The ruins of a large, historic stone building with multiple arches and a tall, narrow tower.

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Chepstow holiday rentals

A hot tub in an outdoor wooden enclosure with a tiled floor and a wicker chair nearby.

1. The Honey Pot

The Honey Pot
3.5 star property
Chepstow
The price is ₹52,559
₹63,071 total
includes taxes & fees
13 Nov - 14 Nov
The Honey Pot
A modern living room with a sofa, armchair, coffee table, and a painting of red buses.

2. Bottom Lodge

Bottom Lodge
3.0 star property
Caerwent
The price is ₹47,695
₹57,233 total
includes taxes & fees
13 Nov - 14 Nov
Bottom Lodge
A modern kitchen with white cabinets, a stainless steel oven, a sink, and a yellow toaster.

3. The Snug

The Snug
3.0 star property
Caerwent
The price is ₹34,169
₹41,003 total
includes taxes & fees
20 Nov - 21 Nov
The Snug
A hot tub with a wooden deck, outdoor seating, and a view of the countryside.

4. Top Lodge

Top Lodge
3.0 star property
Caerwent
The price is ₹47,695
₹57,233 total
includes taxes & fees
12 Nov - 13 Nov
Top Lodge
A spacious loft-style living area with a large wooden dining table, multiple seating options, and a large sliding glass door leading to a balcony.

5. Bilsham Meadows

Bilsham Meadows
3.0 star property
Bristol
The price is ₹168,829
₹202,595 total
includes taxes & fees
30 Nov - 1 Dec
Bilsham Meadows
A bedroom with a bed, a wooden wardrobe, and a bedside table.

6. Livin' Serviced Apartments - Newport

Livin' Serviced Apartments - Newport
2.0 star property
St Julians
10.0 out of 10, Exceptional, (3 reviews)
"Great apartment. Very spacious. Absolutely loved staying here. Will definitely do it again"
United Kingdom
Lucy
The price is ₹5,000
₹5,999 total
includes taxes & fees
10 Nov - 11 Nov
Livin' Serviced Apartments - Newport
A living room with a sofa, coffee table, TV, and a fruit bowl.

7. PREMIER SUITES Bristol Redcliffe

PREMIER SUITES Bristol Redcliffe
4.0 star property
Bristol Floating Harbour
8.6 out of 10, Excellent, (194 reviews)
"Great flat Stayed for o e night so only used for the night Well equipped"
United Kingdom
rasiah
The price is ₹9,428
₹11,313 total
includes taxes & fees
8 Nov - 9 Nov
PREMIER SUITES Bristol Redcliffe
A stone wall entrance to a building with a black door and a small trash bin.

8. Beautiful 1-bed Cottage in Trellech

Beautiful 1-bed Cottage in Trellech
3.0 star property
Trellech United
9.2 out of 10, Wonderful, (25 reviews)
"Lovely staff and great space to relax."
United Kingdom
Eva
The price is ₹11,085
₹11,085 total
includes taxes & fees
8 Nov - 9 Nov
Beautiful 1-bed Cottage in Trellech
A modern kitchen with a central island, white cabinetry, and a dining area with a table and chairs.

9. Frederick Place Your Apartment

Frederick Place Your Apartment
4.5 star property
Clifton
7.4 out of 10, Good, (12 reviews)
"Beautiful, spacious apartment in a fantastic location, cant recommend enough"
United Kingdom
Roger
The price is ₹19,703
₹23,644 total
includes taxes & fees
20 Nov - 21 Nov
Frederick Place Your Apartment
A modern kitchen with a built-in oven, a dining area with a round table and chairs, and large windows with a view of a bridge.

10. Quay Apartments Clarence House

Quay Apartments Clarence House
3.5 star property
St Julians
8.6 out of 10, Excellent, (162 reviews)
"Convenient location close to train station, safe area, clean and has all the amenities needed. Will stay again"
United Kingdom
KONSTANTINOS
The price is ₹7,336
₹8,804 total
includes taxes & fees
8 Nov - 9 Nov
Quay Apartments Clarence House
A modern hotel room with a large bed, a small sitting area, a kitchenette, and a bathroom.

11. Your Apartment I Clifton Village

Your Apartment I Clifton Village
4.0 star property
Clifton
7.4 out of 10, Good, (113 reviews)
"A great location in central Clifton, had everything we needed and easily accesible"
United Kingdom
Erin
The price is ₹12,198
₹14,638 total
includes taxes & fees
9 Nov - 10 Nov
Your Apartment I Clifton Village
A conservatory with stone arches, potted plants, and a bench.

