The 10 best holiday rentals in Chepstow, UK | Booking.com
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Holiday Rentals in Chepstow

Find the holiday rentals that appeal to you the most

The best holiday rentals in Chepstow

Check out our pick of great holiday rentals in Chepstow

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Most booked holiday rentals in Chepstow and surroundings in the past month

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Enjoy breakfast in Chepstow and nearby

  • Old Ferry View

    Bristol
    Breakfast options
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 221 reviews

    Featuring river views, Old Ferry View provides accommodation with a garden and a patio, around 18 km from Clifton.

    From US$134.31 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 697 reviews

    Set in a 17th-century former farmhouse just metres from the banks of the River Wye, Parva Guesthouse is less than a mile from historic Tintern Abbey.

    From US$141.81 per night

  • The Lychgate

    Caldicot
    Breakfast options
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 241 reviews

    Located in Caldicot and only 28 km from Bristol Parkway Station, The Lychgate provides accommodation with garden views, free WiFi and free private parking.

    From US$155.31 per night

  • The Woolaston Inn

    Lydney
    Breakfast options
    Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 435 reviews

    Located 30 km from Bristol Parkway Station, The Woolaston Inn offers 1-star accommodation in Lydney and features a garden, a terrace and a bar.

    From US$94.54 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 141 reviews

    Set in Lydney and only 31 km from Bristol Parkway Station, Swan House Tea Room and Bed & Breakfast offers accommodation with garden views, free WiFi and free private parking. 37 km from Cabot Circus...

    From US$185.03 per night

  • No8 Chepstow

    Chepstow
    Breakfast options
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 183 reviews

    Located in Chepstow and with Bristol Parkway Station reachable within 22 km, No8 Chepstow provides express check-in and check-out, allergy-free rooms, a garden, free WiFi and a terrace.

  • Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 188 reviews

    Located in Chepstow, 24 km from Bristol Parkway Station, Sedbury Farm Cottages has a garden, private parking and rooms with free WiFi access.

  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 50 reviews

    Housed in a historic building, Broadrock Accommodation - Clock Cottage features accommodation with water sports facilities and free WiFi in Chepstow, 25 km from Bristol Parkway Station.

Highly rated holiday rentals in Chepstow and nearby

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 325 reviews

    Situated 41 km from Cabot Circus, 41 km from Clifton and 42 km from Bristol Temple Meads Station, Charming cottage within farmhouse provides accommodation set in Monmouth.

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 31 reviews

    Set in Mathern, in a historic building, 23 km from Bristol Parkway Station, Welsh Gatehouse, Historic Castle which can cater for Electric Vehicle is a holiday home with free bikes and garden.

    From US$425.42 per night
  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 16 reviews

    The Stables Trap Farm is located in Wolves Newton, 36 km from Cabot Circus, 36 km from Clifton, as well as 37 km from Bristol Temple Meads Station.

  • Wye Valley Hotel

    Tintern
    8.0+ review score
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 412 reviews

    Situated in Tintern, in a historic building, 30 km from Bristol Parkway Station, Wye Valley Hotel is a guest house with a garden and bar.

    From US$178.95 per night
  • Scored out of 10, guest rating 9.9
    Exceptional - What previous guests thought, 35 reviews

    Boasting a hot tub, Country Lodge Retreat is set in Lydney. This property offers access to a patio, free private parking and free WiFi. The holiday home has a hot tub and bicycle parking.

  • Mill Meadows

    Portskewett
    8.0+ review score
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 46 reviews

    Set 28 km from Bristol Parkway Station, Mill Meadows offers accommodation with free WiFi and free private parking. Located 35 km from Clifton, the property features a garden.

  • Edge Barn

    Woolaston
    8.0+ review score
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 193 reviews

    Situated in Woolaston and only 30 km from Bristol Parkway Station, Edge Barn features accommodation with garden views, free WiFi and free private parking.

  • Bilsham Meadows

    Bristol
    8.0+ review score
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 5 reviews

    Situated 16 km from Clifton, Bilsham Meadows features accommodation with free WiFi and free private parking.

    From US$2,149.54 per night

These holiday rentals in Chepstow and nearby have options with free cancellation

  • Court Park Barn

    Chepstow
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 3 reviews

    Court Park Barn, a property with a garden, is set in Chepstow, 31 km from Cabot Circus, 32 km from Clifton, as well as 32 km from Bristol Temple Meads Station.

