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Holiday Homes in Chepstow

Find the holiday homes that appeal to you the most

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The best holiday homes in Chepstow

Check out our pick of great holiday homes in Chepstow
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Gardener's Cottage, hotel in Chepstow

Offering a garden and garden view, Gardener's Cottage is set in Chepstow, 29 km from Cabot Circus and 31 km from Bristol Temple Meads Station.

A perfect getaway for a quiet Christmas. The cottage was cosy and warm and the kitchen and bathroom facilities were excellent. Comfy beds, classy decor and a fantastic host!
Scored 9.8
9.8
Rated exceptional
Exceptional
33 reviews
Price from
£193.52
1 night, 2 adults
Check availability
Number 10, hotel in Chepstow

Offering a garden and garden view, Number 10 is situated in Chepstow, 30 km from Bristol Cathedral and 34 km from Ashton Court.

Great location
Scored 8.7
8.7
Rated fabulous
Fabulous
25 reviews
Price from
£86.40
1 night, 2 adults
Check availability
Edge Barn, hotel in Chepstow

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

It was in a great location for the dog! And the little barn was so well equipped, nicely decorated, fresh, clean and spacious. And the hosts were absolutely lovely.
Scored 9.4
9.4
Rated superb
Superb
209 reviews
Price from
£165
1 night, 2 adults
Check availability
Charming cottage within farmhouse, hotel in Chepstow

Situated 41 km from Cabot Circus, 42 km from Bristol Temple Meads Station and 43 km from Bristol Cathedral, Charming cottage within farmhouse provides accommodation set in Monmouth.

Everything that you dream of fora remaining holiday was there. Bridget and Sarah have done a fantastic job with this lovely little cottage and provided everything that you can think of..
Scored 9.5
9.5
Rated exceptional
Exceptional
259 reviews
Price from
£58.50
1 night, 2 adults
Check availability
Welsh Gatehouse, Historic Castle which can cater for Electric Vehicle, hotel in Chepstow

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.

An amazing building, like something out of a fairytale. Property had everything you needed, excellent cooking equipment etc. Perfect retreat and lively comfy sofa to snuggle up on in front of the log burner. Highly recommend ⭐️⭐️⭐️⭐️⭐️
Scored 9.2
9.2
Rated superb
Superb
29 reviews
Price from
£295
1 night, 2 adults
Check availability
Harcombe Barn near Bristol, hotel in Chepstow

Harcombe Barn near Bristol is set in Bristol, 10 km from Cabot Circus, 11 km from Bristol Temple Meads Station, as well as 12 km from Bristol Cathedral.

Beautiful property in a lovely location. Spotlessly clean with high-end appliances and well equipped with everything you need. Excellent communication from the owner before and during our stay. It was really close to family we were visiting, so a no-brainer for us. We've already booked to come back!
Scored 9.7
9.7
Rated exceptional
Exceptional
120 reviews
Price from
£141.53
1 night, 2 adults
Check availability
Lilac Cottage, hotel in Chepstow

Located in Parkend, in a historic building, 33 km from Kingsholm Stadium, Lilac Cottage is a holiday home with a garden and barbecue facilities.

We booked Lilac Cottage over the Christmas period. The cottage was excellent in every way. Lee, the host was fantastic. Helpful in every way. Going out of his way to make sure we had enough seating for Christmas day dinner for all our visitors. The cottage itself was in a perfect location, clean, had everything you could want in a home and just fabulous in every way.
Scored 9.4
9.4
Rated superb
Superb
71 reviews
Price from
£170
1 night, 2 adults
Check availability
Gated 4 Guests House Free Parking, hotel in Chepstow

Located 5.2 km from Bristol Parkway Station, Gated 4 Guests House Free Parking provides accommodation with free WiFi and free private parking.

The bungalow was furnished to a very high standard . Very clean and spacious .Kitchen was well equipped . Amazing location . Great communication with host . Would definitely stay here again .”
Scored 9.3
9.3
Rated superb
Superb
19 reviews
Price from
£166.50
1 night, 2 adults
Check availability
Henrhiw Farm House at Henrhiw Farm Cottages, hotel in Chepstow

Located 40 km from University of South Wales - Cardiff Campus, Henrhiw Farm House at Henrhiw Farm Cottages provides accommodation in Usk with access to a hot tub.

