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Search results; Over 1,000 homes in Chepstow

Top guest favourite
Cottage in Chepstow
Character cottage, stroll to town, Wye Valley base
4 bedrooms, 5 beds, 2.5 private bathrooms
18–23 Nov
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4.97 out of 5 average rating, 114 reviews
Top guest favourite
Cottage in Chepstow
Pineapple Cottage - Chepstow Town Centre (Wales)
2 bedrooms, 2 beds, 1 bathroom
9–14 Nov
4.88 out of 5 average rating, 551 reviews
Top guest favourite
Townhouse in Chepstow
Chepstow Town. Welsh Cottage.
2 bedrooms, 3 beds, 1.5 bathrooms
12–17 Oct
4.95 out of 5 average rating, 315 reviews
Guest favourite
Home in Monmouthshire
Home in Chepstow
4 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Tutshill
A most unusual Manor House
3 bedrooms, 3 beds, 1 bathroom
7–12 Nov
5.0 out of 5 average rating, 42 reviews
Guest favourite
Flat in Monmouthshire
Cromwell House, Central Chepstow
2 bedrooms, 2 beds, 1 bathroom
11–16 Oct
4.9 out of 5 average rating, 153 reviews
Top guest favourite
Home in Tutshill
Cottage with views over Chepstow Bridge
3 bedrooms, 3 beds, 1 bathroom
29 Sept – 4 Oct
5.0 out of 5 average rating, 6 reviews
Guest favourite
Guest house in Monmouthshire
The coachouse.
2 bedrooms, 2 beds, 2.5 bathrooms
3–8 Oct
4.96 out of 5 average rating, 182 reviews
Top guest favourite
Villa in Beachley
Sleeps 28, sauna, hottub, karaoke, games rm+cinema
7 bedrooms, 23 beds, 4.5 bathrooms
1–6 Nov
4.97 out of 5 average rating, 87 reviews
Guest favourite
Room in Tutshill
Freshfields
2 beds, 1 bathroom
20–25 Sept
4.86 out of 5 average rating, 272 reviews
Top guest favourite
Cottage in Chepstow
Chepstow, Forest of Dean | Sleeps 4 | Dog Friendly
2 bedrooms, 3 beds, 1 bathroom
22–27 Oct
4.92 out of 5 average rating, 174 reviews
Top guest favourite
Barn in Stroat
Luxury Barn | Stunning Panoramic Estuary Views
2 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
4.99 out of 5 average rating, 104 reviews
Top guest favourite
Home in Tidenham
Country Farmhouse | Hamlet Views & Walks from Door
4 bedrooms, 5 beds, 3 bathrooms
16–21 Sept
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Guest house in Monmouthshire
Self-contained Annexe, Chepstow
1 bedroom, 1 bed, 1 bathroom
19–24 Sept
4.92 out of 5 average rating, 75 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, 144 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, 146 reviews
Top guest favourite
Barn in Monmouthshire
Craigo Barn Nature Retreat
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 18 reviews
Room in Monmouthshire
Double Ensuite with Shower at No.8 Accommodation
1 king bed, 1 bathroom
25–30 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Castle in Chepstow
Welsh Gatehouse: Historical Castle with EV Charger
1 bedroom, 1 double bed, 1 bathroom
12–17 Oct
4.93 out of 5 average rating, 202 reviews