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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Chepstow holiday rentals

Shower

The Snug

The Snug
3.0 star property
Caerwent
The price is ฿10,679
฿12,814 total
includes taxes & fees
28 Jun - 29 Jun
The Snug
Cottage | Interior

The Honey Pot

The Honey Pot
3.5 star property
Chepstow
The price is ฿17,204
฿20,645 total
includes taxes & fees
29 Jun - 30 Jun
The Honey Pot
Cottage | Living area | Fireplace

Bottom Lodge

Bottom Lodge
3.0 star property
Caerwent
The price is ฿14,906
฿17,887 total
includes taxes & fees
3 Jul - 4 Jul
Bottom Lodge
Outdoor dining

Top Lodge

Top Lodge
2.0 star property
Caerwent
The price is ฿14,906
฿17,887 total
includes taxes & fees
1 Jul - 2 Jul
Top Lodge
Cabin, Shared Bathroom (camping pod)

Broadstone Park Camping & Fishery

Broadstone Park Camping & Fishery
1.0 star property
Coleford
9.8 out of 10, Exceptional, (25 reviews)
"Amazing place for work or holiday. Clean affordable and great staff"
United Kingdom
Luke
The price is ฿2,181
฿2,617 total
includes taxes & fees
28 Jun - 29 Jun
Broadstone Park Camping & Fishery
Family Room | Bathroom | Shower, free toiletries, hair dryer, towels

The Sixty 19 Stylish Studios and Apt.

The Sixty 19 Stylish Studios and Apt.
3.0 star property
Adamsdown
The price is ฿2,751
฿5,921 total
includes taxes & fees
1 Jul - 2 Jul
The Sixty 19 Stylish Studios and Apt.
Desk, laptop workspace, iron/ironing board, free WiFi

Newport Student Village - Campus Accommodation

Newport Student Village - Campus Accommodation
4.0 star property
Pillgwenlly
8.2 out of 10, Very good, (223 reviews)
"It's a student halls of residence. If that's what you're expecting I would imagine you'd be very happy with the room. If you're expecting a hotel, it's not a hotel. It was exactly as I was expecting. Comfortable, no frills, perfectly fine for a one night stay for me. Wifi was great. A little bit of noise at times, it's student accommodation, but not too noisy by a long way. I recently stayed at the IBIS in Bristol and that was far noisier. Would happily book again for a short stay."
United Kingdom
Christopher
The price is ฿2,399
฿2,879 total
includes taxes & fees
25 Jun - 26 Jun
Newport Student Village - Campus Accommodation
Golf

Apartment Sleeps 4 With Parking

Apartment Sleeps 4 With Parking
3.0 star property
Rumney
The price is ฿2,516
฿4,066 total
includes taxes & fees
8 Jul - 9 Jul
Apartment Sleeps 4 With Parking
Gym

The Metalworks

The Metalworks
2.0 star property
Windmill Hill
9.0 out of 10, Wonderful, (8 reviews)
"Great accommodation Clean Great complementary beer Will be staying there again aoon"
United Kingdom
Pankaj
The price is ฿1,110
฿3,515 total
includes taxes & fees
11 Jul - 12 Jul
The Metalworks
Comfort House, 2 Bedrooms | Blackout curtains, iron/ironing board, free WiFi

25 Ellwood path

25 Ellwood path
3.0 star property
Cwmbran
The price is ฿3,403
฿5,828 total
includes taxes & fees
25 Jun - 26 Jun
25 Ellwood path
Property grounds

The Priory Cellars Abbots Leigh

The Priory Cellars Abbots Leigh
3.5 star property
Bristol
9.4 out of 10, Exceptional, (135 reviews)
"Excellent place to stay,I would highly recommend!"
United Kingdom
Ray
The price is ฿3,315
฿3,315 total
includes taxes & fees
28 Jun - 29 Jun
The Priory Cellars Abbots Leigh
Terrace/patio

The Orangery Apartment

The Orangery Apartment
4.0 star property
Bristol
9.6 out of 10, Exceptional, (75 reviews)
"Wonderful property and hosts. Great parking and facilities in property with plenty of space and stocked kitchen facilities. Would stay again"
United Kingdom
Janet
The price is ฿3,141
฿3,141 total
includes taxes & fees
5 Jul - 6 Jul
The Orangery Apartment
Studio, Ensuite (Stable) | Lounge

The Coach House and The Stable

The Coach House and The Stable
3.5 star property
Stroud
8.8 out of 10, Excellent, (45 reviews)
"The location is great. We loved having the Old Fleece pub next door. The amenities are nice. The biggest issue with this accommodation is the lack of air flow. It can get warm and stuffy in warmer weather. There are no windows, and keeping the door open at night was not an option for us."
Canada
David
The price is ฿2,726
฿3,272 total
includes taxes & fees
12 Jul - 13 Jul
The Coach House and The Stable
Cottage | Interior

Glebe Farm Cottage

Glebe Farm Cottage
2.0 star property
Llangybi
9.8 out of 10, Exceptional, (6 reviews)
"Nice clean quiet country farmstay"
Australia
Nigel
The price is ฿12,286
฿14,743 total
includes taxes & fees
29 Jun - 30 Jun
Glebe Farm Cottage
Comfort Apartment, River View | Interior

Riverfront Flat

Riverfront Flat
3.0 star property
Newport
2.0 out of 10, (1 review)
The price is ฿4,907
฿7,852 total
includes taxes & fees
12 Jul - 13 Jul
Riverfront Flat
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

Moxy Bristol

Moxy Bristol

10/10 Excellent
"Comfy bed, spacious room, friendly staff, great location (short walk to Farro Bakery ☺️)! Honestly, no flaws can be found in the room/ customer service/ check in procedure! Will definitely pick Moxy again if I visit Bristol"
Sharon 1-night trip
Posted 2 hours ago
Moxy Bristol

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.

How many holiday rentals are there in Chepstow?

Choose from 11 Expedia holiday rentals in Chepstow for a memorable holiday.

What’s there to see and do in Chepstow?

Symonds Yat Rock and Wye Valley 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.