Very friendly and helpful host, stunning house and property, easy to find, super clean, and very comfortable with all the amenities! Could not have asked for anything more. Absolutely recommend this property for large groups.
Scored 10
10
Rated exceptional
Exceptional
7 reviews
Price from
£1,500
1 night, 2 adults
Check availability
Summerhouse @ 73 (Forest of Dean) Gloucestershire, hotel in Chepstow

Boasting a garden, Summerhouse @ 73 (Forest of Dean) Gloucestershire is set in Coleford, within 16 km of Wilton Castle.

A Simple check in with clear instructions. The summerhouse was clean and tidy and in great order, a great night sleep in a quiet location and within mere miles from some amazing walks and hikes in the wye valley. Plenty of amenities and the stack of biscuits were appreciated 😀
Scored 9.1
9.1
Rated superb
Superb
10 reviews
Price from
£130
1 night, 2 adults
Check availability
All holiday homes in Chepstow
Looking for a holiday home?
Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.
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Most booked holiday homes in Chepstow and surroundings in the past month

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Enjoy breakfast in Chepstow!

  • The Potting Shed
    Breakfast options
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional     · 22 reviews

    Set in Chepstow and only 23 km from Bristol Parkway Station, The Potting Shed offers accommodation with inner courtyard views, free WiFi and free private parking.

    Quiet and comfortable. Nice village and church close by

  • The Granary
    Breakfast options
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional     · 10 reviews

    Located 27 km from Bristol Parkway Station, The Granary provides accommodation with free WiFi and free private parking.

    Superb location. Wonderful views & very quiet. Very friendly neighbours.

  • The Honey Pot
    Breakfast options
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional     · 9 reviews

    Boasting a hot tub, The Honey Pot is set in Chepstow. Complimentary WiFi is available throughout the property and private parking is available on site.

  • Welsh Apple Barn
    Breakfast options
    Scored 9.0
    9.0
    Rated superb
    Superb     · 13 reviews

    Set in Chepstow, in a historic building, 23 km from Bristol Parkway Station, Welsh Apple Barn is a holiday home with a garden and barbecue facilities.

    Lovely tranquil setting. Good location to cheostow

  • Welsh Marches at Upper Glyn Farm
    Scored 9.1
    9.1
    Rated superb
    Superb     · 63 reviews

    Offering barbecue facilities and garden view, Welsh Marches at Upper Glyn Farm is situated in Chepstow, 28 km from Bristol Parkway Station and 35 km from Cabot Circus.

    Clean, lovely view, personal touches, great location

  • Number 10
    Breakfast options
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous     · 25 reviews

    Offering a garden and garden view, Number 10 is situated in Chepstow, 30 km from Bristol Cathedral and 34 km from Ashton Court.

    The location, space, and amenities/facilities.

  • Caradoc
    Breakfast options
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous     · 10 reviews

    Located 23 km from Bristol Parkway Station, Caradoc provides accommodation with free WiFi and free private parking.

    Amazing house, amazing location, great facilities, very comfy, good value, felt very homley.

  • Chepstow - Cabin - Hot tub - Pet Friendly

    Chepstow - Cabin - Hot tub - Pet Friendly provides a hot tub and free private parking, and is within 29 km of Bristol Parkway Station and 35 km of Cabot Circus. This holiday home offers a garden.

Save money on holiday homes in Chepstow – budget options available!

  • The Gatehouse at Mathern Palace

    Set in Chepstow and only 23 km from Bristol Parkway Station, The Gatehouse at Mathern Palace offers accommodation with garden views, free WiFi and free private parking.

  • The Snug
    Budget options available
    Scored 6.0
    6.0
    Rated pleasant
    Pleasant     · 1 review

    The Snug, a property with a garden, is set in Chepstow, 38 km from University of South Wales - Cardiff Campus, 38 km from Motorpoint Arena Cardiff, as well as 38 km from Cardiff University.

  • 2 Bed in Chepstow 95046
    Budget options available

    Located in Chepstow and only 35 km from Bristol Parkway Station, 2 Bed in Chepstow 95046 provides accommodation with mountain views, free WiFi and free private parking.

