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The best holiday homes in Chepstow

Check out our pick of great holiday homes in Chepstow

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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.

The location was amazing, close to attractions in the local area. the property was finished o a very good standard with all the facilities you could ever require. the property was very clean and maintained. the hosts were very friendly and gave many good points about the area.
Scored 9.4
9.4
Rated superb
Superb
187 reviews
Price from
£165
per night
Charming cottage within farmhouse, hotel in Chepstow

Charming cottage within farmhouse is situated in Monmouth, 41 km from Cabot Circus, 41 km from Bristol Zoo Gardens, as well as 42 km from Bristol Temple Meads Station.

Quaint country cottage in an idyllic rural location. We were welcomed by the lovely Bridget and given some Welsh tea cakes. The cottage is spacious and very comfortable. The bathroom is glorious: large and with a big bath. The gardens are divine. We enjoyed walking nearby and the tranquility of the setting. Despite lots of evidence of deers we were not lucky enough to see any. There was plenty of tea and coffee and fresh milk. The kitchen is functional with enough equipment to prepare simple meals. There isn’t much nearby so bringing your own groceries is essential. The wifi worked well. We met the resident dog and two cats who were all friendly. Trellech is a short drive away and is an excellent town to visit. The cottages is full of character and charm.
Scored 9.4
9.4
Rated superb
Superb
228 reviews
Price from
£58.50
per night
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.

location, setting, ease of entry, peaceful, close to home too
Scored 9.2
9.2
Rated superb
Superb
30 reviews
Price from
£295
per night
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 every way. Excellent host thought of everything. Everything you could need for a short or long stay. Great location. Amazing pool and kitchen Everything was high qualuty and we hope to return.
Scored 9.8
9.8
Rated exceptional
Exceptional
103 reviews
Price from
£137.70
per night
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.

Location
Scored 9.4
9.4
Rated superb
Superb
69 reviews
Price from
£170
per night
Offa's Hideaway - Wye Valley, hotel in Chepstow

Set in Newland, in a historic building, 36 km from Kingsholm Stadium, Offa's Hideaway - Wye Valley is a recently renovated holiday home with a garden and barbecue facilities.

Excellent location, quiet and comfortable. Beautiful surroundings. We were really lucky with the weather so sat outside the majority of our stay there.
Scored 9.6
9.6
Rated exceptional
Exceptional
10 reviews
Price from
£104.40
per night
Dog friendly barn conversion in the Wye Valley, hotel in Chepstow

Offering a garden and garden view, Dog friendly barn conversion in the Wye Valley is situated in Mitchel Troy, 50 km from Cabot Circus and 50 km from Bristol Zoo Gardens.

We loved the peaceful location and the barn was so well equipped. We had a slight issue with WiFi when arrived but within 2 minutes of hearing about our issue the hosts sorted it. Fantastic service and the garden is a lovely haven to sunbath and relax in. Even better it is fully secured for the dogs.
Scored 10
10
Rated exceptional
Exceptional
6 reviews
Price from
£85.50
per night
ORCHID S&N House, hotel in Chepstow

Set in Bristol and only 1.3 km from Bristol Parkway Station, ORCHID S&N House offers accommodation with quiet street views, free WiFi and free private parking.

The House was very clean. It's best for family of 6 easily and we loved to stay.
Scored 9.4
9.4
Rated superb
Superb
10 reviews
Price from
£340
per night
Henrhiw Farm House at Henrhiw Farm Cottages, hotel in Chepstow

Henrhiw Farm House at Henrhiw Farm Cottages, a property with a garden, is located in Usk, 40 km from University of South Wales - Cardiff Campus, 40 km from Motorpoint Arena Cardiff, as well as 40 km...

Henrhiw Farm was ideal for our family get together. Spacious and equipped with everything you could possibly need for a self-catering holiday, The hot tubs and games room were an added bonus. Loved the peaceful rural setting, and the family made the most of the outdoor space playing cricket, football and badminton. David was very welcoming and very helpful during our stay. Nothing was too much trouble.
Scored 10
10
Rated exceptional
Exceptional
5 reviews
Price from
£1,500
per night
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.

Location was amazing for lots of local walks and restaurants / pubs. (All within 10 mins drive) the summerhouse is very cosy, clean and well equipped.
Scored 9.2
9.2
Rated superb
Superb
6 reviews
Price from
£126.50
per night
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 this month

Enjoy breakfast in Chepstow!

  • Number 10
    Breakfast options
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 15 reviews

    Offering a garden and garden view, Number 10 is situated in Chepstow, 29 km from Bristol Temple Meads Station and 30 km from Bristol Cathedral.

    The location, space, and amenities/facilities.

  • Modern, Two Double Bedroom House with Free Parking
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 36 reviews

    Modern, Two Double Bedroom House with Free Parking, a property with a garden, is located in Chepstow, 26 km from Cabot Circus, 27 km from Bristol Zoo Gardens, as well as 28 km from Bristol Temple...

    Spotlessly clean, excellent condition , very comfortable

  • The Potting Shed
    Breakfast options
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 19 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

  • Gardener's Cottage
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 27 reviews

    Located 23 km from Bristol Parkway Station, Gardener's Cottage provides accommodation with free WiFi and free private parking.

    Great location, beautiful decor and very comfortable

  • The Granary
    Breakfast options
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 9 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
     · 10 reviews

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

    The property is immaculate and has everything needed for a comfortable stay.

  • Welsh Marches at Upper Glyn Farm
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 66 reviews

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

    Clean, lovely view, personal touches, great location

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

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

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

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

  • Welsh Apple Barn
    Budget options available
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 16 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

  • The Snug
    Budget options available

    Situated in Chepstow in the Gwent region, The Snug has a garden. Free WiFi is available throughout the property and private parking is available on site.

  • 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.

  • Chepstow Retreat
    Budget options available
    Scored 7.1
    7.1
    Rated good
    Good
     · 9 reviews

    Offering a garden and garden view, Chepstow Retreat is situated in Chepstow, 29 km from Cabot Circus and 30 km from Bristol Zoo Gardens.

    It was located in a lovely area, nice and quiet not too far from chepstow itself 😀 Would definitely stay here again.

  • 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, 27 km from Bristol Zoo Gardens, as well as 29 km from Bristol Temple Meads...

  • 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

  • Avg. price/night: £145
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 1,980 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
  • Avg. price/night: £145
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 1,980 reviews
    Very clean.
    Sally
    Family with young children
  • Avg. price/night: £130
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 1,090 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
  • Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 36 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
  • Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 9 reviews
    Gorgeous view, quiet surroundings, beautifully furnished, most comfortable bed ever experienced in holiday home.
    Susan
    Young couple
  • Avg. price/night: £130
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 1,090 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
  • Avg. price/night: £70
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 467 reviews
    Very clean and comfortable. Elizabeth our host was really friendly and helpful. The location was great for my race
    clair
    Young couple
  • Scored 9.0
    9.0
    Rated superb
    Superb
     · 15 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
  • Avg. price/night: £90
    Scored 7.6
    7.6
    Rated good
    Good
     · 1,908 reviews
    The staff were very friendly and helpful, and the room was very clean.
    Eleanor
    Solo traveller
  • Avg. price/night: £75
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 916 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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