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The best vacation homes in Chepstow

Check out our selection of great vacation homes in Chepstow

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Edge Barn, hotel in Chepstow

Edge Barn is located in Woolaston, just 18 miles from Bristol Parkway Station and 22 miles from Cabot Circus.

Fantastic location. The place its self is really comfortable only down side wish we had stopped longer
Scored 9.4
9.4
Rated wonderful
Wonderful
187 reviews
Price from
$215
per night
Charming cottage within farmhouse, hotel in Chepstow

Charming cottage within farmhouse is located in Monmouth, just 21 miles from Bristol Parkway Station and 25 miles from Cabot Circus.

So quiet and welcoming. Place was clean and excellent amenities. Coffee,tea,milk and snacks. Felt right at home. Perfect garden areas for relaxing. Bigger than you would expect. Comfortable couch, hot water and shower pressure. Don’t hesitate to book this place. Love the dogs and horses.
Scored 9.4
9.4
Rated wonderful
Wonderful
228 reviews
Price from
$76.23
per night
Welsh Gatehouse, Historic Castle which can cater for Electric Vehicle, hotel in Chepstow

Offering free bikes, Welsh Gatehouse, Historic Castle which can cater for Electric Vehicle features accommodations in Mathern. This property offers access to a balcony and free private parking.

Scored 9.2
9.2
Rated wonderful
Wonderful
30 reviews
Price from
$384.39
per night
Harcombe Barn near Bristol, hotel in Chepstow

Harcombe Barn near Bristol offers accommodations in Bristol, 3.3 miles from Bristol Parkway Station and 6.2 miles from Cabot Circus.

We loved everything about it. We even cut our visit short so we could spend some extra time at the property. The kids loved the heated pool, and we loved the garden (and the pool too).
Scored 9.8
9.8
Rated exceptional
Exceptional
103 reviews
Price from
$179.42
per night
Lilac Cottage, hotel in Chepstow

Lilac Cottage offers accommodations in Parkend, 20 miles from Kingsholm Stadium and 26 miles from Bristol Parkway Station. This property offers access to a patio, free private parking, and free Wifi.

Scored 9.4
9.4
Rated wonderful
Wonderful
69 reviews
Price from
$221.51
per night
Offa's Hideaway - Wye Valley, hotel in Chepstow

Offa's Hideaway - Wye Valley is a recently renovated vacation home in Newland where guests can make the most of the garden and barbecue facilities.

Scored 9.6
9.6
Rated exceptional
Exceptional
10 reviews
Price from
$136.03
per night
Dog friendly barn conversion in the Wye Valley, hotel in Chepstow

Dog friendly barn conversion in the Wye Valley offers accommodations in Mitchel Troy, 31 miles from Cabot Circus and 31 miles from Bristol Zoo.

Scored 10
10
Rated exceptional
Exceptional
6 reviews
Price from
$111.41
per night
ORCHID S&N House, hotel in Chepstow

ORCHID S&N House is a recently renovated vacation home in Bristol, near Bristol Parkway Station. This property offers access to a patio, free private parking, and free Wifi.

Suitable for family of six persons has good garden with quite neighborhood and availability of all needs
Scored 9.4
9.4
Rated wonderful
Wonderful
10 reviews
Price from
$443.02
per night
Henrhiw Farm House at Henrhiw Farm Cottages, hotel in Chepstow

Providing a garden, Henrhiw Farm House at Henrhiw Farm Cottages provides accommodations in Usk. This property offers access to a patio, free private parking, and free Wifi.

Scored 10
10
Rated exceptional
Exceptional
5 reviews
Price from
$1,954.50
per night
Summerhouse @ 73 (Forest of Dean) Gloucestershire, hotel in Chepstow

Summerhouse @ 73 (Forest of Dean) Gloucestershire offers accommodations in Coleford, 6.4 miles from St Briavel's Castle and 10 miles from Wilton Castle.

Scored 9.2
9.2
Rated wonderful
Wonderful
6 reviews
Price from
$164.83
per night
All vacation homes in Chepstow

Looking for a vacation home?

Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.
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Most booked vacation homes in Chepstow this month

Enjoy breakfast in Chepstow!

  • Number 10
    Breakfast options
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 15 reviews

    Number 10 is located in Chepstow, just 17 miles from Bristol Zoo and 18 miles from Bristol Temple Meads Station.

    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 is located in Chepstow, just 12 miles from Bristol Parkway Station and 16 miles from Cabot Circus.

    Spotlessly clean, excellent condition , very comfortable

  • The Potting Shed
    Breakfast options
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 19 reviews

    The Potting Shed offers accommodations in Chepstow, 14 miles from Bristol Parkway Station and 18 miles from Cabot Circus.

    Quiet and comfortable. Nice village and church close by

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

    Gardener's Cottage is located in Chepstow, just 14 miles from Bristol Parkway Station and 18 miles from Cabot Circus.

    Great location, beautiful decor and very comfortable

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

    The Granary is located in Chepstow, just 17 miles from Bristol Parkway Station and 21 miles from Cabot Circus. This vacation home provides free private parking and free Wifi.

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

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

    Featuring a garden, The Honey Pot features accommodations 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 wonderful
    Wonderful
     · 66 reviews

    Welsh Marches at Upper Glyn Farm offers accommodations in Chepstow, 22 miles from Bristol Temple Meads Station and 23 miles from Bristol Cathedral.

    Clean, lovely view, personal touches, great location

  • Caradoc
    Breakfast options
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 10 reviews

    Caradoc offers accommodations in Chepstow, 14 miles from Bristol Parkway Station and 18 miles from Cabot Circus.

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

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

  • Welsh Apple Barn
    Budget options available
    Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 16 reviews

    Welsh Apple Barn is located in Chepstow, just 14 miles from Bristol Parkway Station and 18 miles from Cabot Circus. This property offers access to a patio, free private parking, and free Wifi.

    Lovely tranquil setting. Good location to cheostow

  • The Snug
    Budget options available

    Featuring a garden, The Snug features accommodations in Chepstow. Free Wifi is available throughout the property and private parking is available on site.

  • 2 Bed in Chepstow 95046
    Budget options available

    2 Bed in Chepstow 95046 is located in Chepstow, just 22 miles from Bristol Parkway Station and 26 miles from Cabot Circus.

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

    Featuring a garden, Chepstow Retreat provides accommodations in Chepstow. This property offers access to a balcony, free private parking, and free Wifi.

    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

    Wallhope Retreat offers accommodations in Chepstow, 17 miles from Bristol Parkway Station and 21 miles from Cabot Circus. This vacation home provides free private parking and free Wifi.

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

    Spacious 3BR in Historic Chepstow Cottage Garden offers accommodations in Chepstow, 13 miles from Bristol Parkway Station and 17 miles from Cabot Circus.

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

    Bottom Lodge offers accommodations in Chepstow, 20 miles from Bristol Parkway Station and 23 miles from University of South Wales – Cardiff Campus.

FAQ about vacation homes in Chepstow

Vacation Homes That Guests Love in Chepstow

  • Avg. price/night: $188.94
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 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: $188.94
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 1,980 reviews
    Very clean.
    Sally
    Family with young children
  • Avg. price/night: $169.39
    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
    Travelers 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: $169.39
    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: $91.21
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 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 wonderful
    Wonderful
     · 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: $117.27
    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 traveler
  • Avg. price/night: $97.73
    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