Holiday Cottages in Chepstow

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Your Chepstow/Cas-Gwent, Monmouthshire search returned 35 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

The Fountain Lodge is a delightful lodge in the village of Parkend in Gloucestershire. En-suite bedrooms. Near the Forest of Dean. Close to amenities. Monmouth 10.1 miles; Symonds Yat 11.1 miles; Ross-on-Wye 12.9 miles. (Ref. 1158591)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from $607

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A charming detached barn conversion, close to Oldbury-on-Severn in Gloucestershire. Exposed beams. En-suite. Ground-floor bedroom. (Ref. 1011610)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly

7 nights from $829

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A semi-detached cottage in the village of Llandenny near Raglan in Monmouthshire. Contemporary interior. WiFi. Raglan 2 miles, Usk 4.9 miles, Chepstow 8.6 miles, 16.9 miles. (Ref. 983855)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly

7 nights from $585

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A stunning cottage placed on the outskirts of the lovely village of Bream in the Gloucestershire. Countryside views. Conservatory. Lydney 4 miles. (Ref. 966511)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $629

Last booked 6 hours ago
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  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A high quality, detached cottage set in beautiful surroundings with wonderful views. Heavenly! Convenient for touring (or relaxing) the Cotswolds, Wye Valley and Forest of Dean (Ref. 988783)

  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $747

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.2

    Good

  • Sykes rating

A lovely three-bedroom bungalow resting on the outskirts of Lydney, Gloucestershire. Pet-friendly. Private garden/ Off-road parking. Close to amenities. Chepstow 10.2 miles, Monmouth 13.6 miles; Gloucester 20.2 miles (Ref. 1120525)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from $756

Last booked 2 days ago
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  • Sleeps5
  • Bedrooms3
  • PetsYes
  • Sykes rating

Woods Cottage is a traditional farmhouse set in Kingcoed near Raglan, Sir Fynwy, complete with a woodburning stove, a hot tub, and a welcome for pets. Usk 5.5 miles; Monmouth 8.9 miles; Abergavenny 12.5 miles. (Ref. 1152870)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $678

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Thoughtfully designed and extended luxury accommodation with stunning views over the Wye Valley. Fabulous! (Ref. 990342)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from $1202

  • Sleeps8
  • Bedrooms4
  • PetsYes
  • Sykes rating

Bridge View is a lovely house resting near a beach in the village of Sudbrook in Monmouthshire, boasting open-plan living and an enclosed garden. Chepstow 5.6 miles; Tintern 10.2 miles; Cwmcarn 24 miles; Cardiff 26.8 miles. (Ref. 1170029)

  • Wi-fi
  • Washing machine
  • Baby-friendly
  • 5% off - Fri 11th Jul to 18th Jul 2025

7 nights from $958

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A special, converted old chapel resting in the village of Bream, close to the Forest of Dean. Open-plan living. Ideal for families. Garden patio. Coleford 4.2 miles; Lydney 3.4 miles. (Ref. 1071356)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from $1095

  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A wonderful detached cottage in village of Parkend, within the Royal Forest of Dean. Underfloor heating throughout. En-suite facilities. Pet-friendly. Games area. Cinderford 6.7 miles; Monmouth 9.8 miles; Ross-on-Wye 12.8 miles. (Ref. 1062726)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $1589

  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

This charming, semi-detached, three-storey holiday home resting in Tutshill near Chepstow, Monmouthshire. Off-road parking. Pet-free. Woodburning stove. Close to amenities. Enclosed garden. Monmouth 15.6 miles; Bristol 18.9 miles; Newport 19.2 miles. (Ref. 1093054)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Games room

7 nights from $1018

Last booked 7 hours ago
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  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A contemporary, five-bedroom home resting on farmland in the village of Aust, Gloucestershire. Countryside views. EV charging point. Hot tub. Large. Family-friendly. Stylish. Thornbury 6.6 miles; Bristol 11.5 miles; Weston-Super-Mare 26.2 miles. (Ref. 1124276)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $2004

Last booked yesterday
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  • Sleeps10
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Hidden Well is a luxury detached holiday home situated in the charming village of Pilning, Gloucestershire. Private parking. Hot tub. EV charging. Thornbury 6.5 miles; Bristol 12.1 miles; Weston-super-Mare 26.5 miles (Ref. 1150111)

  • Wi-fi
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $1726

  • Sleeps9
  • Bedrooms5
  • PetsNo
  • Sykes rating

14 Birchwood Road is a wonderful, detached holiday home resting in the pretty little village of Woolaston in Gloucestershire with a woodburning stove. Chepstow 6.4 miles; Monmouth 12.4 miles; Ross-on-Wye 17.8 miles. (Ref. 1168522)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from $945