Holiday Rentals in Chepstow

28 available vacation rental offers

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

Spacious Chepstow Home With Private Garden & Patio - Chepstow
9.9 94 reviews
Chepstow
01/07 – 02/07
SG$336/nightfor 1 night

Spacious Chepstow Home With Private Garden & Patio

1 1
apartment , Monmouthshire
This charming one-bedroom cottage is situated in Chepstow, a historic market town in Monmouthshire, just 10 kilometres from Tintern Abbey. It has received excellent ratings for its location, cleanliness, and overall experience.
The cottage is ideal for a couple or small family, with a comfortable bedroom and a fully equipped kitchen. It offers a private patio with outdoor seating, a coal barbecue, and a fire pit, perfect for enjoying the beautiful Monmouthshire countryside.
Modern Apartment Near The Wave & Aztec West - Chepstow
9.7 391 reviews
Chepstow
27/06 – 04/07
SG$147/nighttotal: SG$1029 (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.
New 3 Bedroom Apartment Next To Station - Chepstow
8.8 7 reviews
Chepstow
08/08 – 10/08
SG$550/nighttotal: SG$1100 (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.
3 Bedroom Cottage - Cozy Wood Burner, Parking Wifi - Chepstow
9.7 31 reviews
Chepstow
19/08 – 26/08
SG$314/nighttotal: SG$2198 (7 )

3 Bedroom Cottage - Cozy Wood Burner, Parking Wifi

3 4
apartment , Pilning
Wave Cottage is located in Pilning Village, just a short drive from The Wave surfing lagoon, Bristol city centre, and the M4 motorway, making it ideal for exploring the surrounding areas. The cottage offers a convenient and comfortable base for your stay, with easy access to local amenities and attractions.
The cottage has three bedrooms and two bathrooms, comfortably accommodating up to six guests. The property has a modern, open-plan kitchen, a secure garden, off-road parking for four cars, and an EV charging point, perfect for families and groups.

Best Chepstow holiday rentals with parking

3 Bedroom Accommodation In Hewelsfield, Near Lydney - Chepstow
10 2 reviews
Chepstow
27/06 – 04/07
SG$301/nighttotal: SG$2107 (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.
Hawthorn View: Bristol Large House Stae-homes - Chepstow
Chepstow
19/08 – 26/08
SG$330/nighttotal: SG$2310 (7 )

Hawthorn View: Bristol Large House Stae-homes

3 4
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.
The Wave Cottage - 3 Bedroom With Off Road Parking For 3 Cars Or Vans & Ev Point - Chepstow
9.8 7 reviews
Chepstow
19/08 – 26/08
SG$338/nighttotal: SG$2366 (7 )

The Wave Cottage - 3 Bedroom With Off Road Parking For 3 Cars Or Vans & Ev Point

3 4
house , Pilning
The Wave Cottage, a three-bedroom house in Pilning, is conveniently located 11.3km from Bristol Parkway Station, 13.2km from Bristol Zoo Gardens, and 15.1km from Bristol Cathedral.
This 200 square metre property sleeps up to 11 guests, offering off-road parking for three vehicles (including an EV charging point), a fully equipped kitchen, two bathrooms, free Wi-Fi, a garden, and a fireplace.
Richmond House Apt 2 - Chepstow
9.1 15 reviews
Chepstow
27/06 – 04/07
SG$370/nighttotal: SG$2590 (7 )

Richmond House Apt 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.

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.

