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Holiday Homes near Chepstow Castle

Chepstow Castle 1 Bridge Street, Chepstow NP16 5EY, Wales
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    Travellers to Chepstow are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    All 27 Rentals in Chepstow
    Tintern Abbey Cottage1 / 36
    (92)Excellent
    5.6 kilometres from Chepstow Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The Outlook at Underwood Farm with fantastic view and own private Hot Tub1 / 42
    (18)Excellent
    4.8 kilometres from Chepstow Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Holiday Home in the heart of the Wye Valley, Tintern1 / 11
    (7)Excellent
    5.9 kilometres from Chepstow Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Wibdon Barn - Your Home with a Pool1 / 14
    (59)Excellent
    4.2 kilometres from Chepstow Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • DVD Player
    • Secure Parking
    • Private Garden
    • Private Indoor Pool
    • Washer
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 2018
    We went to stay at Wibdon Barn for a little holiday this September and we were not disappointed. It’s a beautiful barn with a fantastic heated pool. You didn’t really need hot...
    Reviewed 17 September 2018
    Just had a lovely break with our friends in this lovely barn ,Good base for places about,The barn had everything you can think offWas like a home from homeThe swimming...
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    About this property
    You will find us just north of Chepstow in approximately 7 acres of grounds looking down onto the River Severn. The Barn has been recently renovated using local stone and has lovely views. It is well equipped with 2 bedrooms; one king sized with an en-suite upstairs and one bedroom with two single...
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    Forest of Dean, Gloucestershire
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Little Idyll, Maybee Glamping Luxury Shepherds Hut1 / 13
    (35)Excellent
    6.0 kilometres from Chepstow Castle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Central Heating
    • Private Garden
    • Patio
    • Grill
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Absolutely beautiful setting, the hut was amazing. Sharon & Lee we’re perfect hosts. Thank you xxxxx
    Reviewed 2 weeks ago
    We had the most relaxing weekend away at Little Idle. It's such a beautiful place inside and out. Everything you could possibly need is in this beautiful shepherds hut. It was...
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    About this property
    Little Idyll is a bespoke luxury Shepherds Hut for 2 adults. Set within a wildflower meadow with breathe taking views of the Wye Valley AONB and beyond. Sit back and relax with nature with our friendly pet farm animals as your neighbours. Make friends with the Alpacas, Pony, Pigs Alfi and Doris...
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    Shirenewton, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Medieval Manor House1 / 20
    (7)Very good
    7.5 kilometres from Chepstow Castle
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Parking
    • Washer
    • Private Garden
    • Central Heating
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 July 2017
    We enjoyed a wonderful week in the manor with family and friends. The weather was fine, so we always had breakfast outside. The kitchen was very modern and the whole house was...
    Reviewed 17 January 2017
    11 of us were staying over Xmas at the Manor. We were initially worried around 11 people and 2 bathrooms, but that turned out to be no issue at all. It is a wonderful house full...
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    About this property
    Step back in time and become Lords and Ladies of the Manor. Today this 800 year old manor is available for holiday vacation rentals to be enjoyed year round. A magnificent historic treasure, steeped in history, and once owned by Henry VIII. Experience the grandeur of living in royal luxury. So...
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    Caldicot, Monmouthshire
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    Riverside Cottage, Tintern, Monmouthshire1 / 18
    (8)Excellent
    6.3 kilometres from Chepstow Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Cable/satellite TV
    • DVD Player
    • Parking
    • Central Heating
    • Wi-Fi
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2018
    What a wonderfully tranquil place to stay. The cottage has fabulous amenities and nestles alongside the River Wye with beautiful views of Tintern Abbey. Lots of dog walks to...
    Reviewed 2 September 2018
    Great location for walking the dog. Cosy, clean and well equipped cottage with lovely views. Good choice of pub food locally.
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    About this property
    Right on the banks of the River Wye with amazing views over Tintern Abbey and the Forest of Dean, stands this detached 18th century stone cottage . It has it's own terrace adjacent to the river with railings, and a smaller lawned area with barbecue. The property comprises a spacious L-shaped...
