Chepstow Cottage Rentals

Compare Cottages, Resorts, & Rentals in Chepstow, United Kingdom

Wallhope Retreat - Chepstow, spectacular views
10.0 (30 Reviews)
2 Bedrooms 4 Guests
The Potting Shed at Mathern Palace
10.0 (37 Reviews)
2 Bedrooms 4 Guests
Welsh Marches at Upper Glyn Farm
FromUS $311 per night
10.0 (6 Reviews)
1 Bedroom 3 Guests
Cider Mill Lodge - HW7420
FromUS $165 per night
10.0 (21 Reviews)
2 Bedrooms 4 Guests
New 3 Bedroom Flat Close to Station
FromUS $163 per night
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10.0 (8 Reviews)
3 Bedrooms 6 Guests
Broadrock
FromUS $155 per night
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9.6 (19 Reviews)
2 Bedrooms 3 Guests
Welsh Marches - Sugar Loaf
FromUS $440 per night
10.0 (12 Reviews)
3 Bedrooms 6 Guests
The Honey Pot
FromUS $267 per night
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10.0 (7 Reviews)
1 Bedroom 2 Guests
No.8 Accommodation
FromUS $88 per night
8.8 (55 Reviews)
1 Bedroom 2 Guests
Welsh Marches - Blorenge
FromUS $183 per night
10.0 (10 Reviews)
1 Bedroom 2 Guests
Wallhope Retreat
FromUS $394 per night
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10.0 (4 Reviews)
2 Bedrooms 4 Guests
Pet friendly 'Home from Home in the Wye Valley Wales
10.0 (6 Reviews)
2 Bedrooms 4 Guests
The Nook
FromUS $267 per night
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10.0 (1 Review)
1 Bedroom 2 Guests
The Nook - Farm stay with hot tub - Chepstow
10.0 (5 Reviews)
1 Bedroom 2 Guests
Orchard Cottage Monmouthshire
FromUS $289 per night
10.0 (1 Review)
1 Bedroom 2 Guests
Charming 4-bedroom cottage in historic Chepstow
10.0 (3 Reviews)
4 Bedrooms 7 Guests
Gardener’s Cottage at Mathern Palace - Chepstow
10.0 (2 Reviews)
2 Bedrooms 4 Guests
Welsh Apple Barn
FromUS $163 per night
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9.8 (17 Reviews)
1 Bedroom 2 Guests
Cozy Cabin Retreat near Chepstow
10.0 (2 Reviews)
1 Bedroom 2 Guests
Tintern Abbey Cottage
FromUS $374 per night
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9.8 (5 Reviews)
3 Bedrooms 6 Guests
2 Bed in Chepstow oc-95046
FromUS $408 per night
9.7 (3 Reviews)
2 Bedrooms 4 Guests
THE SNUG, pet friendly, with a garden in Caerwent
10.0 (1 Review)
1 Bedroom 3 Guests
Shepherd’s delight
FromUS $107 per night
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9.6 (96 Reviews)
1 Bedroom 2 Guests
Clock Cottage - Luxury 2 bed Holiday Let
9.8 (32 Reviews)
2 Bedrooms 4 Guests
Gardener's Cottage at Mathern Palace
9.6 (51 Reviews)
2 Bedrooms 4 Guests
3 bedroom accommodation in Devauden, near Chepstow
9.8 (10 Reviews)
3 Bedrooms 6 Guests
Cozy Cabin Retreat near Chepstow
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9.6 (16 Reviews)
1 Bedroom 2 Guests
Foxes Reach - HW7421
FromUS $326 per night
9.6 (5 Reviews)
4 Bedrooms 6 Guests
Welsh Marches at Upper Glyn Farm
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9.5 (48 Reviews)
5 Bedrooms 11 Guests
Welsh Marches - Skirrid
FromUS $203 per night
9.4 (18 Reviews)
1 Bedroom 3 Guests
Parva Farmhouse Riverside Guesthouse
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9.3 (689 Reviews)
7 Bedrooms 14 Guests
The Potting Shed at Mathern Palace
FromUS $265 per night
9.0 (2 Reviews)
2 Bedrooms 4 Guests
Broadrock Accommodation - Clock Cottage
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9.3 (50 Reviews)
1 Bedroom 4 Guests
The Stables Trap Farm
FromUS $179 per night
8.0 (1 Review)
3 Bedrooms 6 Guests
