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Book a cottage break in Chepstow, Monmouthshire, Wales

Showing all properties across the UK. Select a destination from the list to refine your search.
24 holiday rentals
Chepstow 17 miles away

Pencraig Court,

Pencraig, Herefordshire, England
sleeps  36 sleeps 36
11 bedrooms 11 bedrooms
11 bathrooms 11 bathrooms
 5 dogs welcome  multi-dogs (up to 5)
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.

ensuite bedroom(s) river views
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchengames roomfree Wifigardenwood burning stoveBBQParking
7 nights from £5750
Next available: 07 Dec - 5 nights
book online online booking
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Romantic Retreat
Viewed 30 times recently.
no booking fee
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.

ground floor bedroom near local pub
Facilities, Features & Awards:
TVmicrowave in kitchenfree WifiParking
7 nights from £445
Next available: 08 Dec - 3 nights
Family-Friendly
Viewed 28 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  multi-dogs (up to 3)
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.

ensuite bedroom(s) mountain views
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accesssaunafree Wifienclosed gardenfireplaceBBQParking
7 nights from £4500
Next available: 01 Apr - 7 nights
Chepstow 10 miles away

High Cloud,

Monmouth, Monmouthshire, Wales
sleeps  24 sleeps 24
10 bedrooms 10 bedrooms
7 bathrooms 7 bathrooms
 3 dogs welcome  multi-dogs (up to 3)
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.

5 (1 reviews)
countryside views over fields and farmlands near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomindoor hot tub accessoutdoor heated poolfree WifigardenBBQParking
7 nights from £4500
Next available: 08 Dec - 7 nights
Chepstow 17 miles away

The Gothic Mansion,

Bristol, Bristol, England
sleeps  45 sleeps 45
13 bedrooms 13 bedrooms
7 bathrooms 7 bathrooms
 2 dogs welcome  2 dogs welcome
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 (3 reviews)
ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchengames roomfree Wifienclosed gardenfireplaceParking
Sorry, this owner/agency has not provided availability and full price information.
7 nights from £2000
Online Booking Available
Viewed 26 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

Discover tranquillity at The Stable @ Rose Cottage, a charming barn conversion near Yorkley in Gloucestershire's Forest of Dean, sleeping four, with scenic countryside views, a BBQ garden, and nearby attractions; sorry, no pets allowed.

ground floor bedroom near local pub
Facilities, Features & Awards:
TVmicrowave in kitchenfree WifigardenBBQParking
7 nights from £431
Next available: 08 Dec - 7 nights
book online online booking
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Online Booking Available
Viewed 21 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

Delightful mid-terrace cottage in Symonds Yat, Wye Valley, Herefordshire, sleeps four with stunning river views, welcomes one dog, features off-road parking, courtyard with BBQ, and shared gardens; perfect for a countryside family getaway.

ground floor bedroom near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree WifigardenBBQParking
7 nights from £379
Next available: 06 Dec - 3 nights
book online online booking
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Online Booking Available
Viewed 20 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.

Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree Wifigardenwood burning stoveParking
7 nights from £513
Next available: 06 Dec - 7 nights
book online online booking
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Online Booking Available
Viewed 31 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.

valley views
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree Wifigardenwood burning stovefireplaceParking
7 nights from £412
Next available: 06 Dec - 7 nights
book online online booking
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* 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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