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    Location Information
    Monmouthshire, Southern Wales
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5.7 kilometres from Chepstow Castle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Grill
    • Patio
    • Private Garden
    • Central Heating
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Orchard Cottage is situated in the rural location of Penterry, a peaceful Wye Valley hamlet steeped in history, yet within 10 minutes drive of the M4. A hidden sanctuary enjoying glorious, far-reaching views towards the Black Mountains from its prominent hillside position, and being an Area of...
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    Location Information
    Tintern, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The Retreat luxury Holiday Accommodation with Fantastic views and a Hot Tub1 / 39
    (3)Excellent
    4.8 kilometres from Chepstow Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Hot Tub
    • DVD Player
    • Grill
    • Central Heating
    • Patio
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 February 2018
    We stayed with our 2 young children during half term and had a fantastic week. We were given a really warm welcome and they were great hosts. The accommodation was comfortable...
    Reviewed 14 December 2017
    Fabulous accommodation. Fabulous location. Fabulous hosts. Make sure you have a slurp with Andy and Tracey in the garage........ nothing more to be said. X
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    About this property
    Purpose built luxurious holiday accommodation that can sleep up to six, Fully disabled, with assess ramp, electric disabled bed with side bars, and a wet room complete with removable disabled rails, toilet seat and frame and shower stool, all doors and passages have been built to fit a standard...
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    Location Information
    Lydney, Forest of Dean
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.9 kilometres from Chepstow Castle
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • 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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    BroadRock holiday let1 / 19
    (2)Very good
    2.0 kilometres from Chepstow Castle
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 May 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 23 January 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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2.6 kilometres from Chepstow Castle
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Grill
    • Central Heating
    • Washer
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this comfortable cosy boutique styled home. In extensive grounds with breathtaking views you might not want to venture out. But if you do... within a 3 mile radius you can enjoy the Medieval town of Chepstow with Castle, boutique shops, restaurants, coffee shops and bars, riding and diving...
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    Location Information
    Tidenham, Gloucestershire
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    The Welsh Gatehouse (Book for more nights and the price will decrease)1 / 17
    (69)Excellent
    3.5 kilometres from Chepstow Castle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Grill
    • Parking
    • Housekeeping Included
    • Wi-Fi
    • Shared Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    I booked a stay at the Welsh gatehouse for my partners birthday directly with Juliet, who could not have been more helpful from the onset. The drive up to the gatehouse along a...
    Reviewed 2 weeks ago
    Our stay in the gatehouse was amazing. It is a fabulous place, with every amenity you could wish for. It is such a relaxing place to unwind. A very special place which has left...
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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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    Chepstow, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Pet friendly Clares  Holiday Cottage with stunning views & green credentials1 / 17
    (61)Excellent
    5.6 kilometres from Chepstow Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Central Heating
    • Wi-Fi
    • Washer
    • Patio
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 September 2018
    Clare’s Cottage is a fantastic cottage. Very homely and cosy. The garden is wonderful, large and beautifully planted. We spent a lovely week here but wished it was longer. The...
    Reviewed 30 July 2018
    Just finished a lovely family holiday here. The cottage is large inside and really well equipped. The garden is really lovely and large the photos dont do it justice. The garden...
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    About this property
    Pet friendly detached 2 bed-roomed cottage sleeps up to 4 set in its own delightful lovingly tended garden with fabulous views to the surrounding Welsh countryside. Perfectly placed for exploring Wye Valley, Vale of Usk, Royal Forest of Dean and yet only 3 miles from the popular border town of...
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    Location Information
    Chepstow, Monmouthshire
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    0.1 kilometres from Chepstow Castle
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This end-terrace house sits in Chepstow, Monmouthshire and sleeps six people in three bedrooms.No8 Chepstow is a terrace townhouse in the Monmouthshire town of Chepstow. It comes with three super king-size bedrooms all with en-suite facilities, it can sleep up to six people. Also inside there is a...
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    Chepstow, Monmouthshire
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    7.3 kilometres from Chepstow Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Private Garden
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This modern Lodge is set between Caldicot and Caerwent in the grounds of the owner's home. The Lodge is in a lovely rural setting and is ideal for friends or a family looking to stay in this interesting location. You enter via the hallway which has the stairs and downstairs shower room leading...
