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Search results; Over 1,000 homes in Chepstow

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Guest favourite
Castle in Chepstow
Welsh Gatehouse: Historical Castle with EV Charger
1 bedroom, 1 bed, 1 private bathroom
20–25 Oct, Individual host
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4.93 out of 5 average rating, 202 reviews
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Cottage in Chepstow
Pineapple Cottage - Chepstow Town Centre (Wales)
Individual host
5–10 Sept
4.88 out of 5 average rating, 547 reviews
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Room in Tutshill
Freshfields
Individual host
19–24 Sept
4.86 out of 5 average rating, 262 reviews
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Guest house in Monmouthshire
The coachouse.
Individual host
6–11 Sept
4.96 out of 5 average rating, 179 reviews
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Home in Tutshill
A most unusual Manor House
Business host
1–6 Nov
5.0 out of 5 average rating, 40 reviews
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Guest favourite
Apartment in Pwllmeyric
Apartment Pwllmeyric (Chepstow) with parking
Individual host
5–10 Oct
4.97 out of 5 average rating, 139 reviews
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Home in Tutshill
Cottage with views over Chepstow Bridge
Individual host
6–11 Sept
New place to stay
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Top guest favourite
Villa in Beachley
Sleeps 28, sauna, hottub, karaoke, games rm+cinema
Business host
1–6 Nov
4.96 out of 5 average rating, 81 reviews
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Place to stay in Monmouthshire
Self contained annexe with parking. In Chepstow.
Individual host
19–24 Oct
4.97 out of 5 average rating, 404 reviews
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Room in Chepstow
Quiet room with double bed & private bathroom.
Individual host
1–6 Nov
4.98 out of 5 average rating, 176 reviews
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Guest favourite
Cottage in Tutshill
Clock Cottage - Luxury 2 bed Holiday Let
Business host
2–7 Sept
4.88 out of 5 average rating, 24 reviews
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Flat in Monmouthshire
Cromwell House, Central Chepstow
Individual host
11–16 Oct
4.9 out of 5 average rating, 151 reviews
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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
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Cottage in Monmouthshire
Historic cottage opposite Chepstow Castle
Individual host
17–22 Oct
4.93 out of 5 average rating, 138 reviews
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Apartment in Chepstow
Chepstow Apartment–Short Walk to Town&Free Parking
Individual host
7–12 Sept
4.98 out of 5 average rating, 45 reviews
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Top guest favourite
Cottage in Saint Arvans
Cheerful 3 bedroom cottage a walkers Parìdice!
Business host
7–12 Sept
4.97 out of 5 average rating, 176 reviews
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Cottage in Monmouthshire
Central Chepstow charming cottage
Individual host
1–6 Sept
5.0 out of 5 average rating, 5 reviews
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Apartment in Monmouthshire
Castle House Apartment 3 Georgian town house
Individual host
1–6 Sept
4.95 out of 5 average rating, 76 reviews
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Top guest favourite
Room in Pwllmeyric
King size room in quiet village location
Individual host
1–6 Sept
4.98 out of 5 average rating, 87 reviews