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Search results; Over 1,000 homes in Chepstow

Superhost
Look out over horses and hills from this secluded Monmouthshire farm apartment
1 bedroom, 2 beds, 1 private bath
Aug 18 – 23
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4.67 out of 5 average rating, 3 reviews
Top guest favorite
A 17th-century Chepstow cottage where you’ll find a secret door and castle views
4.88 out of 5 average rating, 543 reviews, 2 bedrooms, 2 beds, 1 bath
Oct 4 – 9
Top guest favorite
This Chepstow townhouse puts you near an ancient castle with a fireplace and garden
4.94 out of 5 average rating, 307 reviews, 2 bedrooms, 3 beds, 1.5 baths
Aug 30 – Sep 4
Top guest favorite
This 1790s Chepstow cottage gives you Wye Valley views and a log burner
4.97 out of 5 average rating, 108 reviews, 4 bedrooms, 5 beds, 2.5 baths
Aug 31 – Sep 6
Top guest favorite
This Georgian town house condo in the Forest of Dean gives you a patio and garden
4.95 out of 5 average rating, 75 reviews, 1 bedroom, 1 bed, 1 bath
Aug 13 – 18
Top guest favorite
This refurbished Chepstow flat puts you in a historic building near a castle
4.91 out of 5 average rating, 148 reviews, 2 bedrooms, 2 beds, 1 bath
Sep 12 – 17
Top guest favorite
This refurbished Chepstow guesthouse gives you a private entrance and garden
4.91 out of 5 average rating, 70 reviews, 1 bedroom, 1 bed, 1 bath
Aug 15 – 20
Top guest favorite
Private room
A spacious self-contained annexe in Chepstow with your own private entrance
4.97 out of 5 average rating, 398 reviews, 1 bedroom, 1 bed, 1 bath
Oct 11 – 16
Guest favorite
Climb the tower for extraordinary views at this 1270 Monmouthshire castle
4.93 out of 5 average rating, 201 reviews, 1 bedroom, 1 bed, 1 bath
Aug 16 – 21
Top guest favorite
This Arts & Crafts manor in the Forest of Dean gives you 27 acres and cliff-top hot tub views
5.0 out of 5 average rating, 38 reviews, 3 bedrooms, 3 beds, 1 bath
Nov 1 – 6
Top guest favorite
Private room
This quiet Wye Valley private suite gives you your own entrance and a garden
4.87 out of 5 average rating, 254 reviews, 2 beds, 1 bath
Aug 23 – 28
Top guest favorite
This spacious Pwllmeyric condo gives you a private entrance and outside patio
4.97 out of 5 average rating, 137 reviews, 1 bedroom, 1 bed, 1 bath
Oct 5 – 10
Top guest favorite
Look out over Chepstow Castle from this 17th-century cottage with a log fire
4.93 out of 5 average rating, 137 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 24 – 29
Top guest favorite
Private room
A quiet private room in Chepstow where you’re a 5-minute walk from a castle
4.98 out of 5 average rating, 176 reviews, 1 double bed, 1 bath
Nov 1 – 6
Guest favorite
This quiet countryside guesthouse puts you a mile from Chepstow with a private patio
4.96 out of 5 average rating, 175 reviews, 2 bedrooms, 2 beds, 2.5 baths
Aug 30 – Sep 4
Guest favorite
This bright, spacious Forest of Dean flat gives you a garden and kitchenette
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 5 beds, 1.5 baths
Aug 23 – 28
This 1800s stone cottage in Chepstow gives you a private garden and historic charm
New place to stay, 1 bedroom, 1 bed, 1 bath
Sep 1 – 6
Top guest favorite
This eco-friendly Oldbury-on-Severn barn puts you 50m from a riverside pub
4.99 out of 5 average rating, 92 reviews, 2 bedrooms, 3 beds, 1 bath
Sep 1 – 6
Top guest favorite
This modern Magor guesthouse gives you gated parking and a village a 5-minute walk away
4.95 out of 5 average rating, 530 reviews, 1 bedroom, 1 bed, 1 bath
Aug 23 – 28