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    Caldicot, Monmouthshire
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2.9 kilometres from Chepstow Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There are many fabulous walks right from the doorstep,including the Offa's Dyke Path. Nearby are many attractions including Wye Valley,Brecon Beacons and the Forest of Dean. The National Diving and Activity Centre is also nearby where you can enjoy zip wire rides,water walking and fly boarding as...
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    Tidenham, Gloucestershire
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    7.9 kilometres from Chepstow Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Dutch Barn is a converted farm shed in a beautiful, quiet country location, surrounded by the Severn Vales - just a mile from the old Severn Bridge and the close to the M4/M5 interchange at Almondsbury. We have three new apartments all boasting free parking, it's own kitchen/diner/lounge with...
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    Aust, Gloucestershire
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.1 kilometres from Chepstow Castle
    2 Bedrooms, 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
    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
    Private Room - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    5.9 kilometres from Chepstow Castle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Washer
    • Parking
    • Sauna
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This single-storey wing of the owners' home is situated 2.5 miles from Woolaston, close to Chepstow and sleeps two people.Fir Cottage is a single-storey wing of the owners' home, situated 2.5 miles from Woolaston, close to the historic town of Chepstow. This cottage sleeps two people and has one...
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    Location Information
    Tintern, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4.8 kilometres from Chepstow Castle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you're hoping to get away from it all, Anne's Hut plunges you into total seclusion amongst the greenery and the tranquillity of the Wye Valley. Equipped and furnished to a high standard, these shepherd's huts make ingenious use of space while including everything you need to enjoy your stay. One...
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    St. Arvans, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    6.1 kilometres from Chepstow Castle
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The traditional village of Tintern sits on the banks of the River Wye,steeped in history and home to a magnificent 12th century Abbey that dominates the landscape. The village is well served with two village inns,a cafe/village store where you can wander down to collect your bread and paper for...
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    Tintern, Monmouthshire
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Monkstone Studio1 / 7
    (4)Very good
    5.8 kilometres from Chepstow Castle
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2018
    Attached to the main bungalow the accommodation is a self contained studio with a bedroom (double bed), small kitchen diner to cater for four persons and a shower/toilet...
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    About this property
    Monkstone Studio is located in Chapel Lane in Tintern, backing onto open woodland, perfect for walking. The accommodation has recently been renovated and consists of a light and airy double bedroom, a kitchen/lounge with double sofa bed and a shower room. Situated a short walk from Tintern Abbey....
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    Tintern, Monmouthshire
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1.3 kilometres from Chepstow Castle
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • 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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    Chepstow, Monmouthshire
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 3
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    7.5 kilometres from Chepstow Castle
    7 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Internet Access
    • Terrace
    • Balcony
    • Parking
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Live like the Tudors at this true Medieval Manor in Wales - you’ll return from holiday with royal bragging rights, as it was once owned by Henry VIII. Ancient nooks and crannies are everywhere - your guests will love exploring the spiral staircases, touching the same stone walls as kings. Heavy oak...
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    Caldicot, Monmouthshire
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 16
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    Dolly's Barn with stunning views and green credentials1 / 10
    (30)Excellent
    5.5 kilometres from Chepstow Castle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Housekeeping Included
    • DVD Player
    • Patio
    • Central Heating
    • Washer
    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
    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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The Old Rectory1 / 24
    (7)Excellent
    7.7 kilometres from Chepstow Castle
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Secure Parking
    • DVD Player
    • Balcony
    • Central Heating
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 May 2017
    As part of an annual tradition, our group has sought out new locations every year to meet for a weekend. This property and location appealed immediately! Jane was very helpful...
    Reviewed 27 April 2017
    This is a most beautiful house in an ideal setting with some beautiful countryside around for long walks out by the river. The peaceful village has a pub and a small shop...
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    About this property
    The Old Rectory is a handsome manse that has been decorated and restored to a very high standard,incorporating all modern comforts, while retaining period features such as open fires in all rooms,working shutters and servants bells. Ideal for those seeking peace,as well as families wanting to...
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    Thornbury, Gloucestershire
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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