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Check prices for these dates

In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan

Top Holiday Rentals in Chepstow

Fridge, electric kettle, toaster, cookware/dishes/utensils
The Snug
The Snug
3.0 star property
The price is ฿10,170
฿12,204 total
includes taxes & fees
22 Oct - 23 Oct
The Snug
Cottage | Interior
The Comfy Cow
The Comfy Cow
3.5 star property
The price is ฿13,912
฿16,694 total
includes taxes & fees
24 Oct - 25 Oct
The Comfy Cow
Outdoor dining
Top Lodge
Top Lodge
2.0 star property
The price is ฿14,275
฿17,130 total
includes taxes & fees
21 Oct - 22 Oct
Top Lodge
Cottage | Interior
The Honey Pot
The Honey Pot
3.5 star property
The price is ฿16,381
฿19,658 total
includes taxes & fees
20 Oct - 21 Oct
The Honey Pot
Cottage | Private kitchen | Fridge, dishwasher, electric kettle, cookware/dishes/utensils
Bottom Lodge
Bottom Lodge
3.0 star property
The price is ฿14,275
฿17,130 total
includes taxes & fees
20 Oct - 21 Oct
Bottom Lodge
Cabin, Shared Bathroom (camping pod)
Broadstone Park Camping & Fishery
Broadstone Park Camping & Fishery
1.0 star property
9.8 out of 10, Exceptional, (22)
"Brilliant holiday camp, very friendly staff, beautiful location, idea for familys ans couples."
The price is ฿2,179
฿2,615 total
includes taxes & fees
19 Oct - 20 Oct
Broadstone Park Camping & Fishery
Garden
De Courceys Manor Cottages
De Courceys Manor Cottages
3.5 star property
9.0 out of 10, Wonderful, (32)
"Lovely clean room, satnav found location but there were shrubs over the brown sign so it took us a little while to find the accommodation. Key lock Box worked well giving us flexibility for check in."
The price is ฿3,632
฿4,359 total
includes taxes & fees
21 Oct - 22 Oct
De Courceys Manor Cottages
Exterior
PREMIER SUITES PLUS Bristol Cabot Circus
PREMIER SUITES PLUS Bristol Cabot Circus
4.0 star property
8.6 out of 10, Excellent, (186)
"Great place to stay with all the conveniences needed for a family of 4."
The price is ฿2,906
฿3,487 total
includes taxes & fees
19 Oct - 20 Oct
PREMIER SUITES PLUS Bristol Cabot Circus
Cottage | Balcony
Teal Barn Annexe
Teal Barn Annexe
3.0 star property
10.0 out of 10, Exceptional, (2)
"Lovely, well equipped property in beautiful, peaceful location, but only short drive to pubs for good food and nearby Monmouth - lovely town with great selection of supermarkets and individual shops and eateries. Beware the 2 speed bumps on your final approach to the property. Would definitely stay here again. "
The price is ฿12,422
฿14,907 total
includes taxes & fees
23 Oct - 24 Oct
Teal Barn Annexe
Studio | Dining
Lovely 1-bed Loft in Newport
Lovely 1-bed Loft in Newport
3.0 star property
8.8 out of 10, Excellent, (3)
"Location very good for Caerleon. Clean and spacious "
The price is ฿3,066
฿3,679 total
includes taxes & fees
19 Oct - 20 Oct
Lovely 1-bed Loft in Newport
Apartment, 1 Bedroom (Rosie) | Travel cot, bed sheets, wheelchair access
The Old Stables
The Old Stables
3.5 star property
9.2 out of 10, Wonderful, (5)
"Breathtaking spot and superb accommodation. No hesitation in recommending a stay here."
The price is ฿5,448
฿6,538 total
includes taxes & fees
18 Oct - 19 Oct
The Old Stables
Studio, Private Bathroom | Exterior
Bright & Beautiful Studio Flat in Bristol
Bright & Beautiful Studio Flat in Bristol
3.0 star property
10.0 out of 10, Exceptional, (2)
"Was a beautiful walks away from Bristol City Centre, but transportation is very easily accessible to get to most places. Very quiet, beautiful and was perfect for my holiday! "
Bright & Beautiful Studio Flat in Bristol
Desk, laptop workspace, iron/ironing board, free WiFi
Newport Student Village - Campus Accommodation
Newport Student Village - Campus Accommodation
4.0 star property
8.2 out of 10, Very good, (214)
"friendly staff, nice clean rooms, easy access to trains/buses/town/shopping"
The price is ฿2,542
฿3,051 total
includes taxes & fees
24 Oct - 25 Oct
Newport Student Village - Campus Accommodation
Lounge
Grigshot Apartment
Grigshot Apartment
4.0 star property
9.6 out of 10, Exceptional, (9)
The price is ฿5,630
฿6,756 total
includes taxes & fees
9 Nov - 10 Nov
Grigshot Apartment
Deluxe Apartment | Living area | 42-inch Smart TV with digital channels
Your Apartment - Redland Place
Your Apartment - Redland Place
4.0 star property
8.8 out of 10, Excellent, (3)
"A couple of nights away with the girls. The apartment was overall good. I should have checked when booking but there is no parking. The area Redlands is nice. The outside of the apartment needs tidying up. The beds and bedding were comfortable but when we went to make one of the beds into double (was a zip lock) the sheeting was filthy with bloody stains. The cleaner did come the next day to change the bedding but was a bit grim. The shower facilities weren’t great as the flow was very weak....
Your Apartment - Redland Place
Grand Apartment | Living area | 38-inch Smart TV with cable channels
Waterside Living I Luxe Apartments
Waterside Living I Luxe Apartments
4.0 star property
The price is ฿9,080
฿10,896 total
includes taxes & fees
24 Oct - 25 Oct
Waterside Living I Luxe Apartments
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

The Bristol Hotel

The Bristol Hotel

10/10 Excellent
"Good location, great staff."
Wynn 3-night trip
Posted 2 days ago
The Bristol Hotel

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 Racecourse, 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?

Oakfield Place Townhouse: This holiday home rental outside of 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 4 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 lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Chepstow Racecourse. St. Pierre Country Club and Tintern Abbey 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.