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Holiday Rentals nearby Chepstow Racecourse

St. Lawrence Road, Piercefield Park, Chepstow NP16 6EH, Wales
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    Travellers to Chepstow are booking June dates now. Secure your holiday home today, and have the perfect trip.
    All 22 Rentals in Chepstow
    The Outlook at Underwood Farm with fantastic view and own private Hot Tub1 / 30
    (32)Excellent
    5.2 kilometres from Chepstow Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Tintern Abbey Cottage1 / 43
    (102)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 / 40
    (64)Excellent
    8.0 kilometres from Chepstow Racecourse
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    If you have ever fancied staying in an old Manor House  you will love it here1 / 35
    (1)Excellent
    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
    (33)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 11 October 2023
    Amazing place, just what we like, amazing hosts, peaceful, private and spotlessly clean. The bonus for us was the badgers!! Where else can you watch badgers from the lounge...
    Reviewed 1 October 2023
    Lovely remote cottage. Quiet and peaceful. Near to lots of lovely walks and eateries! Nearby owners were very personable and helpful.
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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
    Orchard Cottage (Monmouthshire)1 / 14
    (1)Excellent
    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
    Reviewed 28 January 2022
    A beautiful cottage for a romantic getaway. You can walk to cafes, pubs and the forest from the front door. Easy access to Tintern and the Wye River. Great kitchen for cooks.
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    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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    Tintern, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    The Retreat luxury Holiday Accommodation with Fantastic views and a Hot Tub1 / 36
    (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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    Lydney, Forest of Dean
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    The Welsh Gatehouse - Like living in your very own castle1 / 17
    (87)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
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Beautiful Unique property in a fantastic location and everything you could want a real home from home. It really is a lovely place to visit
    Reviewed 4 April 2024
    An absolutely wonderful place to stay. Thoroughly enchanting and so well equipped. Juliette and William could not have been more helpful. This is a very special place and a...
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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 THE WELSH GATEHOUSE A luxury award winning period property, built in the time of Edward I, (we think it was built approx 1270)....
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    Chepstow, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Anne's Hut (Monmouthshire)1 / 18
    (3)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 30 October 2022
    We came to Anne's Retreat to experience the shepherd's hut way of life and explore the local area. We had high hopes after viewing it online and chatting to Euan, but the stay...
    Reviewed 28 March 2022
    My partner was given a 4 night break here as a gift for her 50th birthday from her boss.I will start with the ONLY negative... it is a very challenging 2-3 mile drive to get...
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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
    1.4 kilometres from Chepstow Racecourse
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Washer
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vauxhall Cottage is a hidden gem - a 3 bedroom detached cottage a short stroll from Chepstow’s historic town centre: handy for shops and amenities - with easy access to the countryside. Dating from 1790s, the updated and comfortable home has a large farmhouse kitchen, big lounge, garden room,...
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    Chepstow, Monmouthshire
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Resilient Woodlands Retreat - Woodsman's Cabin1 / 6
    (3)Excellent
    7.4 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Terrace
    • Balcony
    • Hot Tub
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 December 2023
    My boyfriend and I have just returned from staying at this cabin, and we had the most wonderful little stay. As soon as we entered the private land, we realised how secluded we...
    Reviewed 11 November 2023
    Beautiful location, stunning views and lots of privacy. The accommodation is so warm and cozy, we were too hot with the log burner on at the end of October! The cabin is...
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    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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    Lydney, Forest of Dean
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 4
    7.2 kilometres from Chepstow Racecourse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Hot Tub
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Country Lodge Retreat is located on the edge of the Forest of Dean and within walking distance of the River Severn. Country Lodge Retreat offers guests a great location to holiday and explore the local area. The lodge is located within the grounds of the owner's home, so whilst it offers plenty...
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    Lydney, Forest of Dean
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    7.6 kilometres from Chepstow Racecourse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Central Heating
    • Grill
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A cosy and tastefully fully furnished characterful detached stone and lime rendered cottage with stunning views, in the sought after village of Brockweir, providing a rural retreat for relaxing and enjoying outdoor activities. The accommodation comprises two bedrooms, (sleeps 4) lounge, dining...
