Chepstow Holiday Rentals

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Our top choices for Chepstow holiday rentals

The Snug

The Snug
3.0 star property
Caerwent
The price is NZ$678
includes taxes & fees
12 Apr - 13 Apr
The Snug

The Elements Residence

The Elements Residence
Chepstow
The price is NZ$1,036
includes taxes & fees
29 Mar - 30 Mar
The Elements Residence

The Honey Pot

The Honey Pot
3.5 star property
Chepstow
The price is NZ$1,092
includes taxes & fees
4 Apr - 5 Apr
The Honey Pot

Top Lodge

Top Lodge
2.0 star property
Caerwent
The price is NZ$946
includes taxes & fees
11 Apr - 12 Apr
Top Lodge

Bottom Lodge

Bottom Lodge
3.0 star property
Caerwent
The price is NZ$946
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 NZ$138
includes taxes & fees
27 Apr - 28 Apr
Broadstone Park Camping & Fishery

PYTCHAir Boeing 727 Private Jet Hotel

PYTCHAir Boeing 727 Private Jet Hotel
bristol
The price is NZ$1,424
includes taxes & fees
3 Apr - 4 Apr
PYTCHAir Boeing 727 Private Jet Hotel

Luxury Glamping - The Natterjack, Bath

Luxury Glamping - The Natterjack, Bath
Charlcombe
The price is NZ$342
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 NZ$383
includes taxes & fees
9 Apr - 10 Apr
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 NZ$871
includes taxes & fees
4 Apr - 5 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 NZ$224
includes taxes & fees
8 Apr - 9 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 NZ$625
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 NZ$282
includes taxes & fees
2 Apr - 3 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 NZ$341
includes taxes & fees
10 Apr - 11 Apr
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 NZ$208
includes taxes & fees
28 Apr - 29 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 NZ$314
includes taxes & fees
5 Apr - 6 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 NZ$224
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 NZ$303
includes taxes & fees
8 Apr - 9 Apr
Sunnyside Cottage - Rural 2-bedroom apartment

Kavieng

Kavieng
3.5 star property
Crickhowell
The price is NZ$795
includes taxes & fees
26 Apr - 27 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.
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Top Chepstow Hotel Reviews

Find out more about Chepstow

Everything you need to know about Chepstow holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chepstow holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chepstow holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chepstow holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chepstow. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chepstow holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chepstow holiday rentals we have selected for you start as low as NZ$138 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chepstow rentals

At Expedia, we put the best Chepstow holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chepstow rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chepstow holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chepstow. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.