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Holiday Rentals in Chepstow

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    Travellers to Chepstow are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    All 10 Rentals in Chepstow
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    Pet friendly Clares  Holiday Cottage with stunning views & green credentials1 / 17
    (61)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Oakgrove Cottage1 / 24
    (20)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    BroadRock holiday let1 / 19
    (2)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    The Welsh Gatehouse (Book for more nights and the price will decrease)1 / 17
    (73)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Parking
    • Housekeeping Included
    • Wi-Fi
    • Shared Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2019
    The Welsh Gatehouse is a rare and beautiful find. Immediately upon arrival one recognises that is a very special property (and that is before you find the extensive history...
    Reviewed 2 May 2019
    This is a fantastic place to stay, the gatehouse is just amazing. So much history and such a unique place. Everything you need is there and it is very clean and beautifully...
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    About this property
    A luxury award winning period property, built in the time of Edward I, (we think it was built approx 1270). This Grade II* medieval hideaway boasts seven hundred years of history - and with its towers it feels like you are living in a fairy tale castle. Stay from 1 night to 2 weeks. It is...
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    Location Information
    Chepstow, Monmouthshire NP16 6HZ
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Dog friendly Dolly's Barn Barn with stunning views & green credentials1 / 8
    (30)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Washer
    • Grill
    • Outdoor Dining Area
    • Central Heating
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 October 2018
    Such a warm cosy atmosphere and a welcoming host at Dolly's Barn. Easy to find and everything you could need provided. Amazing country side on your doorstep , a visit from the...
    Reviewed 15 September 2018
    Dolly's Barn is compact and comfortable with lovely views across the surrounding countryside. Everything we needed was available and we could truly relax in great surroundings...
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    About this property
    A lovely light and airy single storey property with green credentials anddog friendly converted from a stone outbuilding. Situated in its own grounds adjacent to a a paddock presently being restored to a wild flower meadow, it has stunning views to the surrounding countryside. Heated by a carbon...
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    Chepstow, Monmouthshire NP16 6BX
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Parking
    • Private Garden
    • Wi-Fi
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you have ever fancied staying in an old Manor House then you will love this place. Roaring log fires in the winter and a walled garden in the summer, it is a real find. Split into two separate homes this historic house would suit business travellers and /or families as it is situated in a...
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    Location Information
    Chepstow, Monmouthshire NP16 6HZ
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    Spring Cottage1 / 18
    (17)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Washer
    • Grill
    • Central Heating
    • Parking
    • Outdoor Dining Area
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2019
    We stayed at the cottage in June 2019 and had a lovely break. The cottage is in a good location if you want a nice peaceful break away. Lots of walks right on the doorstep...
    Reviewed 17 September 2018
    We loved this cottage. Tucked away and traditional but modern in its functions and equipment, it has the well-cared-for feel that is lacking in so many holiday cottages. We were...
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    About this property
    Spring Cottage enjoys a beautiful setting surrounded by indigenous forest set above the River Wye, only 5 minutes from Tintern. Visit Wales accredited with 5 stars, the cottage features two spacious bedrooms, kitchen with dining area, lounge with wood burner, detached conservatory and extensive...
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    Location Information
    Chepstow, Monmouthshire NP16 7PE
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Central Heating
    • Balcony
    • Porch
    • Outdoor Dining Area
    • Wi-Fi
    • Patio
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ty’r Castell - (Welsh for ‘House of the Castle’) is a Grade II listed town house in Bridge Street, which leads from Chepstow (Welsh: Cas-gwent) town centre to the famous bridge crossing the River Wye between Wales and England. This three storey recently renovated town house offers superb quality...
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    Location Information
    Chepstow, Monmouthshire NP16 5EY
    Private Room - 2 Bedrooms, 4 Bathrooms, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Private Garden
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This delightful 1 room only apartment situated in the heart of Chepstow Racecourse comes fully equipped with bacci, thatchers and a warm welcome! If you’re looking for a comfortable & fun stay at Balter festival then look no further than Bunce’s Balter B&B! With group activities running 24 hours a...
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    Location Information
    Chepstow, Monmouthshire NP16 6DP
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 3
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Private Garden
    • Washer
    • Parking
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This wonderful three-storey detached house is situated on the outskirts of Chepstow, in Wales and can sleep seven people in four bedrooms.2 Alcove Wood is a lovely detached house on the outskirts of Chepstow, in Wales. Hosting four bedrooms: two doubles, one single and one king-size, sleeping a...
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    Location Information
    Chepstow, Monmouthshire NP16 6DT
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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