Search Holiday Rentals in Chepstow

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Top Holiday Rentals in Chepstow

Kingsley Lake View & Paddocks - A group retreat with hot tubs, sports bars & spectacular lake views

The price is £3,948
includes taxes & fees
21 Jul - 22 Jul
Kingsley Lake View & Paddocks - A group retreat with hot tubs, sports bars & spectacular lake views

Bed and breakfast with views of the stone circles.Double room with en suite 🚽

10.0 out of 10, Exceptional, (8)
"Beautiful views of classic English countryside Great breakfast cooked to our preferences. Friendly hosts and clean and comfortable room. "
The price is £99
includes taxes & fees
19 Jul - 20 Jul
Bed and breakfast with views of the stone circles.Double room with en suite 🚽

Cohost Partners Cozy Country Retreat With Hot Tub

10.0 out of 10, Exceptional, (4)
"Spacious and super clean house, and beautiful garden. A great place for a family gathering."
The price is £658
includes taxes & fees
23 Jul - 24 Jul
Cohost Partners Cozy Country Retreat With Hot Tub

White 3 bed bungalow with en-suite and parking

9.0 out of 10, Wonderful, (14)
"Great location for Bristol Airport Quite basic accommodation but fine for short stay"
The price is £189
includes taxes & fees
31 Jul - 1 Aug
White 3 bed bungalow with en-suite and parking

Luxury Glamping - Charlcombe Valley Orchards, Bath

The price is £142
includes taxes & fees
20 Jul - 21 Jul
Luxury Glamping - Charlcombe Valley Orchards, Bath

Luxury Glamping - Charlcombe Valley Orchards, Bath

The price is £142
includes taxes & fees
20 Jul - 21 Jul
Luxury Glamping - Charlcombe Valley Orchards, Bath

Luxury Glamping - Charlcombe Valley Orchards, Bath

The price is £142
includes taxes & fees
20 Jul - 21 Jul
Luxury Glamping - Charlcombe Valley Orchards, Bath

Luxury Glamping - Charlcombe Valley Orchards, Bath

The price is £142
includes taxes & fees
20 Jul - 21 Jul
Luxury Glamping - Charlcombe Valley Orchards, Bath

Luxury Glamping - Charlcombe Valley Orchards, Bath

The price is £142
includes taxes & fees
20 Jul - 21 Jul
Luxury Glamping - Charlcombe Valley Orchards, Bath

No.10 Bristol 2 bedroom boutique house with private parking and private garden

10.0 out of 10, Exceptional, (1)
"We were visiting Bristol and Bath for the weekend and this place was the perfect base for us to do so. Comms were good and access to the property was straightforward. The house had everything we needed for a cosy and comfortable stay and everything we used was in good working order (oven/hob, wifi, tv, shower). Good value for money so we would gladly return if we're back in the area. "
The price is £174
includes taxes & fees
29 Jul - 30 Jul
No.10 Bristol 2 bedroom boutique house with private parking and private garden

Stunning, historic family house with swimming pool

10.0 out of 10, Exceptional, (1)
"We stayed here for a family wedding in Bath. There were 13 staying in total over the weekend aged 8-72. It was a perfect house with everything we could have needed. The swimmjng pool was an added bonus and the grounds were incredible. Would definitely recommend and stay again if ever going back to Bath. "
The price is £1,533
includes taxes & fees
27 Jul - 28 Jul
Stunning, historic family house with swimming pool

Amazing 2 Bed Townhouse walking distance from Bristol Temple Meads!

The price is £186
includes taxes & fees
3 Aug - 4 Aug
Amazing 2 Bed Townhouse walking distance from Bristol Temple Meads!

Barton Suites- Luxury Home 1 of 2. Sleeps 6

Barton Suites- Luxury Home 1 of 2. Sleeps 6

City centre location studio

The price is £114
includes taxes & fees
31 Jul - 1 Aug
City centre location studio

Gorgeous 3 Bedroom Town House In Clifton, Bristol

8.8 out of 10, Excellent, (3)
"Excellent, clean and spacious property in the heart of Clifton. Only metres away from the vibrant cafes, bars and restaurants and quirky shops which you expect to find in this beautiful area of Bristol - close to the Downs too. A great base to explore furter afield, would not hesitate to recommend."
The price is £189
includes taxes & fees
21 Jul - 22 Jul
Gorgeous 3 Bedroom Town House In Clifton, Bristol

The Clifton Residence

The price is £660
includes taxes & fees
25 Jul - 26 Jul
The Clifton Residence

Clifton Road Apartments | No.1

The price is £151
includes taxes & fees
18 Jul - 19 Jul
Clifton Road Apartments | No.1

Clifton Central Modern Flat

The price is £236
includes taxes & fees
18 Jul - 19 Jul
Clifton Central Modern Flat

Stylish Apartment in the Heart of Clifton Village. Street Parking.

10.0 out of 10, Exceptional, (2)
"Comfortable, spacious and very well equipped. Excellent location, quiet location and easy walking distance to shops, bars and restaurants "
The price is £205
includes taxes & fees
20 Jul - 21 Jul
Stylish Apartment in the Heart of Clifton Village. Street Parking.

Central Stylish Clifton Lower Ground Flat

The price is £236
includes taxes & fees
18 Jul - 19 Jul
Central Stylish Clifton Lower Ground 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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Westbourne Place Townhouse - by Clifton Short Lets: This holiday home rental outside of Chepstow comes with free WiFi so that you can feel at home during your trip.

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.