5 Bed in Chepstow (oc-h34098)
FromUS $1,227 per night
New
5 Bedrooms 10 Guests
The Elements Residence
FromUS $1,205 per night
New
10 Bedrooms 26 Guests
Wallhope Escape - sleeps 6 guests in 3 bedrooms
New
3 Bedrooms 6 Guests
Parkfield (Chepstow BnB)
FromUS $79 per night
9.2 (483 Reviews)
2 Bedrooms 2 Guests
The Honey Pot
FromUS $640 per night
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New
1 Bedroom 2 Guests
The Outlook in the beautiful Stroat
New
2 Bedrooms 6 Guests
20 Fairview Chepstow
FromUS $134 per night
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9.1 (69 Reviews)
4 Bedrooms 8 Guests
The Royal George
FromUS $222 per night
9.8 (8 Reviews)
1 Bedroom 2 Guests
The Outlook - Two Bedroom House, Sleeps 6
New
2 Bedrooms 6 Guests
Apartment 2
FromUS $172 per night
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9.1 (15 Reviews)
1 Bedroom 2 Guests
Two Rivers, Chepstow by Marston’s Inns
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9.2 (439 Reviews)
1 Bedroom 2 Guests
The Shed at Twyn Gorse
FromUS $201 per night
New
1 Bedroom 2 Guests
No.8 Accommodation
FromUS $111 per night
|
9.0 (178 Reviews)
3 Bedrooms 4 Guests
2 bedroom accommodation in Stroat, near Chepstow
New
2 Bedrooms 4 Guests
Court Park Barn
FromUS $235 per night
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9.0 (3 Reviews)
2 Bedrooms 4 Guests
New 4 Bed House Sleeps up to 8 People
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9.0 (3 Reviews)
4 Bedrooms 8 Guests
2 bedroom accommodation in Stroat, near Chepstow
New
2 Bedrooms 4 Guests
New 3 Bedroom Apartment Next to Station
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8.8 (6 Reviews)
3 Bedrooms 7 Guests
Quiet getaway in Monmouthshire countryside
New
2 Bedrooms 4 Guests
Number 10
FromUS $129 per night
8.7 (63 Reviews)
3 Bedrooms 6 Guests
The Stables Trap Farm
FromUS $212 per night
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8.7 (13 Reviews)
3 Bedrooms 6 Guests
Chateau Terrace Georgian House
8.5 (89 Reviews)
1 Bedroom 3 Guests
The Coach and Horses Inn
FromUS $73 per night
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8.4 (661 Reviews)
7 Bedrooms 16 Guests
Sedbury Farm Cottages
FromUS $175 per night
8.3 (153 Reviews)
9 Bedrooms 20 Guests
Stonerock Lodge
FromUS $134 per night
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7.6 (677 Reviews)
12 Bedrooms 6 Guests
The Cwtch B and B Chepstow
FromUS $93 per night
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7.4 (78 Reviews)
5 Bedrooms 6 Guests
Bryn Gwyn Lodge
FromUS $224 per night
3.0 (5 Reviews)
5 Bedrooms 8 Guests

About Chepstow Vacation Rentals

There are over 125 amazing vacation rentals available in Chepstow. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Chepstow.

Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Chepstow, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Chepstow. The average size of places to stay near Chepstow is approximately 406.69 ft², with prices averaging US $320 per night.

Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Chepstow. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.

Frequently Asked Questions About Chepstow?

What are the top cottages, summer homes, and lake houses in Chepstow?

How many rentals, hotels, or resorts are available in Chepstow?

Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 125 properties listed by Vacation Cottage in the Chepstow area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Chepstow.