12. The Orangery Apartment

The Orangery Apartment
4.0 star property
Bristol
9.6 out of 10, Exceptional, (85 reviews)
"The apartment was so roomy . Space to park and a great little pub at the end of the road . Nick was an excellent host !"
Australia
Narelle
The price is ₹10,169
₹10,169 total
includes taxes & fees
9 Nov - 10 Nov
The Orangery Apartment
A bedroom with a wooden headboard, a bed with a gray blanket, a pillow with a floral design, and a cat on the bed.

13. Higgihaus 26 Clare Street Aparthotel

Higgihaus 26 Clare Street Aparthotel
3.5 star property
Bristol City Centre
8.0 out of 10, Very good, (5 reviews)
"Great little apartment which is well located for the centre of Bristol and the docks and near plenty of pubs and restaurants. We used it as a base for some historical touristy walks in the area, everything is within walking distance"
United Kingdom
Amanda
The price is ₹10,160
₹17,702 total
includes taxes & fees
8 Nov - 9 Nov
Higgihaus 26 Clare Street Aparthotel
A modern kitchen with white cabinets, a built-in oven, and a stainless steel range hood.

14. Your Apartment Clifton House

Your Apartment Clifton House
3.0 star property
Bristol
7.4 out of 10, Good, (118 reviews)
"Excellent room and great location Online check I wasn't the easiest but no issues once I arrived. Really nice property for the price"
United Kingdom
Freddie
The price is ₹13,134
₹15,761 total
includes taxes & fees
8 Nov - 9 Nov
Your Apartment Clifton House
A spacious living room with a large sofa set, a wooden coffee table, and a television. There is a large sliding glass door leading to a patio with a view of the outdoors.

15. Hidden Well

Hidden Well
2.0 star property
Bristol
The price is ₹153,761
₹184,514 total
includes taxes & fees
12 Nov - 13 Nov
Hidden Well
A narrow stone corridor with a small table and chairs, a door, and a window with a view into a room.

16. The Priory Cellars Abbots Leigh

The Priory Cellars Abbots Leigh
3.5 star property
Bristol
9.4 out of 10, Exceptional, (144 reviews)
"Nice place to stay for a few nights and very well equipped"
United Kingdom
John
The price is ₹9,661
₹9,661 total
includes taxes & fees
22 Nov - 23 Nov
The Priory Cellars Abbots Leigh
A modern building with a brick facade and large windows.

17. PREMIER SUITES PLUS Bristol Cabot Circus

PREMIER SUITES PLUS Bristol Cabot Circus
4.0 star property
Bristol City Centre
8.6 out of 10, Excellent, (221 reviews)
"Excellent….. Will definitely stay again on my next overnight stay A******"
United Kingdom
Allie
The price is ₹9,428
₹11,313 total
includes taxes & fees
8 Nov - 9 Nov
PREMIER SUITES PLUS Bristol Cabot Circus
A compact kitchen with a microwave, toaster, and coffee maker. A bed with a headboard is visible in the background.

18. Hotwells Your Apartment

Hotwells Your Apartment
3.0 star property
Clifton
7.4 out of 10, Good, (11 reviews)
"Small clean room cosy and warm bus stop right outside the apartments but very noisy you can hear every move of other residents in the property"
Ireland
Hoa Minh
The price is ₹11,155
₹13,385 total
includes taxes & fees
8 Nov - 9 Nov
Hotwells Your Apartment
A multi-story building with a stone facade, large windows, and a corner entrance.

19. Your Apartment - Pembroke House

Your Apartment - Pembroke House
4.0 star property
Clifton
8.8 out of 10, Excellent, (10 reviews)
"Beautiful property in beautiful Clifton. Will definitely book again if i'm ever in Bristol!"
Netherlands
reihana
The price is ₹12,098
₹14,518 total
includes taxes & fees
8 Nov - 9 Nov
Your Apartment - Pembroke House
A modern bedroom with a large bed, a bedside table with a lamp, and a view of the city through a window.

20. Colston Street - Your Apartment

Colston Street - Your Apartment
3.0 star property
Bristol
8.4 out of 10, Very good, (10 reviews)
"I enjoyed it highly recommended.....will do it anytime again.....perfect for a get away peace quiet an great....."
United Kingdom
Sansha
The price is ₹12,818
₹15,381 total
includes taxes & fees
13 Nov - 14 Nov
Colston Street - Your Apartment
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

Celtic Manor Resort

Celtic Manor Resort

10/10 Excellent
"Wonderful hotel, fantastic amenties"
Nicola 1-night trip
Posted 3 hours ago
Celtic Manor Resort

Find out more about Chepstow

Holiday Rentals in 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
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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 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?

6 Bed House Sleeps 13 - Private Garden: This holiday home rental outside of Chepstow is equipped with a garden, laundry facilities and free WiFi to help you feel comfortable during your stay. It has 6 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Chepstow?

Choose from 14 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.