Holiday Rentals in Chepstow

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Chepstow holiday rentals
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67 Holiday rentals and Airbnb in Chepstow

Best family friendly Chepstow holiday rentals

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

Sedbury Farm Cottages - Chepstow
No reviews

Sedbury Farm Cottages

apartment, Chepstow
Apartment rental. You will be based in Chepstow.
Facilities and services: a fridge, a terrace and a washing machine. Take advantage of the Free Parking with this accommodation.
Oak Tree Cottage, Countryside Retreat With River View - Chepstow
9.1 51 reviews

Oak Tree Cottage, Countryside Retreat With River View

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.
Chepstow, Forest Of Dean | Sleeps 4 | Dog Friendly - Chepstow
9.8 174 reviews

Chepstow, Forest Of Dean | Sleeps 4 | Dog Friendly

apartment
This charming cottage is located on the edge of the quiet village of Tutshill, just 2km from Chepstow and a short drive from the Forest of Dean. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom cottage can comfortably accommodate four guests and up to three dogs. Enjoy modern conveniences like a fully equipped kitchen, a roll-top bath, and a wood burner, while also taking advantage of the enclosed patio area and the nearby walking and cycling trails.
Broadrock Accommodation - Clock Cottage - Chepstow
9.7 152 reviews

Broadrock Accommodation - Clock Cottage

apartment, Chepstow
This apartment is located in Chepstow, within the Wye Valley, a 40-minute drive from Bristol and Cardiff. It's rated excellent for location, cleanliness, and user experience, making it a great choice for travellers.
The apartment is self-catering, with a kitchen equipped with a fridge, microwave, and dishwasher. It also has a terrace or balcony, a garden, a restaurant, a fitness centre, a tennis court, parking, and internet access.

Best Chepstow holiday rentals with parking

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.
Cromwell House, Central Chepstow - Chepstow
9.8 147 reviews

Cromwell House, Central Chepstow

apartment
This charming flat is situated in the heart of Chepstow, a historic town in Monmouthshire, just a short walk from Chepstow Castle. It's received excellent ratings for location, cleanliness and user experience.
The apartment has two double bedrooms, a spacious kitchen with dining space, and a bathroom with a bath and shower, comfortably accommodating up to four guests. It's fully equipped with everything you need for a comfortable stay, including Wi-Fi, and its recent refurbishment ensures a modern and clean environment.
Apartment 3 - Uk31658 (Uk31658) - Chepstow
9.9 120 reviews

Apartment 3 - Uk31658 (Uk31658)

apartment
This second-floor apartment in Chepstow is located just a short walk from the town centre and Chepstow Castle, offering a convenient base for exploring the area. The property has received excellent ratings for its location, cleanliness, and overall experience.
The self-catering flat has one bedroom and one bathroom, comfortably accommodating two guests. It features a modern kitchen, a living area with a Smart TV, and a shared garden with a private sitting-out area. Guests can enjoy on-site activities such as guided walks, beekeeping introductions, and a visit to the Wye Valley Meadery.
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.

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 one of the oldest and most impressive Norman castles in Wales. You'll also want to visit the historic town centre, with its beautiful old buildings and quaint shops. For a bit of nature, head over to the Wye Valley, just a short drive away. It's a stunning area of natural beauty with lots of walking trails.
  • What are the best Airbnb and holiday rentals in Chepstow?

    Broadrock Accommodation - Clock Cottage, Chepstow Town - Welsh Cottage and Sedbury Farm Cottages #2 are among the best Airbnb and holiday rentals in Chepstow.

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

    The Offa's Dyke Path is a brilliant walk, following the ancient border between England and Wales. It's a bit of a trek, but you'll be rewarded with amazing views. For a shorter cycle, try the route along the River Wye. The scenery is beautiful, and it's relatively flat, so it's good for all levels.
  • 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?

