Holiday Rentals in Chepstow

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Chepstow holiday rentals
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28 Holiday rentals and Airbnb in Chepstow

Best family friendly Chepstow holiday rentals

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

Modern Apartment Near The Wave & Aztec West - Chepstow
9.7 389 reviews
Chepstow
27/06 – 04/07
99 €/nighttotal: 693 € (7 )

Modern Apartment Near The Wave & Aztec West

1 2
apartment , Almondsbury
This studio apartment is located on the outskirts of Almondsbury, just 1 kilometre from The Wave water park and within easy driving distance of other attractions like The Wild Place, Cribbs Causeway shopping mall, and Aztec West Business Park. It has received excellent ratings for location, cleanliness, and user experience.
The self-contained studio features a private garden, a kitchen with a fridge, oven, and microwave, and a separate room with a washing machine and heated airer. Guests can enjoy ample parking, access to local footpaths, and the option of adding a single bed in the main bedroom or using the sofa bed in the lounge for shorter stays.
Large Detached House In Almondsbury, North Bristol - Chepstow
9.9 35 reviews
Chepstow
08/08 – 10/08
884 €/nighttotal: 1768 € (2 )

Large Detached House In Almondsbury, North Bristol

4 7
apartment , Almondsbury
This four-bedroom house in North Bristol is just a short drive from the Cotswolds and the Wave surfing park, offering easy access to Bristol and the M4/M5 interchange. The property has received excellent ratings for location, cleanliness, and user experience, making it a great choice for families and groups.
The house has a spacious open-plan kitchen diner, a separate snug with a real fire, and a dedicated office space, comfortably accommodating up to seven guests. Amenities include a modern kitchen with a dishwasher and washing machine, a family bathroom, a garden, and off-street parking for two cars.
2 Bed Barn, Open Living Space , Pet Friendly, Rural, With Easy Access From M4 - Chepstow
10 3 reviews
Chepstow
24/07 – 27/07
236 €/nighttotal: 708 € (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.
Private 2bed-parking & Garden-by Fabaccommodation - Chepstow
9.3 14 reviews
Chepstow
27/06 – 04/07
178 €/nighttotal: 1246 € (7 )

Private 2bed-parking & Garden-by Fabaccommodation

2 2
apartment , Bristol
This recently renovated two-bedroom flat is located just 2.6 miles from Bristol Parkway Station and 6 miles from Bristol Zoo, offering easy access to the city's attractions. The property has received excellent ratings for its cleanliness, location, and overall experience, making it a great choice for a comfortable stay.
The 74 square metre flat comfortably accommodates up to four guests and features a well-equipped kitchen, a private garden, and free parking. Enjoy meals on the patio, relax in the garden, or take advantage of the on-site mini-market for convenience.

Best Chepstow holiday rentals with parking

Modern 5 Bed House New - Chepstow
10 4 reviews
Chepstow
08/08 – 10/08
232 €/nighttotal: 464 € (2 )

Modern 5 Bed House New

5 7
house , Bristol
This spacious 5-bedroom modern house is situated in Bristol, 7.1 kilometres from Bristol Parkway Station and 8.4 kilometres from Clifton, providing convenient access to Bristol Cathedral and Cabot Circus.
This family-friendly property offers accommodation for up to 19 guests with 110 square meters of floor area, featuring a shared kitchen with a fridge, microwave oven, and dishwasher, alongside free private parking and WiFi for a comfortable stay.
Spacious 3-bedroom Home With Fast Wi-fi Near M4, M5 & M32 - Chepstow
Chepstow
29/08 – 30/08
312 €/nightfor 1 night

Spacious 3-bedroom Home With Fast Wi-fi Near M4, M5 & M32

3 2
apartment , Bradley Stoke
This Bradley Stoke flat is conveniently located for exploring Bristol and its surroundings, with Aztec West Activity Park just 6 minutes by car and the Kennet and Avon Canal and Wye Valley a 16-minute drive away.
This 3-bedroom, 2-bathroom property accommodates up to 5 guests and includes essential amenities such as Wi-Fi, heating, a dryer, ironing board, toiletries, and linens, offering easy access to attractions like Bristol Hippodrome (13 minutes by car), Bristol Zoo Project, and We The Curious science museum.
Well Cottage By Cliftonvalley Apartments - Chepstow
10 2 reviews
Chepstow
24/07 – 27/07
375 €/nighttotal: 1125 € (3 )

