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Search results; Over 1,000 homes in Chepstow

Top guest favourite
Cottage in Chepstow
Pineapple Cottage - Chepstow Town Centre (Wales)
2 bedrooms, 2 beds, 1 private bathroom
4–9 Oct
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4.88 out of 5 average rating, 544 reviews
Top guest favourite
Townhouse in Chepstow
Chepstow Town. Welsh Cottage.
2 bedrooms, 3 beds, 1.5 bathrooms
12–17 Oct
4.94 out of 5 average rating, 308 reviews
Home in Tutshill
Cottage with views over Chepstow Bridge
3 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
New place to stay
Top guest favourite
Cottage in Chepstow
Character cottage, stroll to town, Wye Valley base
4 bedrooms, 5 beds, 2.5 bathrooms
26 Oct – 1 Nov
4.97 out of 5 average rating, 109 reviews
Guest favourite
Guest house in Monmouthshire
The coachouse.
2 bedrooms, 2 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 178 reviews
Top guest favourite
Home in Tutshill
A most unusual Manor House
3 bedrooms, 3 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Apartment in Pwllmeyric
Apartment Pwllmeyric (Chepstow) with parking
1 bedroom, 1 bed, 1 bathroom
5–10 Oct
4.97 out of 5 average rating, 139 reviews
Guest favourite
Room in Tutshill
Freshfields
2 beds, 1 bathroom
31 Aug – 5 Sept
4.86 out of 5 average rating, 258 reviews
Top guest favourite
Guest house in Monmouthshire
Self-contained Annexe, Chepstow
1 bedroom, 1 bed, 1 bathroom
22–27 Aug
4.92 out of 5 average rating, 71 reviews
Top guest favourite
Flat in Monmouthshire
Cromwell House, Central Chepstow
2 bedrooms, 2 beds, 1 bathroom
11–16 Oct
4.91 out of 5 average rating, 148 reviews
Guest favourite
Castle in Chepstow
Welsh Gatehouse: Historical Castle with EV Charger
1 bedroom, 1 double bed, 1 bathroom
31 Aug – 5 Sept
4.93 out of 5 average rating, 201 reviews
Top guest favourite
Place to stay in Monmouthshire
Self contained annexe with parking. In Chepstow.
1 bedroom, 1 double bed, 1 bathroom
11–16 Oct
4.97 out of 5 average rating, 400 reviews
Top guest favourite
Barn in Oldbury-on-Severn
Swift Barn
1 bedroom, 1 king bed, 1 bathroom
14–19 Sept
4.96 out of 5 average rating, 79 reviews
Top guest favourite
Cottage in Monmouthshire
Historic cottage opposite Chepstow Castle
2 bedrooms, 3 beds, 1 bathroom
17–22 Oct
4.93 out of 5 average rating, 138 reviews
Top guest favourite
Apartment in Monmouthshire
Castle House Apartment 3 Georgian town house
1 bedroom, 1 king bed, 1 bathroom
29 Aug – 3 Sept
4.95 out of 5 average rating, 75 reviews
Top guest favourite
Cottage in Brockweir
3 bedroom, peaceful, secluded, & large garden
3 bedrooms, 3 beds, 1.5 bathrooms
8–13 Sept
4.99 out of 5 average rating, 285 reviews
Cottage in Monmouthshire
Central Chepstow charming cottage
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cottage in Monmouthshire
Peaceful Stone Cottage among fabulous gardens
1 bedroom, 1 double bed, 1 bathroom
6–11 Sept
4.97 out of 5 average rating, 219 reviews
Top guest favourite
Barn in Olveston
The Cart House - Modern Living
1 bedroom, 1 double bed, 1 bathroom
22–27 Aug
4.96 out of 5 average rating, 215 reviews