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    Chepstow, Monmouthshire
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Owlsnest hideout in Brockweir  near Tintern ANOB1 / 15
    (10)Excellent
    6.6 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Hot Tub
    • Housekeeping Included
    • Wi-Fi
    • Central Heating
    • Grill
    • Patio
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 April 2024
    We’ve just returned from a two night stay at The Owls Nest Hideout and it was everything we had hoped for and more. The converted barn is beautiful, clean and very homey. Lucy...
    Reviewed 11 April 2024
    This was our second visit to the Owls Nest Hideout and we will definitely be coming back. The location (with the views over the valley) and the house itself, provide everything...
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    About this property
    A beautiful stylish eco barn set in its own fields in the heart of the Wye Valley. Perfect for nature loving couples who want somewhere special for a holiday , a night or two away or celebrating a special occasion. Scandinavian wood fired hot tub available for hire . Stunning location with stunning...
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    Tintern, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    4.6 kilometres from Chepstow Racecourse
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Granary near Chepstow, Monmouthshire sleeps eight guests in three bedrooms.The living areas in this cottage consist of a kitchen/diner with Rangemaster oven and hob, microwave, fridge/freezer, dishwasher and dining seating for eight, a utility with washer/dryer and a sitting room with electric...
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    Tintern, Monmouthshire
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    3.7 kilometres from Chepstow Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Washer
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just on the edge of the Wye Valley, Wallhope Retreat is a break away from the real world. The cottage sits overlooking fields of cattle, to the River Severn and Old Severn Bridge, further beyond to see planes coming into Bristol airport and through to the Mendip Hills right in the distance. It is a...
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    Chepstow, Monmouthshire
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Dolly's Barn with stunning views and green credentials1 / 10
    (30)Excellent
    4.1 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Housekeeping Included
    • Central Heating
    • Parking
    • Private Garden
    • DVD Player
    • Patio
    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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    Chepstow, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Resilient Woodlands Retreat - Coppice Cabin1 / 5
    (5)Excellent
    7.4 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
    Reviewed 17 August 2023
    We stayed here for 2 nights to celebrate our 20th wedding anniversary!It was the perfect stay, the coppice cabin is beautiful! We added the option of the bbq and was lovely to...
    Reviewed 31 May 2023
    We arrived to the beautiful view and the only sound was bird song. Gorgeous cabin, well equipped, gorgeous location with a lovely log burning hot tub with gorgeous views...
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    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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    Location Information
    Lydney, Forest of Dean
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 4
    Clare's Cottage home from home in the country1 / 11
    (64)Excellent
    4.2 kilometres from Chepstow Racecourse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Balcony
    • DVD Player
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 July 2023
    We stayed in Clares cottage for a week with our dog. The beautiful large enclosed garden was wonderful. The views from the back of the cottage are amazing. The cottage has all...
    Reviewed 19 June 2023
    We had the most magical few days at Clare’s cottage last week (12th June 2023). The location is absolutely beautiful, particularly the garden which is huge, was totally secure...
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    About this property
    Clare's Cottage is pet friendly with a home from home atmosphere and green credentials.. It has the country 'must have' of a wood-burning stove together with eco friendly Carbon neutral central heating and electric provided by Solar panels. There is also an electric car charger for use by...
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    Chepstow, Monmouthshire
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1.9 kilometres from Chepstow Racecourse
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Chepstow, Monmouthshire
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    5.7 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    • Private Garden
    • Central Heating
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    Pet friendly
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    Smoking allowed
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    Tidenham, Gloucestershire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Medieval Manor1 / 28
    (1)Excellent
    7.3 kilometres from Chepstow Racecourse
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    Reviewed 3 January 2024
    The characterful medieval house made for a unique experience. Beautiful details and engravings to be found on four poster beds and beams in the rooms. Pleased with the outings...
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    About this property
    The Medieval Manor is in the village of Caldicot, conveniently located near the M4 and M5 Motorways. You and your guests will love the manor which is perfect for families, special celebrations and large groups. ----The accommodation comprises the first and second floors of the medieval manor...
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    Caldicot, Monmouthshire
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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