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Search results; Over 1,000 homes in Chepstow

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Top guest favourite
Castle in Chepstow
Welsh Gatehouse: Historical Castle with EV Charger
1 bedroom, 1 bed, 1 private bathroom
12–17 Oct
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4.93 out of 5 average rating, 203 reviews
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Cottage in Chepstow
Pineapple Cottage - Chepstow Town Centre (Wales)
2 bedrooms, 2 beds
9–14 Nov
4.88 out of 5 average rating, 554 reviews
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Townhouse in Chepstow
Chepstow Town. Welsh Cottage.
2 bedrooms, 3 beds
18–23 Oct
4.95 out of 5 average rating, 316 reviews
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Cottage in Chepstow
Character cottage, stroll to town, Wye Valley base
4 bedrooms, 5 beds
30 Nov – 6 Dec
4.97 out of 5 average rating, 115 reviews
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Flat in Monmouthshire
Cromwell House, Central Chepstow
2 bedrooms, 2 beds
11–16 Oct
4.9 out of 5 average rating, 155 reviews
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Guest house in Monmouthshire
The coachouse.
2 bedrooms, 2 beds
3–8 Oct
4.96 out of 5 average rating, 184 reviews
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Cottage in Chepstow
Chepstow, Forest of Dean | Sleeps 4 | Dog Friendly
2 bedrooms, 3 beds
26 Oct – 1 Nov
4.92 out of 5 average rating, 174 reviews
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Room in Tutshill
Freshfields
2 beds
10–15 Oct
4.87 out of 5 average rating, 276 reviews
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Home in Monmouthshire
Home in Chepstow
4 bedrooms, 4 beds
8–13 Nov
5.0 out of 5 average rating, 18 reviews
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Home in Tutshill
A most unusual Manor House
3 bedrooms, 3 beds
7–12 Nov
5.0 out of 5 average rating, 43 reviews
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Apartment in Pwllmeyric
Apartment Pwllmeyric (Chepstow) with parking
1 bedroom, 1 bed
18–23 Oct
4.97 out of 5 average rating, 148 reviews
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Cottage in Monmouthshire
Historic cottage opposite Chepstow Castle
2 bedrooms, 3 beds
17–22 Oct
4.93 out of 5 average rating, 145 reviews
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Place to stay in Monmouthshire
Self contained annexe with parking. In Chepstow.
1 bedroom, 1 double bed
27 Oct – 1 Nov
4.97 out of 5 average rating, 409 reviews
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Guest house in Monmouthshire
Self-contained Annexe, Chepstow
1 bedroom, 1 bed
2–7 Oct
4.91 out of 5 average rating, 77 reviews
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Home in Tutshill
Cottage with views over Chepstow Bridge
3 bedrooms, 3 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 7 reviews
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Apartment in Chepstow
Chepstow Apartment–Short Walk to Town&Free Parking
1 bedroom, 1 king bed
1–6 Oct
4.98 out of 5 average rating, 51 reviews
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Villa in Beachley
Sleeps 28, sauna, hottub, karaoke, games rm+cinema
7 bedrooms, 23 beds
1–6 Nov
4.97 out of 5 average rating, 89 reviews
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Cottage in Monmouthshire
Central Chepstow charming cottage
1 bedroom, 2 beds
3–8 Oct
5.0 out of 5 average rating, 14 reviews
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Barn in Monmouthshire
Craigo Barn Nature Retreat
2 bedrooms, 3 beds
11–16 Oct
4.95 out of 5 average rating, 19 reviews