Destinations nearby

Best Chepstow holiday rentals with a balcony

Gorgeous 3 Bed House In Bristol - Chepstow
8.1 14 reviews
Chepstow
19/08 – 26/08
SG$315/nighttotal: SG$2205 (7 )

Gorgeous 3 Bed House In Bristol

1 4
house , Bristol
This three-bedroom house near Bristol Parkway station (3km), offers convenient access to Bristol city centre (11-13km) and Bristol Airport (31km).
The 10-square-metre property features a full kitchen, private parking, Wi-Fi, and accommodates up to 11 guests, with a garden and terrace adding to its appeal.
Baker's Bun - Sleeps 7 - Spacious Home - Parking & Garden - Bradley Stoke Bristol - Chepstow
Chepstow
08/08 – 10/08
SG$595/nighttotal: SG$1190 (2 )

Baker's Bun - Sleeps 7 - Spacious Home - Parking & Garden - Bradley Stoke Bristol

4 7
house , Bristol
This spacious 4-bedroom property is situated in Bradley Stoke, Bristol, 2.6 kilometres from Bristol Parkway Station and within 12.7 kilometres of Bristol Temple Meads Station and Cabot Circus.
This detached house offers accommodation for up to 7 guests, featuring a well-equipped kitchen with a dishwasher, a private garden with seating, a balcony, free private parking, and is close to cycling routes.
Oak Tree Cottage, Countryside Retreat With River View - Chepstow
9.0 47 reviews
Chepstow
28/06 – 30/06
SG$301/nighttotal: SG$602 (2 )

Oak Tree Cottage, Countryside Retreat With River View

2 2
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.
4 Bed Luxury Home, Sauna, Hot Tub, Sleeps 9 - Chepstow
10 1 review
Chepstow
19/08 – 26/08
SG$1181/nighttotal: SG$8267 (7 )

4 Bed Luxury Home, Sauna, Hot Tub, Sleeps 9

4 4
house , Chepstow
This Chepstow dwelling is situated 21 kilometres from Bristol Parkway Station and within 29 kilometres of Bristol's Cabot Circus and Clifton.
This 30 square metre holiday home offers accommodation for 9 guests, featuring a kitchen with a dishwasher and oven, a private sauna, a hot tub, and a terrace with garden views.

Best pet friendly Chepstow holiday rentals

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

Tawny Cottage - Chepstow
Chepstow
24/07 – 25/07
SG$1410/nightfor 1 night

Tawny Cottage

1 4
house , Usk
Tawny Cottage in Llandenny offers a peaceful base, located 38 kilometres from Bristol Parkway Station, 45 kilometres from Cabot Circus, and 46 kilometres from Cardiff's Motorpoint Arena and Cardiff University.
This 130 square metre holiday cottage accommodates up to 9 guests with 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen with a dishwasher, complimentary WiFi, private parking, and a garden, with golfing, cycling, and fishing available nearby.
Spacious Cottage, Sunny Garden, Stroll To Town - Chepstow
9.9 103 reviews
Chepstow
19/08 – 26/08
SG$554/nighttotal: SG$3878 (7 )

Spacious Cottage, Sunny Garden, Stroll To Town

4 4
apartment , Chepstow
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 Nook, Chepstow Farm Stay, Hot Tub - Chepstow
10 20 reviews
Chepstow
27/06 – 04/07
SG$309/nighttotal: SG$2163 (7 )

The Nook, Chepstow Farm Stay, Hot Tub

1 2
apartment , Boughspring
Wallhope Farm, situated in the Wye Valley near Boughspring, offers a peaceful retreat with scenic walks directly accessible from the property and stunning estuary views.
This self-catering cottage boasts a king-size bed, a well-equipped kitchen including a fridge and freezer, a modern bathroom with a walk-in shower, a private hot tub, and private decking, sleeping up to two guests and providing access to Wallhope Farm's homemade gelato and milkshakes.
Oak - Uk50462 - Chepstow
Chepstow
27/06 – 04/07
SG$207/nighttotal: SG$1449 (7 )

Oak - Uk50462

1 2
apartment , Gloucestershire
This ground floor stable conversion in Aylburton, Gloucestershire, offers views over the Severn estuary and is situated a short drive from Lydney and the Forest of Dean, with attractions such as Puzzlewood, Symonds Yat, Tintern Abbey, and Clearwell Caves nearby. This property provides accommodation for two guests with one bedroom and one bathroom, featuring an open-plan living space, a fully equipped kitchen with a dishwasher, and an enclosed front garden with sitting-out area and barbecue.
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