Chepstow Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chepstow holiday rentals

The Snug

The Snug
3.0 star property
Caerwent
The price is HK$2,542
HK$3,051 total
includes taxes & fees
12 Apr - 13 Apr
The Snug

The Elements Residence

The Elements Residence
Chepstow
The price is HK$4,154
HK$4,694 total
includes taxes & fees
29 Mar - 30 Mar
The Elements Residence

The Honey Pot

The Honey Pot
3.5 star property
Chepstow
The price is HK$4,096
HK$4,915 total
includes taxes & fees
4 Apr - 5 Apr
The Honey Pot

Top Lodge

Top Lodge
2.0 star property
Caerwent
The price is HK$3,549
HK$4,258 total
includes taxes & fees
11 Apr - 12 Apr
Top Lodge

Bottom Lodge

Bottom Lodge
3.0 star property
Caerwent
The price is HK$3,549
HK$4,258 total
includes taxes & fees
9 Apr - 10 Apr
Bottom Lodge

Broadstone Park Camping & Fishery

Broadstone Park Camping & Fishery
1.0 star property
Coleford
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 HK$519
HK$623 total
includes taxes & fees
30 Mar - 31 Mar
Broadstone Park Camping & Fishery

PYTCHAir Boeing 727 Private Jet Hotel

PYTCHAir Boeing 727 Private Jet Hotel
bristol
The price is HK$5,192
HK$6,491 total
includes taxes & fees
30 Mar - 31 Mar
PYTCHAir Boeing 727 Private Jet Hotel

Luxury Glamping - The Natterjack, Bath

Luxury Glamping - The Natterjack, Bath
Charlcombe
The price is HK$1,537
HK$1,537 total
includes taxes & fees
1 Apr - 2 Apr
Luxury Glamping - The Natterjack, Bath

Individual Self-Contained Private cottage with garden at Dyrham Park, near Bath

Individual Self-Contained Private cottage with garden at Dyrham Park, near Bath
Dyrham
10.0 out of 10, Exceptional, (15 reviews)
"We very much enjoyed it and will definitely be staying again next time we are in the area! Thank you! "
United States
Erin I.
The price is HK$1,122
HK$1,714 total
includes taxes & fees
29 Mar - 30 Mar
Individual Self-Contained Private cottage with garden at Dyrham Park, near Bath

Grandads Shack

Grandads Shack
2.0 star property
Pontypool
10.0 out of 10, Exceptional, (1 review)
"A lovely caravan thats been lovingly maintained"
United Kingdom
Chris
The price is HK$3,266
HK$3,919 total
includes taxes & fees
2 Apr - 3 Apr
Grandads Shack

Delightful Shepherd's Hut with Log Burner and Outside Bath

Delightful Shepherd's Hut with Log Burner and Outside Bath
Congresbury
10.0 out of 10, Exceptional, (2 reviews)
"Any shepherd would have thought it a palace. "
United Kingdom
James
The price is HK$841
HK$1,007 total
includes taxes & fees
31 Mar - 1 Apr
Delightful Shepherd's Hut with Log Burner and Outside Bath

Spacious 1 Bedroom Near Hospital

Spacious 1 Bedroom Near Hospital
3.0 star property
Gabalfa
10.0 out of 10, Exceptional, (1 review)
"le personnel a été très efficace et serviable, particulièrement Mme Ewa Grobelska qui nous a beaucoup aidé."
France
Amar
Spacious 1 Bedroom Near Hospital

Cozy Cotswolds Retreat in Dursley

Cozy Cotswolds Retreat in Dursley
2.0 star property
Dursley
10.0 out of 10, Exceptional, (1 review)
"Appartamento molto confortevole, ben accessoriato e molto pulito. Le camere sono molto spaziose. Molto piacevole il soggiorno con camino. "
Italy
Gaetano
The price is HK$1,220
HK$2,710 total
includes taxes & fees
29 Mar - 30 Mar
Cozy Cotswolds Retreat in Dursley

One Bedroom Apartment Close to MOD

One Bedroom Apartment Close to MOD
Bristol
8.0 out of 10, Very good, (2 reviews)
"Everything in the property is well maintained ."
United Kingdom
Chijioke I.
The price is HK$800
HK$1,267 total
includes taxes & fees
31 Mar - 1 Apr
One Bedroom Apartment Close to MOD

A rural house on the edge of the Forest of Dean with 3 pubs within a short walk.

A rural house on the edge of the Forest of Dean with 3 pubs within a short walk.
Alvington
10.0 out of 10, Exceptional, (13 reviews)
"Lovely property, clean, tidy and very spacious, everything you got a great stay."
United States
Steve D.
The price is HK$1,111
HK$1,537 total
includes taxes & fees
30 Mar - 31 Mar
A rural house on the edge of the Forest of Dean with 3 pubs within a short walk.

De Courceys Manor Cottages

De Courceys Manor Cottages
3.5 star property
Llanishen
9.2 out of 10, Wonderful, (35 reviews)
"Fab stay, cute little place "
United Kingdom
MARYA
The price is HK$765
HK$919 total
includes taxes & fees
9 Apr - 10 Apr
De Courceys Manor Cottages

Blackberry Cottage - Cosy Autumn Getaway in Cardiff

Blackberry Cottage - Cosy Autumn Getaway in Cardiff
Rumney
9.8 out of 10, Exceptional, (6 reviews)
"Great , spacious cottage.. nice rooms and decor Really nice kitchen for sitting and dining :) Highly recommending! "
United Kingdom
Emilia
The price is HK$1,246
HK$1,412 total
includes taxes & fees
3 Apr - 4 Apr
Blackberry Cottage - Cosy Autumn Getaway in Cardiff

Cozy Studio Attic Retreat in Bettws Newydd

Cozy Studio Attic Retreat in Bettws Newydd
3.0 star property
Usk
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful place. Nice grounds. Brand new. Quality finished by master craftsmen. Peaceful"
United Kingdom
Andrew
The price is HK$998
HK$998 total
includes taxes & fees
13 Apr - 14 Apr
Cozy Studio Attic Retreat in Bettws Newydd

Sunnyside Cottage - Rural 2-bedroom apartment

Sunnyside Cottage - Rural 2-bedroom apartment
Bristol
10.0 out of 10, Exceptional, (7 reviews)
"Lovely little place perfectly positioned for exploring Bristol.and the coast of the Avon."
United Kingdom
Kieran J.
The price is HK$1,196
HK$1,363 total
includes taxes & fees
29 Mar - 30 Mar
Sunnyside Cottage - Rural 2-bedroom apartment

Kavieng

Kavieng
3.5 star property
Crickhowell
The price is HK$2,984
HK$3,580 total
includes taxes & fees
24 Apr - 25 Apr
Kavieng
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

Top Chepstow Hotel Reviews

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!

Explore a world of travel with Expedia

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?

Large Countryside House sleeps 17 stunning views ,hot tub and Games Rm: This highly rated holiday home rental in Chepstow offers a patio, a garden and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, an oven and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

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.