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Chepstow Vacation Rentals

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    $172 Average
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    Travelers to Chepstow are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    All 14 Rentals in Chepstow
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Oakgrove Cottage1 / 24
    (13)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Spring Cottage1 / 18
    (14)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Maes-y-Gwy , working farm, hot tub,  park - 465081 / 18
    (11)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Hot Tub
    • Washer
    • Parking
    • Shared Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 8, 2015
    We had a wonderful holiday at the Maes-y-Gwy over Easter. Enjoyed every minute of it. The location is central (20 min from everything), it was peaceful, the kids playground was...
    Reviewed January 6, 2015
    We stayed for a few days just after new year to chill out and that's exactly what we did.The cottage was lovely and the owners were great, they let our kids collect eggs and...
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    About this property
    Set in 126 acres of beautiful open meadows, woodland and rolling hills on a working farm, Maes y Gwy Holiday Cottage in Monmouthshire has a hot tub (shared with one other cottage), large play area and games room. It is the perfect location to explore the attractions and sights on offer in the area...
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    Chepstow, Monmouthshire NP16
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    Clare's Cottage home from home in the country1 / 8
    (59)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Balcony
    • DVD Player
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 19, 2017
    A very good base from which to explore, but you may just want to stay in. Garden is lovely and the owner is very helpful
    Reviewed September 29, 2016
    Helen was very welcoming and helpful. Well equipped and ideal spot for touring the local area.She let us bring our well behaved cat which was brilliant.
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    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...
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    Chepstow, Monmouthshire NP16 6BX
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Maes-y-Felin Monmouthshire farmstay cottage- 463221 / 21
    (9)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Grill
    • Shared Yard
    • Parking
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 5, 2015
    Kids just loved the animals ! Within minutes of arriving they my 3yr old got to collect eggs! Which we then had for breakfast! Yum. my girls played on the swing/slide set just...
    Reviewed September 23, 2014
    We have just had our third stay at the cottage and I'm just as happy with it as we were the first time. Its fast becoming our favourite diver's retreat.
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    About this property
    Maes y Felin is a Holiday Cottage with a shared hot tub and is located on a working farm set in 126 acres of beautiful open meadows, woodland and rolling hills. There is a large playground and games room. It is the perfect location to explore the attractions and sights on offer in the area or for...
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    Chepstow, Monmouthshire NP16
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    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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    Chepstow, Monmouthshire NP16 5EY
    Private Room - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    Dolly's Barn1 / 5
    (24)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    The location is fantastic with wonderful scenery all around. The cottage was very clean and had all the facilities you could possibly want. There were many woodland walks...
    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...
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    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...
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    Location Information
    Chepstow, Monmouthshire NP16 6BX
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    BroadRock holiday let1 / 19
    (2)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 13, 2017
    A cottage that has been restored to perfection as a B&B, or to rent for a group. Spacious, clean and contemporary design. Rooms are large, as are the beds. Showers too are big...
    Reviewed January 22, 2017
    Two cottages have been combined to create a very spacious house on 3 levels. Each of the three bedrooms has its own ensuite, which was great, and there was a huge kitchen and...
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    About this property
    BroadRock holiday let is located in a unique position, the Offa's Dyke footpath runs through the garden with the house nestled on top of the Wye Valley cliffs. Located 1 mile outside of Chepstow town this is the perfect house to explore this area of outstanding natural beauty.
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    Chepstow, Monmouthshire NP16 7BN
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • DVD Player
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Chepstow, Monmouthshire NP16 7JR
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Parking
    • Grill
    • Patio
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Earlswood, Chepstow NP15
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    The Welsh Gatehouse1 / 17
    (57)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
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    The Gatehouse is a great place to stay because it is ideally located for trips out into the local area, whilst also being a peaceful hideaway if you just want to chill out...
    Reviewed April 27, 2017
    What a fabulous place to stay in..I booked this for a 4-day birthday break and the Gatehouse turned out to be far more romantic, quirky, cozy and thoroughly fabulous place to...
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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. <BR><BR>Stay from 1 night to 2 weeks. It...
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    Chepstow, Monmouthshire NP16 6HZ
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Central Heating
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Chepstow, Monmouthshire NP16 6HQ
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • DVD Player
    • Parking
    • Central Heating
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Chepstow, Monmouthshire NP16 6RQ
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • Local time: 05:38 AM (BST)
    • Exchange rate: 1 British Pounds = 1.27 U.S. Dollars
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