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Holiday Rentals near Chepstow Racecourse

Chepstow NP16 6BE, Wales
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    All 22 Rentals in Chepstow
    The Outlook at Underwood Farm with fantastic view and own private Hot Tub1 / 42
    (29)Excellent
    5.2 kilometres from Chepstow Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Tintern Abbey Cottage1 / 37
    (95)Excellent
    4.9 kilometres from Chepstow Racecourse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Foxes Reach (Holiday Cottage  Nr Tintern, Wales)1 / 41
    (58)Excellent
    8.0 kilometres from Chepstow Racecourse
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    4.0 kilometres from Chepstow Racecourse
    3 Bedrooms, 3 Bathrooms, Sleeps 9 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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    Chepstow, Monmouthshire
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    Oakgrove Cottage1 / 24
    (26)Excellent
    7.8 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Private Garden
    • Balcony
    • Central Heating
    • Terrace
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2021
    Small and perfectly formed. This is a lovely little cottage set in the beautiful Welsh /English board countryside. The views are stunning and the nights very, very dark so you...
    Reviewed 30 June 2021
    We had such a fantastic stay at Oakgrove cottage. We spent a week there at the end of May, just as the weather turned very sunny and warm. The cottage is set in such a peaceful...
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    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...
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    Chepstow, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Medieval Manor House1 / 20
    (18)Very good
    7.3 kilometres from Chepstow Racecourse
    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 14 September 2021
    We would never have discovered the quiet little town of Caldicot had it not been for the Manor House - but yet it is brilliantly situated for travelling from any direction. It...
    Reviewed 16 July 2021
    We had a wonderful stay at the Llanthony Secunda Manor with a group of friends. Initially we had booked via Airbnb months before the stay (we didn't know we could book direct at...
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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
    Pet friendly Clares  Holiday Cottage with stunning views & green credentials1 / 17
    (62)Excellent
    4.2 kilometres from Chepstow Racecourse
    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 8 April 2021
    Clare’s cottage is a real home from home and comfortably furnished with some really interesting vintage pieces, which is unusual for a holiday cottage. We spent cosy evenings by...
    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...
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    About this property
    Pet friendly detached 2 bed-roomed cottage with eco credentials sleeps up to 4 set in its own delightful lovingly tended organic garden with fabulous views to the surrounding Welsh countryside. Perfectly placed for exploring Wye Valley, Vale of Usk, Royal Forest of Dean and a 35 minute drive to...
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    Location Information
    Chepstow, Monmouthshire
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Riverside Cottage, Tintern, Monmouthshire1 / 18
    (12)Excellent
    5.5 kilometres from Chepstow Racecourse
    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 5 June 2021
    The cottage is well equipped with everything needed for a relaxing break. The panoramic views of the Wye valley and river from the terrace made us think that we had somehow gone...
    Reviewed 8 March 2019
    Stayed at Riverside cottage which was warm, well equipped, extremely comfortable and welcoming nestling on the banks of the River Wye with stunning views of Tintern Abbey...
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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, South Wales
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    4.6 kilometres from Chepstow Racecourse
    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
    The Retreat luxury Holiday Accommodation with Fantastic views and a Hot Tub1 / 39
    (9)Excellent
    5.1 kilometres from Chepstow Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 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 9 June 2021
    We stayed in The Retreat, which is well equipped and comfortable. The private hot tub is a great place to sit and look at the views. The owners have put a lot of hard work...
    Reviewed 16 March 2020
    Hi , Just returned from The Retreat for a weekend with my partner and our friends. We absolutely loved the stay. Photos definatley dont do it justice. Andy and Tracey were both...
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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 4
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    The Welsh Gatehouse: Decontamination between guests.1 / 17
    (76)Excellent
    4.0 kilometres from Chepstow Racecourse
    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 26 July 2020
    Booked this as a surprise weekend away for my husbands 30th as he has always said he's wanted to his own castle. Such a fab quirky place to stay he absoloutely loved it! From...
    Reviewed 8 May 2020
    Fantastic place to stay. Has everything you need and is very clean. Host (Juliet) was so helpful. Photos on website and online dont do it justice. Its wonderful. Highly...
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    About this property
    PLEASE NOTE THAT THE SPECIAL OFFER PRICES FOR THIS PROPERTY ARE BELOW - AT THE BOTTOM OF THIS LISTING - THEY ARE CHEAPER THAN THE PRICE YOU'LL BE QUOTED BY TRIPADVISOR COVID DECONTAMINATION: Due to the COVID-19 crisis, the Gatehouse will be decontaminated prior to the commencement of ALL guest...
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    Location Information
    Chepstow, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Dog friendly Dolly's Barn Barn with stunning views & green credentials1 / 8
    (30)Excellent
    4.2 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • 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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Anne's Hut (Monmouthshire)1 / 18
    (1)Excellent
    3.6 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 October 2020
    Sadly our trip to Anne's Retreat was rescheduled twice due to covid and in the end cancelled due to local lockdowns. Such a shame we did not have the opportunity to visit but...
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    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
    Ty'r Castell Band B, Chepstow, Monmouthshire1 / 24
    (1)Excellent
    1.5 kilometres from Chepstow Racecourse
    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
    Reviewed 25 August 2021
    A faultless stay with happy hosts , we wanted for nothing, brilliant breakfast too! Felt free to enjoy ourselves
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    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
    6.0 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Hot Tub
    • DVD Player
    • Washer
    • Wi-Fi
    • Parking
    • Central Heating
    • Sauna
    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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    Tintern, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    7.6 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vegan and Vegetarian guests ONLY please. Owned by long term vegans, we try to be as earth-friendly and ecological as possible and being vegan is part of this philosophy of life. The Studio offers a home from home environment for our guests who are wanting to truly relax and escape from the everyday...
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    Tintern, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    1.9 kilometres from Chepstow Racecourse
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Private Garden
    • Central Heating
    • Parking
    • Wi-Fi
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This detached bungalow rests in Chepstow, Monmouthshire and can sleep three people in two bedrooms.Trewyn is a detached bungalow resting in Chepstow in Monmouthshire. Hosting two bedrooms; a king-size and a single, along with a shower room, this property can sleep up to three guests. There is a...
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    Chepstow, Monmouthshire
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
    8.0 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Grill
    • Balcony
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Woodsman's Cabin is situated on the edge of our sustainably managed coppice woodland with panoramic views of The Severn Estuary. The expansive covered decking area gives breath taking views of the stunning Severn Estuary you can sit back with a cup of coffee and watch the tides roll in and out....
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    Saint Briavels, Lydney
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 4
    8.0 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Terrace
    • Central Heating
    • Private Garden
    • Secure Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Coppice Cabin is a luxuriously built eco-friendly cabin situated right on the edge of our sustainably maintained coppice woodland. The expansive covered decking area gives you views into our gorgeous woodland and out over the panorama of the Severn estuary. If a quiet break away in the...
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    Saint Briavels, Lydney
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 4
    7.0 kilometres from Chepstow Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
    • Wi-Fi
    • Washer
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Portskewett, Monmouthshire
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Charming Spacious Open-plan Studio In The Heart Of Monmouthshire1 / 15
    (37)Excellent
    4.5 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
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    • Internet Access
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    Pet friendly
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    Smoking allowed
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    Llanvair Discoed, Chepstow
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    5.7 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Tidenham, Gloucestershire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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