Holiday Rentals in Chepstow

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Chepstow holiday rentals
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Best Holiday rentals and Airbnb offers in Chepstow

Best family friendly Chepstow holiday rentals

Among the 67 accommodations in Chepstow, here are the 4 best family friendly rentals

Hidden Well, Family Friendly, Luxury Holiday Cottage In Aust - Chepstow
10 2 reviews

Hidden Well, Family Friendly, Luxury Holiday Cottage In Aust

cottage, Bristol
This charming cottage is situated just 24 kilometres from Ashton Gate Stadium and 12 kilometres from Chepstow Racecourse, offering a peaceful retreat close to Bristol's attractions. The cottage provides ample space for up to 8 guests with its 130 square metres of living area, spread across three bedrooms and three bathrooms. The property is equipped with modern amenities, including a fully equipped kitchen, a hot tub, a garden, and Wi-Fi, making it ideal for families or groups seeking a relaxing and comfortable stay.
9 Bed Home Designed For Contractors And Families - Chepstow
10 3 reviews

9 Bed Home Designed For Contractors And Families

apartment, Patchway
This nine-bedroom house in Patchway, Bristol, offers convenient access to Blaise Castle Estate Country Park, with its proximity to major attractions such as Ashton Gate Stadium and the Memorial Stadium (distances unspecified).
The property sleeps nine, features three bathrooms, Wi-Fi, and a dryer, making it ideal for large families or contractors, and provides a comfortable home-from-home experience.
The Old Rectory With Swimming Pool - Chepstow
10 4 reviews

The Old Rectory With Swimming Pool

apartment, Bristol
This five-bedroom Bristol house, near Thornbury, is situated 4.8km from Thornbury Castle and Thornbury Golf Centre, offering easy access to family attractions such as Cattle Country Adventure Park and Delta Force Paintball North Bristol (within 14.5km).
The 372 square metre property boasts three bathrooms, a private swimming pool, a garden, parking, and sleeps up to ten guests, complete with a well-equipped kitchen including a fridge and dishwasher.
Charming 4-bedroom Cottage In Historic Chepstow - Chepstow
10 3 reviews

Charming 4-bedroom Cottage In Historic Chepstow

cottage, Chepstow
Vauxhall Cottage, a 1790s property in Chepstow, is a 5-minute walk from the town centre, Chepstow Racecourse, and offers easy access to the Wye Valley and Forest of Dean.
This three-bedroom, two-bathroom holiday home boasts 168 square metres of space, including a large kitchen with dishwasher, a cosy lounge with log burner, a private study with Wi-Fi, and an enclosed garden with BBQ, accommodating up to six guests and offering off-road parking for 2-3 cars.

Best Chepstow holiday rentals with parking

Harthill Grange Bunkhouse - Chepstow
9.9 81 reviews

Harthill Grange Bunkhouse

apartment
Harthill Grange Bunkhouse is situated in the Wye Valley, just outside the village of St Briavels, with the Forest of Dean on its doorstep. This property has received excellent ratings for its location, cleanliness and overall user experience.
This spacious bunkhouse sleeps up to 20 guests and is perfect for large groups, families, or friends. Guests can enjoy a well-equipped kitchen, outdoor space with picnic benches and BBQ, a hot tub (available for hire), and access to a range of baby facilities.
Laurel House By Stae-homes - Chepstow
No reviews

Laurel House By Stae-homes

house, Magor
Laurel House in Magor is located 30 kilometres from Bristol Airport and 30 kilometres from key Cardiff landmarks such as the University of South Wales – Cardiff Campus and Motorpoint Arena Cardiff.
This spacious 5-bedroom, 3-bathroom property offers accommodation for up to 23 guests, featuring a kitchen with a dishwasher and microwave, a terrace with pool views, an outdoor swimming pool, complimentary on-site parking, and free WiFi, with activities like cycling and hiking available nearby.
Sedbury Farm Cottages - Chepstow
8.4 126 reviews

Sedbury Farm Cottages

apartment, Chepstow
Sedbury Farm Cottages offers a self-catering apartment in Chepstow, approximately 24 kilometres from Bristol Parkway Station and 31 kilometres from Cabot Circus in Bristol, close to Chepstow town centre and its historic attractions.
This family-friendly property features a private patio, free Wi-Fi, free parking, a fully equipped kitchen with dishwasher, a comfortable seating area with flat-screen TV, and a private bathroom; a relaxing garden is also available for guest use.
The Piggery - Chepstow
9.4 7 reviews

The Piggery

house, Woolaston
The Piggery is located in Woolaston, a charming village just 32km from Bristol Parkway Station and 38km from both Cabot Circus and Bristol Zoo. The property has received excellent ratings for its cleanliness, location and overall experience.
The house has 3 bedrooms and is 130 square meters in size. Guests can enjoy a private garden, a fully equipped kitchen with a dishwasher and microwave, and convenient parking on site.

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 stunning Norman castle with a rich history. The town itself is lovely, with independent shops and pubs. If you're looking for something a little further afield, Tintern Abbey is only a short drive away and is worth a visit.
  • What are the best Airbnb and vacation rentals in Chepstow?

