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

Chepstow Vacation Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Chepstow holiday rentals

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

The Snug

The Snug
3.0 star property
Caerwent
The price is RM1,333
RM1,600 total
includes taxes & fees
20 Jul - 21 Jul
The Snug
Outdoor dining

Top Lodge

Top Lodge
2.0 star property
Caerwent
The price is RM1,861
RM2,233 total
includes taxes & fees
7 Jul - 8 Jul
Top Lodge
Interior

The Honey Pot

The Honey Pot
3.5 star property
Chepstow
The Honey Pot
Living area

Bottom Lodge

Bottom Lodge
3.0 star property
Caerwent
The price is RM1,861
RM2,233 total
includes taxes & fees
25 Jul - 26 Jul
Bottom Lodge
Living area

The Sixty 19 Stylish Studios and Apt.

The Sixty 19 Stylish Studios and Apt.
3.0 star property
Adamsdown
The price is RM412
RM821 total
includes taxes & fees
6 Jul - 7 Jul
The Sixty 19 Stylish Studios and Apt.
Exterior detail

Tranquil Riverside Cottage in Lydbrook

Tranquil Riverside Cottage in Lydbrook
2.0 star property
Lydbrook
The price is RM717
RM860 total
includes taxes & fees
10 Jul - 11 Jul
Tranquil Riverside Cottage in Lydbrook
Gym

The Metalworks

The Metalworks
2.0 star property
Windmill Hill
9.0 out of 10, Wonderful, (8 reviews)
"Great accommodation Clean Great complementary beer Will be staying there again aoon"
United Kingdom
Pankaj
The price is RM138
RM438 total
includes taxes & fees
15 Jul - 16 Jul
The Metalworks
Desk, laptop workspace, iron/ironing board, free WiFi

Newport Student Village - Campus Accommodation

Newport Student Village - Campus Accommodation
4.0 star property
Pillgwenlly
8.2 out of 10, Very good, (226 reviews)
"It's a student halls of residence. If that's what you're expecting I would imagine you'd be very happy with the room. If you're expecting a hotel, it's not a hotel. It was exactly as I was expecting. Comfortable, no frills, perfectly fine for a one night stay for me. Wifi was great. A little bit of noise at times, it's student accommodation, but not too noisy by a long way. I recently stayed at the IBIS in Bristol and that was far noisier. Would happily book again for a short stay."
United Kingdom
Christopher
The price is RM300
RM359 total
includes taxes & fees
14 Jul - 15 Jul
Newport Student Village - Campus Accommodation
Room

Broadstone Park Camping & Fishery

Broadstone Park Camping & Fishery
1.0 star property
Coleford
9.8 out of 10, Exceptional, (26 reviews)
"Amazing place for work or holiday. Clean affordable and great staff"
United Kingdom
Luke
The price is RM272
RM327 total
includes taxes & fees
8 Jul - 9 Jul
Broadstone Park Camping & Fishery
Lounge

Orchard by UTDM

Orchard by UTDM
3.0 star property
Windmill Hill
The price is RM377
RM1,105 total
includes taxes & fees
3 Aug - 4 Aug
Orchard by UTDM
Property grounds

The Priory Cellars Abbots Leigh

The Priory Cellars Abbots Leigh
3.5 star property
Bristol
9.4 out of 10, Exceptional, (135 reviews)
"Excellent place to stay,I would highly recommend!"
United Kingdom
Ray
The price is RM414
RM414 total
includes taxes & fees
5 Jul - 6 Jul
The Priory Cellars Abbots Leigh
Terrace/patio

The Orangery Apartment

The Orangery Apartment
4.0 star property
Bristol
9.6 out of 10, Exceptional, (76 reviews)
"Wonderful property and hosts. Great parking and facilities in property with plenty of space and stocked kitchen facilities. Would stay again"
United Kingdom
Janet
The price is RM392
RM392 total
includes taxes & fees
5 Jul - 6 Jul
The Orangery Apartment
Property entrance

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 RM580
RM580 total
includes taxes & fees
6 Jul - 7 Jul
Beautiful 1-bed Cottage in Trellech
Lounge

The Coach House and The Stable

The Coach House and The Stable
3.5 star property
Stroud
8.8 out of 10, Excellent, (45 reviews)
"The location is great. We loved having the Old Fleece pub next door. The amenities are nice. The biggest issue with this accommodation is the lack of air flow. It can get warm and stuffy in warmer weather. There are no windows, and keeping the door open at night was not an option for us."
Canada
David
The price is RM340
RM408 total
includes taxes & fees
12 Jul - 13 Jul
The Coach House and The Stable
Travel cot, bed sheets, wheelchair access

The Old Stables

The Old Stables
3.5 star property
Ynysddu
9.6 out of 10, Exceptional, (8 reviews)
"Immaculate, quiet, warm and incredibly spacious. A very nice place to stay. "
United Kingdom
Matt
The price is RM575
RM691 total
includes taxes & fees
15 Jul - 16 Jul
The Old Stables
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

Village Hotel Bristol

Village Hotel Bristol

10/10 Excellent
"great location, clean rooms and a lot around to do and eat"
Andrew 1-night trip
Posted 2 hours ago
Village Hotel Bristol

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
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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.

How many holiday rentals are there in Chepstow?

Choose from 11 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.