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Book a cottage break in Chepstow, Monmouthshire, Wales

21 holiday rentals
no booking fee
Chepstow 19 miles away

Trevase Granary,

Hereford, Herefordshire, England
sleeps  18 sleeps 18
8 bedrooms 8 bedrooms
8 bathrooms 8 bathrooms
no dogs allowed No pets
family friendly family friendly

Choose from two award winning 5 star rated luxury barn conversions, each sleeping up to 18 guests, close to the Wye Valley and with stunning countryside views, a private garden, games room and hot tub for relaxing holidays.

5 (5 reviews)
ensuite(s)
Facilities, Features & Awards:
Gold Award Winning CottageTVDishwasherWashing machineMicrowaveGames roomOutdoor Hot Tub AccessFree WifiEnclosed GardenParking
7 nights from £3360
Next available: 25 Nov - 4 nights
Special Offer: 27 Dec - 14 nights
book online online booking
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Online Booking Available
Viewed 11 times recently.
Chepstow 17 miles away

Valley View Cottage,

Howle Hill, Herefordshire, England
sleeps  4 sleeps 4
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Warm and welcoming 1 bedroom barn conversion in a delightful rural location with views over the Wye Valley and easy access to the Forest of Dean.

0 ( reviews)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £401
Next available: 22 Nov - 7 nights
book online online booking
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Chepstow 18 miles away

Ingleside Family Cottage, Cotswolds,

Adsett, Gloucestershire, England
sleeps  14 sleeps 14
6 bedrooms 6 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

Large family-friendly 6 bedroom holiday cottage and beautiful mature garden, nestled in a rural hamlet near to the Forest of Dean and within easy reach of the Cotswold Hills and Area of Outstanding Natural Beauty.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
7 nights from £1803
Next available: 22 Nov - 7 nights
book online online booking
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Chepstow 17 miles away

Pencraig Court,

Pencraig, Herefordshire, England
sleeps  36 sleeps 36
11 bedrooms 11 bedrooms
11 bathrooms 11 bathrooms
5 dogs welcome  5 dogs
family friendly family friendly

Elegant 11 bedroom country house set in beautiful gardens in the Wye Valley AONB, complete with games room with pool, table tennis and table football, just 6 miles from Ross on Wye.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowaveGames roomOutdoor Hot Tub AccessFree WifiEnclosed GardenParking
7 nights from £5750
book online online booking
View
Online Booking Available
Viewed 16 times recently.
Chepstow 15 miles away

Jasmine Hut, Myrtle Farm,

Bristol, Bristol, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets

Cosy romantic sleeps 2 Shepherd’s Hut with hot tub, nestled on a farm, just 5 miles from Bristol and 9 miles from Bath.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVMicrowaveGarden
7 nights from £498
book online online booking
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Online Booking Available
Viewed 27 times recently.
Chepstow 15 miles away

The Apple Store,

Whitchurch, Herefordshire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
2 dogs welcome  2 dogs

Settled on the grounds of the owner's home, on the outskirts of the attractive village of Whitchurch, in Herefordshire, rests this charming stone-built barn conversion, The Apple Store.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherMicrowaveFree WifiGardenParking
7 nights from £461
Next available: 23 Nov - 7 nights
book online online booking
View
Online Booking Available
Viewed 19 times recently.
Chepstow 17 miles away

The Lodge Farm Barn, Heart Of England,

Deepdean, Herefordshire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Nestled by beautiful countryside in the Wye Valley AONB near Ross on Wye, this 2 bedroom barn conversion on a working farm offers ample rural charm and character.

0 ( reviews)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £476
Next available: 22 Nov - 7 nights
book online online booking
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Online Booking Available
Viewed 26 times recently.
Chepstow 14 miles away

Monnow Valley Studio,

Rockfield, Monmouthshire, Wales
sleeps  24 sleeps 24
11 bedrooms 11 bedrooms
10 bathrooms 10 bathrooms
no dogs allowed No pets
family friendly family friendly

Fascinating 11 bedroom holiday house, once a recording studio and visited by A-listers, now a big group holiday house with superb riverside location, party room, games room and warm bubbly outdoor hot tub, this is a house fit for stars.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomOutdoor Hot Tub AccessFree WifiGardenParking
7 nights from £4500
Next available: 22 Nov - 7 nights
book online online booking
View
Online Booking Available
Viewed 15 times recently.
Chepstow 15 miles away

Honeysuckle Hut, Myrtle Farm,

Warmley, Gloucestershire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets

Quirky no pets shepherd's hut, with woodburner and own private bubbly outdoor hot tub, nestled in countryside just outside Bristol, only a few miles from the Cotswolds and close to Bath.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
Digital TVMicrowaveOutdoor Hot Tub AccessFree WifiGarden
7 nights from £518
book online online booking
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Family-Friendly
Viewed 20 times recently.
Chepstow 15 miles away

River Wye Lodge,

Lydbrook, Gloucestershire, England
sleeps  26 sleeps 26
12 bedrooms 12 bedrooms
11 bathrooms 11 bathrooms
3 dogs welcome  3 dogs
family friendly family friendly