    Broadrock Accommodation - Clock Cottage, Chepstow Town - Welsh Cottage and Sedbury Farm Cottages #2 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 runs right through Chepstow, offering stunning views of the Wye Valley. For a shorter walk, try the Chepstow Town Trail, which takes you past some of the town's historic landmarks. If you're a cyclist, the Wye Valley Cycle Path is a great option, with flat, scenic routes.
  • 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 hosts horse racing throughout the year. There are also plenty of opportunities for kayaking and canoeing on the River Wye. For something more adventurous, try rock climbing at the Chepstow Climbing Centre.
  • What are the best vacation rentals with a pool in Chepstow?

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

    You're ideally located for exploring the area. You can easily reach the city of Bristol in under an hour, and Cardiff is about an hour and a half away. The historic town of Monmouth is just a short drive up the Wye Valley.
  • What are the best rentals for families and kids in Chepstow?

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

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

    Most vacation rentals in Chepstow offer basic amenities like Wi-Fi, TV, and a washing machine. Many also have private gardens, off-street parking, and a fully equipped kitchen. You'll find some with more luxurious features like hot tubs and swimming pools, depending on your budget.
  • 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?

    Spring and autumn are lovely times to visit Chepstow, with mild weather and fewer crowds. Summer is popular for outdoor activities, but it can get busy. Winter can be chilly, but the town is still charming and there are fewer tourists.

Popular destinations

Best Chepstow holiday rentals with a balcony

Wallhope Escape - Chepstow
No reviews

Wallhope Escape

house, Tidenham
Wallhope Escape, a spacious 3-bedroom house in Tidenham, Gloucestershire, is situated approximately 27 kilometres from Bristol Parkway station, offering easy access to Bristol's attractions.
This 144 square metre property boasts three bathrooms including a hot tub, a fully equipped kitchen, a private terrace with garden views, free Wi-Fi, parking, and accommodates up to eight guests.
The Barn With A View - Chepstow
10 1 review

The Barn With A View

apartment, Portskewett
The Barn, a holiday let in Portskewett, is located 24 kilometres from Bristol Parkway Station and 32 kilometres from Cabot Circus.
This one-bedroom apartment accommodates up to seven guests and offers a private terrace, free WiFi, a kitchen with a fridge and microwave, and private parking.
Welsh Apple Barn - Chepstow
9.5 55 reviews

Welsh Apple Barn

house, Chepstow
This converted barn is located in the peaceful countryside near Mathern, just a short drive from the historic village and its church. The accommodation has received excellent ratings for its location, cleanliness, and overall experience.
The property offers 100 square metres of space with one bedroom, one bathroom, and can accommodate up to two guests. The self-catering barn is equipped with a kitchen, terrace, garden, parking, and internet, offering a comfortable and convenient stay.
Wallhope Retreat - Chepstow
10 4 reviews

Wallhope Retreat

house, Chepstow
Wallhope Retreat is a short distance from Chepstow town centre, just 17km from Bristol Parkway Station and 21km from Cabot Circus. The surrounding area is beautiful, with easy access to cycling trails and the River Wye.
This 2-bedroom house offers a comfortable and spacious stay for up to 4 guests, with a total floor area of 119 square metres. Enjoy the modern amenities, including a fully equipped kitchen, free Wi-Fi, a terrace with garden views, and a hot tub for relaxation.

Best pet friendly Chepstow holiday rentals

Among the 67 accommodations in Chepstow, here are the 4 best pet friendly rentals

Cottage With Views Over Chepstow Bridge - Chepstow
No reviews

Cottage With Views Over Chepstow Bridge

cottage
This newly renovated cottage, located in Tutshill, Great Britain, offers a prime position at the foot of the Wye Valley, providing views of Chepstow Bridge and Chepstow Castle, and is a 2-minute walk to Chepstow's restaurants and pubs.
This 3-bedroom, 1-bathroom holiday home accommodates up to 5 guests and is ideal for dog owners and walkers, with pets welcome and direct access to numerous routes from the property, plus hosts Paul and Liz live next door for assistance.
Character Cottage, Stroll To Town, Wye Valley Base - Chepstow
9.9 109 reviews

Character Cottage, Stroll To Town, Wye Valley Base

apartment
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.
The Elements Residence - Chepstow
No reviews

The Elements Residence

apartment, Chepstow
This luxury residence in Chepstow offers a secluded setting within a walled garden, located just 500 meters from the town centre and Chepstow railway station, with Chepstow Castle and riverside walks also within easy reach.
This versatile property, ideal for groups, accommodates up to 26 guests across 10 bedrooms and 8 bathrooms, featuring a large kitchen, spacious living areas, and private parking for 4 vehicles, with additional free parking available.
Cosy Pet Friendly Barn With Fab Views - Chepstow
9.8 131 reviews

Cosy Pet Friendly Barn With Fab Views

bungalow
Dolly's Barn, a pet-friendly bungalow near Chepstow in the Lower Wye Valley Area of Outstanding Natural Beauty, offers stunning countryside views and is conveniently located a short distance from Chepstow's historical sites.
This self-contained cottage features an open-plan kitchen/lounge, a double bedroom, a bathroom with a walk-in shower, and accommodates two guests, boasting a log-burning stove, central heating, an electric car charging point, and solar panels.
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