfor 1 night

Newly Refurbished Stunning & Spacious - Wye Valley

6 1
apartment , Pwllmeyric
The Lodge is a spacious 6-bedroom house situated on the outskirts of Chepstow, Monmouthshire, just a short drive from the Forest of Dean and the historic towns of Tintern and Chepstow. It has consistently received excellent ratings for its location, cleanliness and overall experience.
The house is ideal for large groups, comfortably accommodating up to 12 guests. It features a fully equipped kitchen, a spacious living area, a courtyard with a BBQ and parking for multiple vehicles. Guests can also enjoy nearby amenities such as a garden centre, farm shop and pub.
3 Bedroom Accommodation In Hewelsfield, Near Lydney - Chepstow
10 2 reviews
Chepstow
06/27 – 07/04
HK$1835/nightTotal: HK$12845 (7 )

3 Bedroom Accommodation In Hewelsfield, Near Lydney

3 2
cottage , Hewelsfield, near Lydney
This luxury barn conversion, located in Hewelsfield near Lydney, offers panoramic Wye Valley views and direct access to Forest of Dean walking paths, being just 1.6 kilometers from Tintern Abbey and in proximity to Chepstow and Raglan castles.
Sleeping up to five guests across three bedrooms, this pet-friendly cottage boasts underfloor heating, a wood burner, a garden with BBQ, and electric car charging, with nearby opportunities for cycling, fishing, and exploring attractions like Clearwell Caves and Puzzlewood.
Dog Friendly Ground Floor Bungalow Great Links To Chepstow And M4 - Chepstow
Chepstow
07/01 – 07/31
HK$1612/nightTotal: HK$48360 (30 )

Dog Friendly Ground Floor Bungalow Great Links To Chepstow And M4

3 3
house , Woolaston
This bungalow is located in Woolaston, 30.5 kilometres from Bristol Parkway Station and 37 kilometres from Kingsholm Stadium.
This dog-friendly property offers accommodation for up to 6 guests, featuring a fully equipped kitchen, a garden, free private parking, and complimentary WiFi, with a floor area of 88 square meters.
Long Stays Welcome Links To M4/ Chepstow / Bristol - Chepstow
10 6 reviews
Chepstow
07/01 – 07/31
HK$2264/nightTotal: HK$67920 (30 )

Long Stays Welcome Links To M4/ Chepstow / Bristol

1 3
apartment , Woolaston
This three-bedroom bungalow, sleeping six, is located in the peaceful village of Woolaston, Gloucestershire, within walking distance of the Forest of Dean and nearby wild swimming spots.
The self-catering property boasts a state-of-the-art German kitchen, a modern bathroom with walk-in shower, private garden, parking for two cars, and convenient self check-in via lockbox.
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