Well Cottage By Cliftonvalley Apartments

4 5
house , Bristol
Well Cottage, near Clifton Valley, Bristol, offers spacious family accommodation 4.8km from Bristol Parkway Station and within a 16-20km radius of Cabot Circus and Bristol Cathedral.
This four-bedroom property boasts 75 square metres of floor space, sleeping up to 17 guests, and includes a fully equipped kitchen with dishwasher, private garden, parking, and free Wi-Fi.
Orchard Gate Apartments From Your Stay Bristol - Chepstow
8.3 323 reviews
Chepstow
01/07 – 31/07
175 €/nighttotal: 5250 € (30 )

Orchard Gate Apartments From Your Stay Bristol

2 3
apartment , Bristol
The Orchard Gate Apartments are situated in a peaceful suburban area just outside Bristol, a 15-minute drive from the city centre and half a mile from the M5 motorway. These apartments have received very good ratings for location, cleanliness, and overall user experience.
The apartments offer comfortable lounges with a sofa, TV, and CD player, perfect for relaxing after a day of exploring. The accommodation comes with fully equipped kitchens, free Wi-Fi, and on-site parking (subject to availability).

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.

Destinations nearby

Best Chepstow holiday rentals with a balcony

The Nook - Chepstow
10 1 review
Chepstow
27/06 – 04/07
231 €/nighttotal: 1617 € (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.
Olli's Cottage-terrace & Jacuzzi Optional - Chepstow
9.7 99 reviews
Chepstow
29/08 – 30/08
219 €/nightfor 1 night

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.
Laurel Cottage By Stae-homes - Chepstow
Chepstow
24/07 – 27/07
237 €/nighttotal: 711 € (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.
4 Bed Luxury Stay,hot Tub,sleeps 9,private Parking - Chepstow
Chepstow
01/07 – 31/07
484 €/nighttotal: 14520 € (30 )

4 Bed Luxury Stay,hot Tub,sleeps 9,private Parking

4 3
house , Chepstow
This detached house in Chepstow is located 20.9 kilometres from Bristol Parkway Station and 27.4 kilometres from Cabot Circus.
This non-smoking property offers a private hot tub, WiFi, parking, a fully equipped kitchen, and terrace access, accommodating up to 17 guests with 1 bedroom and 2 bathrooms.

Best pet friendly Chepstow holiday rentals

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

The Old Rectory - Chepstow
9.7 3 reviews
Chepstow
27/06 – 04/07
1060 €/nighttotal: 7420 € (7 )

The Old Rectory

5 2
house , Bristol
The Old Rectory is situated in a peaceful location just 17 kilometres from Bristol Temple Meads Station and 18 kilometres from Bristol Zoo. This charming house offers a tranquil retreat for those seeking a relaxing getaway.
This spacious property comprises 5 bedrooms and 3 bathrooms, providing comfortable accommodation for up to 10 guests. The house comes equipped with a range of amenities, including a fully equipped kitchen, a washing machine, a fireplace, free Wi-Fi, and ample parking.
3 Bedroom Accommodation In Devauden, Near Chepstow - Chepstow
9.8 10 reviews
Chepstow
24/07 – 27/07
434 €/nighttotal: 1302 € (3 )

3 Bedroom Accommodation In Devauden, Near Chepstow

3 5
cottage , Devauden, near Chepstow
This three-bedroom, three-bathroom cottage near Chepstow, in Devauden, boasts stunning Vale of Usk views and is situated 11km from shops and 1.6km from local pubs and restaurants.
The self-catering property, part of a barn conversion, sleeps six guests and features an open-plan living area with a fully equipped kitchen, dishwasher, Freeview TV, and a private enclosed courtyard with barbecue; private parking for two cars is also available.
1 Bedroom Accommodation In Lydney, Forest Of Dean - Chepstow
Chepstow
27/06 – 04/07
139 €/nighttotal: 973 € (7 )

1 Bedroom Accommodation In Lydney, Forest Of Dean

1 2
cottage , Lydney, Forest of dean
This ground floor stable conversion in Aylburton, near Lydney, Gloucestershire, offers Severn estuary views and 1.6 kilometers of access to the Forest of Dean, with Puzzlewood and Symonds Yat within easy reach.
This pet-friendly cottage accommodates two guests in one bedroom and features a king-size bed, Smart TV, fully equipped kitchen, enclosed garden with a barbecue, and private parking, ideal for romantic breaks and outdoor pursuits.
Gardeners Cottage At Mathern Palace - Chepstow - Chepstow
10 2 reviews
Chepstow
13/08 – 16/08
204 €/nighttotal: 612 € (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.
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