Chepstow Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
8 Jan - 9 Jan
Tomorrow
9 Jan - 10 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

Our top choices for Chepstow holiday rentals

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

Cottage in Caerwent

The Snug
3.0 star property
The price is RM1,338
RM1,606 total
includes taxes & fees
22 Jan - 23 Jan
The Snug
Living area
Bottom Lodge

Cottage in Caerwent

Bottom Lodge
3.0 star property
The price is RM1,868
RM2,241 total
includes taxes & fees
12 Jan - 13 Jan
Bottom Lodge
Interior
The Comfy Cow

Cottage in Trellech United

The Comfy Cow
3.5 star property
The price is RM1,790
RM2,148 total
includes taxes & fees
13 Jan - 14 Jan
The Comfy Cow
Interior
The Honey Pot

Cottage in Chepstow

The Honey Pot
3.5 star property
The price is RM2,156
RM2,587 total
includes taxes & fees
22 Jan - 23 Jan
The Honey Pot
Outdoor dining
Top Lodge

Cottage in Caerwent

Top Lodge
2.0 star property
The price is RM1,868
RM2,241 total
includes taxes & fees
17 Jan - 18 Jan
Top Lodge
Room
Broadstone Park Camping & Fishery

Camping in Coleford

Broadstone Park Camping & Fishery
1.0 star property
9.8 out of 10, Exceptional, (23)
"Amazing place for work or holiday. Clean affordable and great staff"
United Kingdom
Luke
The price is RM273
RM328 total
includes taxes & fees
12 Jan - 13 Jan
Broadstone Park Camping & Fishery
Exterior
Cozy Studio Attic Retreat in Bettws Newydd

Apartment in Usk

Cozy Studio Attic Retreat in Bettws Newydd
3.0 star property
10.0 out of 10, Exceptional, (3)
"Beautiful place. Nice grounds. Brand new. Quality finished by master craftsmen. Peaceful"
United Kingdom
Andrew
The price is RM571
RM571 total
includes taxes & fees
10 Jan - 11 Jan
Cozy Studio Attic Retreat in Bettws Newydd
Exterior
Bright & Beautiful Studio Flat in Bristol

Apartment 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! "
United States
Katarina
The price is RM530
RM858 total
includes taxes & fees
26 Jan - 27 Jan
Bright & Beautiful Studio Flat in Bristol
Living area
Waterside Living I Luxe Apartments

Apartment in Bristol Floating Harbour

Waterside Living I Luxe Apartments
4.0 star property
The price is RM638
RM765 total
includes taxes & fees
23 Jan - 24 Jan
Waterside Living I Luxe Apartments
Hypo-allergenic bedding, in-room safe, individually decorated
Redmayne House

Apartment in Clifton

Redmayne House
3.5 star property
9.4 out of 10, Exceptional, (28)
"Fantastic property could not fault it will definitely stay again "
United Kingdom
Debra
The price is RM442
RM530 total
includes taxes & fees
12 Jan - 13 Jan
Redmayne House
Living room
Meadow Lodge @ Berrys Place Farm

Cottage in Gloucester

Meadow Lodge @ Berrys Place Farm
3.5 star property
The price is RM1,491
RM1,790 total
includes taxes & fees
17 Jan - 18 Jan
Meadow Lodge @ Berrys Place Farm
Terrace/patio
The Orangery Apartment

Apartment in Bristol

The Orangery Apartment
4.0 star property
9.6 out of 10, Exceptional, (67)
"Its a good, lovely and quiet location."
United Kingdom
Adeola
The price is RM492
RM492 total
includes taxes & fees
12 Jan - 13 Jan
The Orangery Apartment
Exterior
De Courceys Manor Cottages

Cottage in Llanishen

De Courceys Manor Cottages
3.5 star property
9.2 out of 10, Wonderful, (33)
"Beautiful setting, very well looked after. The room was spotless it had everything you needed. A lovely welcome. We wanted to book in early as we had to be somewhere. The lovely lady on the phone arranged it no problem. I would highly recommend this place."
United Kingdom
David
The price is RM456
RM547 total
includes taxes & fees
13 Jan - 14 Jan
De Courceys Manor Cottages
Exterior
Lovely 1-bed Loft in Newport

Apartment in Caerleon

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 "
United Kingdom
JAYNE
The price is RM384
RM461 total
includes taxes & fees
11 Jan - 12 Jan
Lovely 1-bed Loft in Newport
Desk, laptop workspace, iron/ironing board, free WiFi
Newport Student Village - Campus Accommodation

Apartment in Pillgwenlly

Newport Student Village - Campus Accommodation
4.0 star property
8.2 out of 10, Very good, (216)
"Very happy with the price and quality of stay. Everything we needed for the weekend!"
United Kingdom
Joshua
The price is RM301
RM361 total
includes taxes & fees
9 Jan - 10 Jan
Newport Student Village - Campus Accommodation
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chepstow Hotel Reviews

Bristol Grand Hotel By Sunday

Bristol Grand Hotel By Sunday

10/10 Excellent
"Clean , room , good size , friendly staff & great location "
Billy 1-night trip
Posted 2 days ago
Bristol Grand Hotel By Sunday

Find out more about Chepstow

Search for holiday rentals in Chepstow on Expedia.co.uk! 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 close to the most popular sights in Chepstow, 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?

4 Bed Townhouse-sleeps 7-garden-pets-valley View: This holiday home rental outside Chepstow offers a balcony, a private garden and free WiFi to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Chepstow?

Choose from 7 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.