    You can go kayaking or canoeing on the River Wye, or try your hand at rock climbing at the nearby The Brecon Beacons National Park. There's also plenty of great walking and cycling in the area, and if you're feeling adventurous, you can even go paragliding. For something a bit more relaxed, there's the Chepstow Golf Club.
  • What are the best holiday rentals with a pool in Chepstow?

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

    You're well-placed to explore the rest of South Wales. Bristol is a vibrant city just an hour away by car, and you can easily reach Cardiff, the capital of Wales, in about an hour and a half. For a more scenic trip, head to the historic town of Monmouth, just a short drive away.
  • 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 will have the basics, like Wi-Fi, a washing machine, and a TV. Many also have a garden or patio, and some even have a hot tub. Look out for rentals that are pet-friendly if you're bringing your furry friend along.
  • 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?

    It really depends what you're looking for! Summer is the busiest time, but you'll have the best weather for outdoor activities. Spring and autumn are lovely for walking and cycling, and you'll find fewer crowds. Winter can be chilly, but it's a great time to explore the local pubs and restaurants.

Popular destinations

Best Chepstow holiday rentals with a balcony

Exceptional Luxury At Laurel House By Stae-homes - Chepstow
No reviews

Exceptional Luxury At Laurel House By Stae-homes

apartment, Magor
This spacious rural property, a five-bedroom detached house, is located in Redwick, near Magor and Caldicot in South East Wales, offering easy access to Caldicot Castle and Country Park, approximately 4 kilometers away, and the Gwent Levels for scenic walks.
This family-friendly accommodation, suitable for up to 12 guests, features 476 square meters of floor area, a kitchen with an AGA cooker, a heated swimming pool and sauna for summer use, a games room with a snooker table, and extensive private grounds with gardens and parking.
The Nook - Chepstow
10 1 review

The Nook

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.
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.
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.

Best pet friendly Chepstow holiday rentals

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

Mounton Brook Lodge, Newly Refurbished Stunning & Spacious - Wye Valley - Chepstow
No reviews

Mounton Brook Lodge, Newly Refurbished Stunning & Spacious - Wye Valley

apartment, Pwllmeyric
This six-bedroom, four-bathroom holiday home in Chepstow offers accommodation for fourteen guests, situated centrally and just a 4-minute drive from the Wye Valley and River Wye, and within a 5-minute drive of Chepstow Castle and Delta Hotels by Marriott St. Pierre Country Club.
Guests can enjoy essential amenities including Wi-Fi and laundry service, with the property conveniently located for exploring local attractions such as Chepstow Museum and Dewstow Golf Club.
The Potting Shed At Mathern Palace - Chepstow
9.4 3 reviews

The Potting Shed At Mathern Palace

cottage, Mathern
The Potting Shed is a restored 19th-century barn located on the grounds of Mathern Palace, a Grade I listed building dating back to 1408, just a short walk from the village of Mathern and its pub, The Millers Arms. The surrounding area offers picturesque countryside walks and is within easy reach of Caerwent Roman Town and Thornbury Castle.
This charming cottage has two bedrooms and can accommodate up to four guests. It features a spacious open-plan kitchen/diner, a separate lounge, a gravel front garden and a shared back garden, plus a Smart TV with Netflix and Prime Video apps, and a welcome pack with local recommendations.
Pet Friendly 'Home From Home In The Wye Valley Wales - Chepstow
10 6 reviews

Pet Friendly 'Home From Home In The Wye Valley Wales

cottage, Chepstow
Clares Cottage is a charming 2-bedroom property located just 3 kilometres from the historic town of Chepstow, nestled in the peaceful Lower Wye Valley, on the border of Wales and England. The cottage enjoys a secluded country setting, surrounded by stunning countryside views and a half-acre organic garden.
The cottage offers a spacious living area and garden, ideal for families or groups of up to 4 guests. It comes equipped with modern amenities including a fully fitted kitchen, an electric car charging point, and a cosy log burner, perfect for relaxing evenings.
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.
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