Searching for a large holiday house for a big group getaway? This 11 bedroom holiday house sleeps up to 24 and with river views, a pet-friendly policy, a warm bubbly private hot tub and a games room has plenty to offer large groups, including a lovely setting by the River Wye in the Wye Valley, right next to the lush greenery of the Forest of Dean.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherMicrowaveGames roomOutdoor Hot Tub AccessFree WifiEnclosed GardenParking
7 nights from £4550
Next available: 09 Dec - 7 nights
Chepstow 15 miles away

The Anchor,

Lydbrook, Gloucestershire, England
sleeps  20 sleeps 20
7 bedrooms 7 bedrooms
7 bathrooms 7 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

Looking to rent a large holiday house in the Wye Valley? This 7 bedroom property in the Forest of Dean with its capacity to sleep up to 20 people, its pet-friendly policy, games room with table tennis, table football and pool table plus inviting warm bubbly private hot tub could be perfect for your group getaway.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomOutdoor Hot Tub AccessFree WifiEnclosed GardenParking
7 nights from £2500
Next available: 22 Nov - 6 nights
Family-Friendly
Viewed 30 times recently.
Chepstow 19 miles away

Fairlea Grange,

Abergavenny, Monmouthshire, Wales
sleeps  24 sleeps 24
9 bedrooms 9 bedrooms
8 bathrooms 8 bathrooms
3 dogs welcome  3 dogs
family friendly family friendly

This beautiful Gothic style townhouse with its spacious large rooms and 8 bedrooms is a fantastic holiday house for big groups of up to 20, with a sauna, warm bubbly hot tub and games room with table tennis and snooker there is plenty to keep groups entertained and the house is situated just 10 minutes’ walk from the heart of Abergavenny.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomOutdoor Hot Tub AccessSaunaFree WifiEnclosed GardenParking
7 nights from £3950
Next available: 02 Dec - 7 nights
Chepstow 10 miles away

High Cloud,

Monmouth, Monmouthshire, Wales
sleeps  24 sleeps 24
10 bedrooms 10 bedrooms
7 bathrooms 7 bathrooms
 dog-friendly cottage
family friendly family friendly

Experience something special at High Cloud with stunning panoramic views of the Welsh countryside, an outdoor swimming pool, a private hot tub, a games room and a location close to Sugarloaf Mountain plus accommodation for up to 24 people, ideal for large groups and big families.

0 ( reviews)
Facilities, Features & Awards:
TVDishwasherMicrowaveGames roomOutdoor Hot Tub AccessHeated poolFree WifiGardenParking
7 nights from £1670
Next available: 09 Dec - 7 nights
no booking fee
Chepstow 16 miles away

The Locks,

Rogerstone, Newport, Wales
sleeps  14 sleeps 14
7 bedrooms 7 bedrooms
6 bathrooms 6 bathrooms
3 dogs welcome  3 dogs
family friendly family friendly

Superb 7 bedroom group holiday house near the city of Newport, with excellent games room with pool table, retro arcade machine, and air hockey, plus cinema room with gaming facilities, and a fabulous private indoor swimming pool.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowaveGames roomPrivate Indoor Hot TubHeated poolFree WifiEnclosed GardenParking
7 nights from £2000
Next available: 03 Dec - 3 nights
Chepstow 14 miles away

Holly Tree House,

Ross-on-Wye, Herefordshire, England
sleeps  22 sleeps 22
9 bedrooms 9 bedrooms
8 bathrooms 8 bathrooms
3 dogs welcome  3 dogs
family friendly family friendly

With wonderful views over the River Wye, a superb location in the Wye Valley, spacious stylish accommodation and a warm bubbly outdoor private hot tub, this 9 bedroom country house has to be one of the best places for large groups of friends or family to holiday altogether close to Ross on Wye.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherMicrowaveOutdoor Hot Tub AccessFree WifiGardenParking
7 nights from £2400
* Price quoted is not inclusive of any applicable booking fees or local charges.

Do feel free to share your experience of a holiday in Chepstow with visitors to Country Cottages Online.

Any country cottages, chalets in Chepstow will be shown underneath. Click on the property photographs to read all about each holiday home, a description of the rental accommodation in terms of layout, the surrounding countryside and tourist attractions.

It may prove useful doing some research before your proposed holiday to Chepstow. Find out what is happening on the dates you plan to be there - there may be a regional show that you might wish to experience. Most people on holiday like to shop at the local markets, and perhaps enjoy meals out. Having tourist information about Chepstow at your fingertips means that you can get the most from your trip. Ask your hosts about the best walks and anything else you might need to know ?they have first-hand experience of living near Chepstow.

Sometimes it is good to take a chance and visit somewhere off the beaten track, that is not at all tourist driven. Have a wonderful time visiting Chepstow, best wishes for good weather and a safe holiday.

Whether you choose to book a holiday cottage in Chepstow, an apartment, a lodge or another type of self-catering holiday accommodation, we hope you have your best holiday yet in Monmouthshire.

Frequently Asked Questions about Chepstow

The best places to stay depend on your preferences, interests and the type of accommodation that best suits you. Country Cottages Online features a great selection of good quality rentals.
See our selection of pet-friendly rentals in Chepstow, or use the filters to refine your search.
See our selection of lodges and cabins in Chepstow, Monmouthshire.
Read the description of Chepstow to find out ideas and tips on the best things to see and do. Also see our area guides for more information on what Monmouthshire has to offer for holidaymakers.

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