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Vacation Rentals in Chepstow, Wales

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    $108 Average
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    Travelers to Chepstow are booking September dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 16
    4.5 of 5 stars (9) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 17
    5 of 5 stars (11) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 18
    4.5 of 5 stars (12) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 24
    5 of 5 stars (10) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
    • Private Yard
    • Balcony
    • Central Heating
    • Terrace
    • DVD Player
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This four star detached stone cottage provides a rural retreat as a base for relaxing and enjoying outdoor activities. Tastefully and thoughtfully converted it is perfectly suited to two people. The accommodation comprises one bedroom, an open plan lounge-diner, and small kitchen. There is a... View all property information
    Location Information
    Chepstow, Monmouthshire NP16 7NT
    5 of 5 stars Reviewed 3 weeks ago
    Great little place to stay. Good location - walking distance to Offa's Dyke, Wye River walks, and Tintern Abbey. A short drive from Brecon Beacons, Llanthony Priory and only about...
    5 of 5 stars Reviewed July 5, 2016
    We enjoyed an excellent week at Oakgrove. The accommodation was very comfortable, the surroundings extremely relaxing and the entertainment, provided by the local badgers, was...
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    1 / 24
    Private Room, 4 Bathrooms, Sleeps 4 | Quick View
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    • Central Heating
    • Balcony
    • Porch
    • Outdoor Dining Area
    • Wi-Fi
    • Patio
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Chepstow, Monmouthshire NP16 5EY
    1 / 14
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Washer
    • Shared Outdoor Pool...
    • Parking
    • DVD Player
    • Wi-Fi
    • Central Heating
    • Balcony
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    1 bedroom dog friendly cottage with a private balcony and wonderful views overlooking the grounds and countryside beyond. It has a cosy open plan kitchen/lounge dining room and a large superking or twin bedroom with French Doors leading to the balcony. The bathroom has bath and shower over.<BR>The... View all property information
    Location Information
    Chepstow, Monmouthshire NP16 6RD
    5 of 5 stars Reviewed April 19, 2015
    Parsons Grove is a beautiful spot to stay in. The view of the hills, woods and fields from our balcony was just lovely. The cottage gave us everything we needed for the week and...
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    1 / 52
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
    • DVD Player
    • Satellite TV
    • Balcony
    • Central Heating
    • Patio
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Explore the beautiful Wye Valley, Symonds Yat and the Black Mountains or visit Cardiff, Bristol and Bath (all within an hour of Monmouth by car). Carpenters Cottages Are new for August 2011 . You are made most welcome here in this Area of Outstanding Natural Beauty all through the year - Winter or... View all property information
    Location Information
    Chepstow, Monmouthshire NP166QH
    5 of 5 stars Reviewed November 16, 2011
    I received a warm welcome from Joy & John on arrival, both live at The Carpenters Arms pub which is situated on the grounds of the cottage (handy), The cottage itself is very well...
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    1 / 17
    5 of 5 stars (49) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Parking
    • Washer
    • DVD Player
    • Grill
    • Shared Yard
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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. <BR><BR>Stay from 1 night to 2 weeks. It... View all property information
    Location Information
    Chepstow, Monmouthshire NP16 6HZ
    5 of 5 stars Reviewed 3 weeks ago
    Truly cannot fault the experience we had at The Welsh Gatehouse. The location and setting are beautiful and the property itself oozes character whilst still being tastefully...
    5 of 5 stars Reviewed May 27, 2016
    I wanted somewhere quiet and romantic for our few days away after our wedding and have used Alistair Sawday's website before to find fantastic places to stay. This did not...
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    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Private Yard
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    CONTEMPORARY GARDEN COTTAGE IN MAGOR VILLAGE, A PERFECT ROMANTIC GETAWAY<br><br>This wonderful garden cottage has been renovated to a very high standard to provide stylish and spacious accommodation. Interlinked with the main house around a courtyard, this is a perfect getaway for couples that want... View all property information
    Location Information
    Chepstow, Monmouthshire NP26 3HY
    1 / 8
    5 of 5 stars (57) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Patio
    • Balcony
    • DVD Player
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Clare's Cottage is pet friendly with a home from home atmosphere. It has the country 'must have' of a wood-burning stove together with eco friendly central heating. There is a separate fully fitted kitchen with small breakfast table with views to the garden and bird feeding area. The lounge is... View all property information
    Location Information
    Chepstow, Monmouthshire NP16 6BX
    5 of 5 stars Reviewed May 15, 2016
    I can only repeat what everyone else says about Clare's cottage. This is a very easy to live in cottage with comfortable sofa's and furnishings in the lounge, very well equipped...
    5 of 5 stars Reviewed August 8, 2014
    Friendly and warm welcome. Cottage was very clean throughout and very well equipped. The garden was superb, my boys (aged 5 and 2) loved the secure, well kept garden and...
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    1 / 5
    5 of 5 stars (23) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • DVD Player
    • Patio
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Dolly's Barn is a light airy recently converted single storey small barn with lovely views to the surrounding countryside. An open plan roomy lounge/kitchen which has stripped wooden floors and kemin rugs, contemporary furnishings and wood-burning stove. It's also centrally heated by an eco... View all property information
    Location Information
    Chepstow, Monmouthshire NP16 6BX
    5 of 5 stars Reviewed October 19, 2015
    We enjoyed a lovely holiday in Dolly's Barn early in October. The barn and facilities more than matched the description and Helen was very welcoming friendly and helpful. The...
    5 of 5 stars Reviewed June 3, 2015
    My wife and I (plus huge Leonberger!) have just spent a great week at Dolly's Barn, and it lived up to all expectations from others' comments. It is light, airy, cosy and...
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