Book a cottage break in Chepstow, Monmouthshire, Wales

21 holiday rentals
Family-Friendly
Viewed 13 times recently.
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 TubFree WifiGardenParking
Sorry, this owner/agency has not provided availability information.
7 nights from £2400
Romantic Retreat
Viewed 10 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
Sorry, this owner/agency has not provided availability information.
7 nights from £445
Romantic Retreat
Viewed 8 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
Sorry, this owner/agency has not provided availability information.
7 nights from £445
Online Booking Available
Viewed 35 times recently.
Chepstow 11 miles away

Viney Hill Country House,

Lydney, Gloucestershire, England
sleeps  18 sleeps 18
8 bedrooms 8 bedrooms
8 bathrooms 8 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

Luxurious country house situated on the fringes of the beautiful Forest of Dean with a covered heated pool for guest’s exclusive use, a games room with pool table and table football and a trampoline and play equipment in the large enclosed garden, perfect for keeping all the family entertained.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowaveGames roomHeated poolFree WifiEnclosed GardenParking
Sorry, this owner/agency has not provided availability and full price information.
7 nights from £2450
book online online booking
View
Chepstow 17 miles away

The Gothic Mansion,

Bristol, Bristol, England
sleeps  50 sleeps 50
14 bedrooms 14 bedrooms
7 bathrooms 7 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

Historical 14 bedroom holiday house set in an acre of gardens near the heart of Bristol, sleeping up to 50 people in elegant accommodation, ideal for special family get-togethers, birthday parties or special celebrations (hen party bookings may be possible by arrangement).

5 (2 reviews)
ensuite(s)
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowaveGames roomFree WifiEnclosed GardenParking
Sorry, this owner/agency has not provided availability and full price information.
7 nights from £2000
Chepstow 16 miles away

The Locks,

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

Superb 6 bedroom group holiday house near the city of Newport, with excellent games room with pool table, retro arcade machine, air hockey plus cinema room with gaming facilities.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowaveGames roomFree WifiEnclosed GardenParking
Sorry, this owner/agency has not provided availability and full price information.
7 nights from £2000
* Price quoted is not inclusive of any applicable booking fees or local charges.

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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