  • Wallhope Retreat

    Chepstow
    Free cancellation options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 3 reviews

    Located in Chepstow in the City of Bristol region, Wallhope Retreat provides accommodation with free WiFi and free private parking.

  • Anne's Hut Monmouthshire

    Saint Arvans
    Free cancellation options available

    Featuring accommodation with a patio, Anne's Hut Monmouthshire is located in Saint Arvans.

  • Orchard Cottage Monmouthshire

    Saint Arvans
    Free cancellation options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Orchard Cottage Monmouthshire, a property with a garden, is set in Saint Arvans, 33 km from Cabot Circus, 33 km from Clifton, as well as 34 km from Bristol Temple Meads Station.

  • The Retreat

    Woolaston
    Free cancellation options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    The Retreat offers a hot tub and free private parking, and is within 27 km of Bristol Parkway Station and 34 km of Cabot Circus. The 5-star holiday home features sea views and is 34 km from Clifton.

  • Tintern Abbey Cottage

    Tintern
    Free cancellation options available
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 4 reviews

    Tintern Abbey Cottage, a property with a garden, is set in Tintern, 35 km from Cabot Circus, 36 km from Clifton, as well as 36 km from Bristol Temple Meads Station.

  • Cider Mill Lodge - Hw7420

    Tintern
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 4 reviews

    Cider Mill Lodge - Hw7420, a property with a garden, is situated in Tintern, 35 km from Cabot Circus, 36 km from Clifton, as well as 37 km from Bristol Temple Meads Station.

  • Spring Cottage - Hw7734

    Tintern
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 5 reviews

    Spring Cottage - Hw7734, a property with a garden, is located in Tintern, 40 km from Clifton, 40 km from Bristol Temple Meads Station, as well as 41 km from Bristol Cathedral.

FAQ about holiday rentals in Chepstow

Holiday rentals that guests love in Chepstow

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  • Welsh Apple Barn

    Holiday Rental in Chepstow
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 13 reviews
    Lovely setting, well stocked and furnished. Very comfy bed. The open country views. This really is a gem of a place. The Village local, The Millers arms is great, friendly locals and great food, you must try it
    Guest review by
    Rachel
    Young couple

  • Parkfield (Chepstow BnB)

    Holiday Rental in Chepstow
    Avg. price/night: US$94.54
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 468 reviews
    Nothing but praise for this B&B. A lovely welcoming hostess in Elizabeth, who was also so helpful in advance with directions and information, especially regarding the lovely local village pub/restaurant - 7 minute walk. Our accommodation was spacious with plenty of room. Superb clean bathroom facilities with excellent shower. The ample breakfast was freshly prepared, served so promptly and easily one of the best that we have been served. Free secure parking available. Overall a very pleasant stay and would not hesitate to stay again.
    Guest review by
    Corkey
    Young couple

  • Gardener's Cottage

    Holiday Rental in Chepstow
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 49 reviews
    Such a fabulous place in an idilic village with a local pub just up the road.
    Guest review by
    Dianne
    People with friends

  • The Honey Pot

    Holiday Rental in Chepstow
    Avg. price/night: US$700.46
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 8 reviews
    Absolutely everything. Great escape from a busy London lifestyle this was the perfect holiday home. Sue was also very much lovely and kind. Such a beautiful place and we cannot wait to return again. Thank you
    Guest review by
    Junior
    Young couple

  • The Potting Shed

    Holiday Rental in Chepstow
    Scored out of 10, guest rating 9.9
    Exceptional - What previous guests thought, 33 reviews
    Quiet and comfortable. Nice village and church close by
    Guest review by
    richard
    Young couple

  • Parkfield (Chepstow BnB)

    Holiday Rental in Chepstow
    Avg. price/night: US$94.54
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 468 reviews
    Impossible to find more welcoming hosts than Elizabeth & Rodney. Large cosy clean room. Quiet village just 2miles from the centre with a good food pub 200 yards away and Elizabeth's breakfast is perfection.
    Guest review by
    David
    Young couple

  • Welsh Marches at Upper Glyn Farm

    Holiday Rental in Chepstow
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 53 reviews
    Lovely holiday home, fabulous location and will visit again.
    Guest review by
    Beverley
    Young couple

  • Welsh Marches at Upper Glyn Farm

    Holiday Rental in Chepstow
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 53 reviews
    Very nice holiday home with an amazing view, Lovely walks nearby and a very good base for walking in Forest of Dean and Wye Valley.. Very friendly hosts and accomodation is clean and well designed. Would like to visit again in the future.
    Guest review by
    Hendrika
    Young couple