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Holiday Cottages in Chepstow

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Your Chepstow/Cas-Gwent, Monmouthshire search returned 33 cottages

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7 nights from $629

  • 5 Guests
  • 3 Bedrooms
  • Pets Yes

    4.2

    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 $611

  • 3 Guests
  • 2 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

A cosy detached stone-built cottage in the village of Trellech. Situated in Area of Outstanding Natural Beauty ideal for walking and cycling. Pet-friendly. Monmouth 6 miles. (Ref. 938052)

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

7 nights from $425

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

A charming private apartment situated in the vibrant town of Lydney in Gloucestershire. Pet friendly. Off-road parking. Balcony. Chepstow 8.9 miles; Monmouth 11.8 miles; Gloucester 19.9 miles. (Ref. 1065656)

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

7 nights from $783

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

A superb, refurbished first-floor apartment in a Grade II listed coach house in Lydney, Gloucestershire. Off-road parking. WiFi. Pet-friendly. Close to amenities. Chepstow 9 miles; Ross-on-Wye 16 miles; Gloucester 20.8 miles. (Ref. 1065655)

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

7 nights from $562

Last booked yesterday
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  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

A stunning detached lodge perched in Llanvair-Discoed, Monmouthshire. Near Wye Valley AONB. Private garden. Off-road parking. Woodburning stove. Caldicot 5.3 miles; Newport 11.6 miles; Cardiff 23.9 miles. (Ref. 1117998)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • 5% off - Fri 11th Apr to 2nd May 2025

  • 10% off - Sun 1st Jun to 9th Jun 2025

  • 15% off - Fri 27th Jun to 5th Jul 2025

  • 15% off - Sat 5th Jul to 13th Jul 2025

  • 15% off - Sun 13th Jul to 21st Jul 2025

  • 15% off - Mon 21st Jul to 29th Jul 2025

  • 15% off - Tue 29th Jul to 6th Aug 2025

  • 15% off - Wed 6th Aug to 15th Aug 2025

  • 10% off - Fri 15th Aug to 30th Aug 2025

7 nights from $524

  • 9 Guests
  • 5 Bedrooms
  • Pets No

    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 $900

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.9

    Sykes Rating

A contemporary annexe resting in Woolaston, Gloucestershire. Open-plan. Close to amenities. Pet-friendly. Chepstow 5.9 miles; Monmouth 12.4 miles; Ross-on-Wye 19.7 miles. (Ref. 1102411)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher

7 nights from $764

  • 2 Guests
  • 1 Bedroom
  • Pets No

    4.7

    Sykes Rating

A single-storey cottage in the village of Llandenny near Raglan in Monmouthshire. Suitable for people with mobility issues. WiFi. Raglan 2 miles, Usk 4.9 miles, Chepstow 8.6 miles, 16.9 miles. (Ref. 983854)

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

7 nights from $549

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.8

    Sykes Rating

A beautifully-presented rural cottage set in the heart of the Wye Valley, with lovely walks from the doorstep and two lovely village inns serving excellent food and local ales. Monmouth 6 miles. (Ref. 13460)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $582

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.9

    Sykes Rating

The Foxes Den is a welcoming, single-storey Shepard's hut resting in the rural Shepperdine, a village in Gloucestershire. Countryside. Woodburning stove. Thornbury 5.7 miles; Chepstow 15 miles; Stroud 20.6 miles. (Ref. 1151420)

  • Ground floor bedroom

7 nights from $495

Last booked 2 days ago
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  • 3 Guests
  • 1 Bedroom
  • Pets Yes

    Sykes Rating

The Snug, a peaceful, single-storey hut tucked away in the rural outskirts of Llanvair Discoed in Monmouthshire. Near to National Landscape. Studio-style. Caldicot 5.3 miles; Chepstow 8.3 miles; Tintern 11.3 miles; Cwmcarn 20.8 miles; Cardiff 23.9 miles. (Ref. 1158114)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom

7 nights from $406

  • 3 Guests
  • 1 Bedroom
  • Pets Yes

    4.4

    Sykes Rating

The Annexe is a lovely, one-bedroom dwelling residing in Yorkley, Gloucestershire. Pet-friendly. Near an AONB. Ground-floor living. Close to amenities. Open-plan. Clearwell 5.6 miles; Symonds Yat 13.8 miles; Ross-on-Wye 15 miles. (Ref. 1138926)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly

7 nights from $432