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Chepstow Vacation Rentals

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    Travelers to Chepstow are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 8
    5 of 5 bubbles (59) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 24
    5 of 5 bubbles (13) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 18
    4.5 of 5 bubbles (13) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 18
    5 of 5 bubbles (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
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Chepstow, Monmouthshire NP16
    5 of 5 bubbles 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 a...
    5 of 5 bubbles 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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    1 / 21
    4.5 of 5 bubbles (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
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Chepstow, Monmouthshire NP16
    4 of 5 bubbles 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...
    5 of 5 bubbles 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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    1 / 34
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Private Yard
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Chepstow, Monmouthshire NP16 6HZ
    1 / 5
    5 of 5 bubbles (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 bubbles 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 bubbles 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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    1 / 19
    4.5 of 5 bubbles (2) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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. View all property information
    Location Information
    Chepstow, Monmouthshire NP16 7BN
    5 of 5 bubbles Reviewed 1 week ago
    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 and...
    4 of 5 bubbles 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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    1 / 23
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • DVD Player
    • Parking
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    Chepstow, Monmouthshire NP16 7JR
    1 / 15
    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
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    Chepstow, Monmouthshire NP16 6RQ
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    1 / 13
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Central Heating
    • Satellite TV
    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    Chepstow, Monmouthshire NP16 6HQ
    1 / 24
    Private Room, 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
    • 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 / 22
    Earlswood
    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
    • Child-friendly
    • ?
    • Smoking allowed
    Location Information
    Earlswood, Chepstow NP15
    1 / 17
    5 of 5 bubbles (56) 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 bubbles Reviewed 4 weeks ago
    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...
    5 of 5 bubbles Reviewed April 20, 2017
    This location was so serene and relaxing. The atmosphere allowed us to recharge our batteries whilst allowing our imagination to run wild. Whether solitude or activity is required...
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    Additional Chepstow Info

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    • Local time: 02:42 AM (BST)
    • Exchange rate: 1 British Pounds = 1.30 U.S. Dollars