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Search results; Over 1,000 homes in Chepstow

Top guest favourite
Townhouse in Chepstow
Chepstow Town. Welsh Cottage.
2 bedrooms, 3 beds, 1.5 private bathrooms
30 Aug – 4 Sept
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4.94 out of 5 average rating, 300 reviews
Top guest favourite
Cottage in Chepstow
Pineapple Cottage - Chepstow Town Centre (Wales)
4.88 out of 5 average rating, 538 reviews, 2 bedrooms, 2 beds, 1 bathroom
12–17 Sept
Top guest favourite
Apartment in Pwllmeyric
Apartment Pwllmeyric (Chepstow) with parking
4.98 out of 5 average rating, 130 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Aug
Top guest favourite
Place to stay in Monmouthshire
Self contained annexe with parking. In Chepstow.
4.97 out of 5 average rating, 390 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Aug
Top guest favourite
Room in Chepstow
Quiet room with double bed & private bathroom.
4.98 out of 5 average rating, 175 reviews, 1 double bed, 1 bathroom
25–30 Jul
Guest favourite
Guest house in Monmouthshire
The coachouse.
4.96 out of 5 average rating, 171 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
30 Aug – 4 Sept
Place to stay in Tutshill
Spacious double room in good location.
New place to stay, 1 bedroom, 1 bed, 1.5 bathrooms
22–27 Aug
Top guest favourite
Cottage in Chepstow
Chepstow, Forest of Dean | Sleeps 4 | Dog Friendly
4.92 out of 5 average rating, 174 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Oct
Guest favourite
Flat in Monmouthshire
Cromwell House, Central Chepstow
4.9 out of 5 average rating, 141 reviews, 2 bedrooms, 2 beds, 1 bathroom
12–17 Sept
Top guest favourite
Home in Tutshill
A most unusual Manor House
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 1 bathroom
12–17 Oct
Top guest favourite
Apartment in Monmouthshire
Castle House Apartment 3 Georgian town house
4.95 out of 5 average rating, 75 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Jul
Guest favourite
Room in Tutshill
Freshfields
4.87 out of 5 average rating, 247 reviews, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Room in Pwllmeyric
King size room in quiet village location
4.98 out of 5 average rating, 82 reviews, 1 king bed, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Guest house in Monmouthshire
Self-contained Annexe, Chepstow
4.91 out of 5 average rating, 66 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Jul – 5 Aug
Barn in Monmouthshire
Craigo Barn Nature Retreat
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
Guest favourite
Cottage in Monmouthshire
Historic cottage opposite Chepstow Castle
4.92 out of 5 average rating, 132 reviews, 2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
Top guest favourite
Barn in Oldbury-on-Severn
Kingfisher Barn
4.99 out of 5 average rating, 78 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 Aug
Top guest favourite
Flat in Gloucestershire
Idyllic Country Retreat in the Forest of Dean
4.99 out of 5 average rating, 135 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Jul
Top guest favourite
Rooms in Portskewett
Converted Forge in the centre of a village.
4.98 out of 5 average rating, 285 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug