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Search results; Over 1,000 homes in Chepstow

Guest favourite
Castle in Chepstow
Welsh Gatehouse: Historical Castle with EV Charger
1 bedroom, 1 bed, 1 private bathroom
12–17 Oct, Individual host
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4.93 out of 5 average rating, 202 reviews
Top guest favourite
Cottage in Chepstow
Pineapple Cottage - Chepstow Town Centre (Wales)
Individual host
4–9 Oct
4.88 out of 5 average rating, 550 reviews
Top guest favourite
Townhouse in Chepstow
Chepstow Town. Welsh Cottage.
Individual host
12–17 Oct
4.95 out of 5 average rating, 315 reviews
Top guest favourite
Cottage in Chepstow
Character cottage, stroll to town, Wye Valley base
Individual host
18–23 Nov
4.97 out of 5 average rating, 114 reviews
Guest favourite
Flat in Monmouthshire
Cromwell House, Central Chepstow
Individual host
11–16 Oct
4.9 out of 5 average rating, 153 reviews
Top guest favourite
Home in Tutshill
Cottage with views over Chepstow Bridge
Individual host
29 Sept – 4 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Tutshill
A most unusual Manor House
Business host
7–12 Nov
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Cottage in Chepstow
Chepstow, Forest of Dean | Sleeps 4 | Dog Friendly
Individual host
22–27 Oct
4.92 out of 5 average rating, 174 reviews
Guest favourite
Guest house in Monmouthshire
The coachouse.
Individual host
3–8 Oct
4.96 out of 5 average rating, 182 reviews
Top guest favourite
Barn in Stroat
Luxury Barn | Stunning Panoramic Estuary Views
Individual host
21–26 Sept
4.99 out of 5 average rating, 104 reviews
Guest favourite
Room in Tutshill
Freshfields
Individual host
20–25 Sept
4.86 out of 5 average rating, 269 reviews
Top guest favourite
Villa in Beachley
Sleeps 28, sauna, hottub, karaoke, games rm+cinema
Business host
1–6 Nov
4.97 out of 5 average rating, 86 reviews
Top guest favourite
Cottage in Monmouthshire
Historic cottage opposite Chepstow Castle
Individual host
17–22 Oct
4.93 out of 5 average rating, 143 reviews
Top guest favourite
Barn in Monmouthshire
Craigo Barn Nature Retreat
Individual host
27 Sept – 2 Oct
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Apartment in Pwllmeyric
Apartment Pwllmeyric (Chepstow) with parking
Individual host
5–10 Oct
4.97 out of 5 average rating, 146 reviews
Top guest favourite
Place to stay in Monmouthshire
Self contained annexe with parking. In Chepstow.
Individual host
23–28 Oct
4.97 out of 5 average rating, 409 reviews
Top guest favourite
Home in Tidenham
Country Farmhouse | Hamlet Views & Walks from Door
Individual host
14–20 Sept
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Cottage in Brockweir
3 bedroom, peaceful, secluded, & large garden
Individual host
14–19 Oct
4.99 out of 5 average rating, 289 reviews
Top guest favourite
Apartment in Chepstow
Chepstow Apartment–Short Walk to Town&Free Parking
Individual host
26 Sept – 1 Oct
4.98 out of 5 average rating, 46 reviews