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Book a cottage break in Chepstow, Monmouthshire, Wales

23 holiday rentals
Family-Friendly
Viewed 19 times recently.
Chepstow 11 miles away

Forest House,

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

Large group holiday house on edge of Forest of Dean and close to the Wye Valley, complete with 11 bedrooms, hot tub, bar and large sociable living spaces.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
7 nights from £4950
Next available: 08 Apr - 3 nights
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)country views
Facilities, Features & Awards:
Gold Award Winning CottageTVDishwasherWashing machineMicrowaveGames roomPrivate Outdoor Hot TubFree WifiEnclosed GardenParking
7 nights from £3360
Next available: 14 Apr - 4 nights
book online online booking
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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: 08 Apr - 3 nights
Special Offer: 07 Apr - 4 nights
Online Booking Available
Viewed 16 times recently.
Chepstow 14 miles away

5 Wye Rapid Cottages,

Ross-on-Wye, Herefordshire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
 dog-friendly cottage
family friendly family friendly

Charming mid-terrace cottage in Symonds Yat, Wye Valley.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £407
Next available: 21 Apr - 7 nights
book online online booking
View
Online Booking Available
Viewed 17 times recently.
Chepstow 16 miles away

Wards Court 1,

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

Wards Court 1 is a beautiful, bright, and airy first-floor apartment in Frampton on Severn.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
Washing machineFree WifiGarden
7 nights from £479
Next available: 08 Apr - 7 nights
book online online booking
View
Online Booking Available
Viewed 16 times recently.
Chepstow 10 miles away

The Stable @ Rose Cottage,

Lydney, Gloucestershire, England
sleeps  6 sleeps 6
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
 dog-friendly cottage
family friendly family friendly

"Yorkley is a charming barn conversion located in Forest of Dean, offering a bright open plan living area, two bedrooms with countryside views, front garden, bike rides, traditional pubs, farm shops, and nearby attractions.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVWashing machineMicrowaveFree WifiGardenParking
7 nights from £406
Next available: 08 Apr - 7 nights
book online online booking
View
Online Booking Available
Viewed 22 times recently.
Chepstow 14 miles away

Wye Rapids House,

Symonds Yat, Herefordshire, England
sleeps  30 sleeps 30
13 bedrooms 13 bedrooms
12 bathrooms 12 bathrooms
 4 dogs welcome  4 dogs
family friendly family friendly

Fabulous 13 bedroom pet-friendly riverside holiday home with games room and hot tub in Symonds Yet, sleeps 30.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
7 nights from £5250
Next available: 21 Apr - 7 nights
book online online booking
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Online Booking Available
Viewed 18 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 £513
Next available: 21 Apr - 4 nights
book online online booking
View
Online Booking Available
Viewed 21 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 £5850
Next available: 21 Apr - 4 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 roomFree WifiGardenParking
7 nights from £5750
book online online booking
View
Romantic Retreat
Viewed 22 times recently.
Chepstow 19 miles away

Owl Cottage at Coombe Barn Cottages,

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

Idyllic couple’s no pets rural retreat, featuring stunning country views over the Somerset countryside, just 10 minutes’ drive from Bath.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVMicrowaveFree WifiParking
7 nights from £445
Next available: 11 Apr - 7 nights
Chepstow 14 miles away

Holly Tree House,

Symonds Yat, 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:
TVDishwasherWashing machineMicrowaveGames roomOutdoor Hot Tub AccessFree WifiGardenParking
7 nights from £4500
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 £1855
Next available: 08 Apr - 3 nights
book online online booking
View
Romantic Retreat
Viewed 23 times recently.
Chepstow 19 miles away

Badger at Coombe Barn Cottages,

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

Charming sleeps 2 romantic retreat in rural Somerset, set in idyllic countryside on a working farm, just 10 minutes’ drive from Bath.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVMicrowaveFree WifiPatio GardenParking
7 nights from £445
Next available: 19 May - 7 nights
Family-Friendly
Viewed 39 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 £4500
Next available: 08 Apr - 3 nights
* 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.

Chepstow Holiday Rental Searches