  • Wallhope Retreat
    Budget options available
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional     · 1 review

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

  • Spacious 3BR in Historic Chepstow Cottage Garden
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional     · 2 reviews

    Spacious 3BR in Historic Chepstow Cottage Garden, a property with a garden, is located in Chepstow, 27 km from Cabot Circus, 29 km from Bristol Temple Meads Station, as well as 29 km from Bristol...

  • Bottom Lodge
    Budget options available
    Scored 8.5
    8.5
    Rated very good
    Very good     · 4 reviews

    Featuring a hot tub, Bottom Lodge is situated in Chepstow. Free WiFi is featured throughout the property and private parking is available on site.

FAQ about holiday homes in Chepstow

Holiday homes that guests love in Chepstow

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  • Two Rivers Lodge by Marston’s Inns

    Two Rivers Lodge by Marston’s Inns

    Holiday Home in Chepstow
    Avg. price/night: £65
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous     · 1,940 reviews
    Very clean room with comfortable bed and welcome tray and excellent friendly smiling staff. Hearty breakfast at reasonable price. Would definitely stay again if in the Chepstow area.
    Stephen
    Young couple
  • Two Rivers Lodge by Marston’s Inns

    Two Rivers Lodge by Marston’s Inns

    Holiday Home in Chepstow
    Avg. price/night: £65
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous     · 1,940 reviews
    Very clean.
    Sally
    Family with young children
  • The Three Tuns

    The Three Tuns

    Holiday Home in Chepstow
    Avg. price/night: £120
    Scored 8.5
    8.5
    Rated very good
    Very good     · 1,166 reviews
    Staff very friendly. Very clean room and the bed was super comfy. Because we travelled with dogs we had a downstairs room, great idea. Nice breakfast.
    Allison
    Young couple
  • Modern, Two Double Bedroom House with Free Parking

    Modern, Two Double Bedroom House with Free Parking

    Holiday Home in Chepstow
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional     · 40 reviews
    Very clean. Everything you needed was provided. Comfortable beds, plenty of room. Easy to find. Parking on drive. Bonus of view of the bridge lit up on the night from the back bedroom. The owner was excellent with communication. Will stay again.
    lara
    People with friends
  • The Granary

    The Granary

    Holiday Home in Chepstow
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional     · 10 reviews
    Gorgeous view, quiet surroundings, beautifully furnished, most comfortable bed ever experienced in holiday home.
    Susan
    Young couple
  • The Three Tuns

    The Three Tuns

    Holiday Home in Chepstow
    Avg. price/night: £120
    Scored 8.5
    8.5
    Rated very good
    Very good     · 1,166 reviews
    Very friendly staff, very clean room, real traditional pub with great selection of Ales and nice lunch time food. Delicious breakfast, excellent location
    Simon
    Young couple
  • Parkfield (Chepstow BnB)

    Parkfield (Chepstow BnB)

    Holiday Home in Chepstow
    Avg. price/night: £70
    Scored 9.2
    9.2
    Rated superb
    Superb     · 471 reviews
    Very clean and comfortable. Elizabeth our host was really friendly and helpful. The location was great for my race
    clair
    Young couple
  • Number 10

    Number 10

    Holiday Home in Chepstow
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous     · 25 reviews
    Very clean and tidy, loads of room. Nice garden and a nice area. I proposed to my girlfriend during my stay here and she said yes. The most memorable weekend of my life. I will definitely be coming back at some point for memories. Thank you for having us 😊
    Kieron
    Young couple
  • The Beaufort Hotel

    The Beaufort Hotel

    Holiday Home in Chepstow
    Avg. price/night: £72.45
    Scored 7.7
    7.7
    Rated good
    Good     · 1,909 reviews
    The staff were very friendly and helpful, and the room was very clean.
    Eleanor
    Solo traveller
  • The Coach and Horses Inn

    The Coach and Horses Inn

    Holiday Home in Chepstow
    Avg. price/night: £59
    Scored 8.4
    8.4
    Rated very good
    Very good     · 825 reviews
    Very pleased with the size, facilities and cleanliness of our room. The super king size bed was very comfortable , also there was another single bed in the room, so ideal for a family. The bathroom was very clean and had a lovely shower. The fan in the room was a pleasant addition , which we used, as the night we stayed was extremely hot. We decided to have breakfast and were very pleased with the quality and quantity which was served. We thought it was exceptional for the money that we paid.
    jones
    Young couple

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