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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Chepstow holiday rentals

Fridge, electric kettle, toaster, cookware/dishes/utensils

Cottage in Caerwent

The Snug
3.0 star property
The price is ฿10,367
฿12,441 total
includes taxes & fees
26 Mar - 27 Mar
The Snug
House, 5 Bedrooms | Private kitchen

Holiday Home in Chepstow

Harvax House
3.5 star property
The price is ฿34,500
฿41,401 total
includes taxes & fees
16 Mar - 17 Mar
Harvax House
Cottage | Interior

Cottage in Chepstow

The Honey Pot
3.5 star property
The price is ฿16,703
฿20,043 total
includes taxes & fees
20 Mar - 21 Mar
The Honey Pot
Outdoor dining

Cottage in Caerwent

Top Lodge
2.0 star property
The price is ฿14,536
฿17,443 total
includes taxes & fees
20 Mar - 21 Mar
Top Lodge
Cottage | Living area

Cottage in Caerwent

Bottom Lodge
3.0 star property
The price is ฿14,471
฿17,365 total
includes taxes & fees
26 Mar - 27 Mar
Bottom Lodge
Cabin, Shared Bathroom (camping pod)

Camping in Coleford

Broadstone Park Camping & Fishery
1.0 star property
9.8 out of 10, Exceptional, (23 reviews)
"Amazing place for work or holiday. Clean affordable and great staff"
United Kingdom
Luke
The price is ฿2,138
฿2,566 total
includes taxes & fees
14 Mar - 15 Mar
Broadstone Park Camping & Fishery
Balcony

Cottage in Stonehouse

Tinkley Cottage
3.5 star property
The price is ฿19,331
฿23,197 total
includes taxes & fees
16 Mar - 17 Mar
Tinkley Cottage
House | 3 bedrooms, Internet

Holiday Home in Weston

Stylish 3 Bed Home In Bath - Private Parking Wifi
2.0 star property
The price is ฿5,929
฿13,636 total
includes taxes & fees
19 Mar - 20 Mar
Stylish 3 Bed Home In Bath - Private Parking Wifi
Cottage | Property entrance

Cottage in Trellech United

Beautiful 1-bed Cottage in Trellech
3.0 star property
9.2 out of 10, Wonderful, (24 reviews)
"Lovely staff and great space to relax."
United Kingdom
Eva
The price is ฿3,871
฿3,871 total
includes taxes & fees
16 Mar - 17 Mar
Beautiful 1-bed Cottage in Trellech
Comfort House | In-room dining

Holiday Home in Stroud

Hosta House
3.5 star property
10.0 out of 10, Exceptional, (1 review)
"AAAAAAAAAAAAA+++++++++"
United Kingdom
Darren
The price is ฿14,752
฿17,703 total
includes taxes & fees
14 Mar - 15 Mar
Hosta House
Property grounds

Apartment in Bristol

The Priory Cellars Abbots Leigh
3.5 star property
9.4 out of 10, Exceptional, (131 reviews)
"Awesome hosts and great accommodations!"
United States
Susan
The price is ฿3,250
฿3,250 total
includes taxes & fees
9 Apr - 10 Apr
The Priory Cellars Abbots Leigh
Premium Apartment, 2 Bedrooms | Living area | Smart TV

Apartment in St Julians

Quay Apartments Clarence House
3.5 star property
8.4 out of 10, Very good, (145 reviews)
"Friendly, simple check -in. Easy parking in multistory just behind which can be added to the room. Great TV, good shower and comfy bed. Roomy flat with good equipment level in the kitchen. Some welcome gifts too (tea, coffee, sugar, washing up liquid and tea towels) which were very welcome. Mini supermarket located just below too. "
United Kingdom
Andrew
Quay Apartments Clarence House
Miscellaneous

Cottage in Crickhowell

Tysylfaen Brecon Beacons
3.0 star property
The price is ฿6,415
฿6,415 total
includes taxes & fees
23 Mar - 24 Mar
Tysylfaen Brecon Beacons
Exterior

Cottage in Bath

The Forge
3.0 star property
The price is ฿16,199
฿19,439 total
includes taxes & fees
16 Mar - 17 Mar
The Forge
Classic House, Private Bathroom | Lounge

Holiday Home in Bristol Floating Harbour

Ideal Bristol Getaway - 3 bed Harbourside Home
2.0 star property
The price is ฿14,370
฿17,792 total
includes taxes & fees
6 Apr - 7 Apr
Ideal Bristol Getaway - 3 bed Harbourside Home
Classic Studio | Private kitchen | Microwave, espresso maker, coffee/tea maker, electric kettle

Apartment in Clifton

Hotwells Your Apartment
3.0 star property
8.8 out of 10, Excellent, (5 reviews)
"A very nice room in a good location. "
United Kingdom
Matt
The price is ฿4,439
฿5,327 total
includes taxes & fees
27 Mar - 28 Mar
Hotwells Your Apartment
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chepstow Hotel Reviews

Hampton by Hilton Bristol Airport

Hampton by Hilton Bristol Airport

10/10 Excellent
"."
Julie 1-night trip
Posted 5 hours ago
Hampton by Hilton Bristol Airport

Find out more about Chepstow

Search for holiday rentals in Chepstow on Expedia! You can easily find your home rentals, villas, holiday apartments in Chepstow using one of the methods below:

  • View our selection of featured holiday rentals in Chepstow
  • Use the map to find apartments and other holiday homes in the Chepstow neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chepstow while they last

Look no further and take a look at our great range of rental properties in Chepstow!

Frequently asked questions

Can I find a holiday rental in Chepstow?

Yes, there are holiday rentals in Chepstow close to Chepstow Leisure Centre, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and spas in Chepstow. Allow lots of time to check out the riverfront and bars during your visit.

What are some of the best holiday rentals that Chepstow has to offer?

No 2 Georgian Shared House \- By Clifton Short Lets: This holiday home rental outside Chepstow offers a garden and free WiFi to help you feel comfortable in your new surroundings.

How many holiday rentals are there in Chepstow?

Choose from 9 Expedia holiday rentals in Chepstow for a memorable holiday.

What’s there to see and do in Chepstow?

Wye Valley and River Wye are a couple of scenic spots to enjoy the outdoors, whereas Chepstow Museum is one of the cultural attractions. Chepstow Racecourse and St. Pierre Country Club are other places to visit while you're in town.

What’s a holiday rental in Chepstow like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chepstow. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for small groups.