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

Our top choices for Chepstow vacation rentals

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

The Snug

The Snug
3.0 star property
Caerwent
The price is P20,037
P24,044 total
includes taxes & fees
Jul 20 - Jul 21
The Snug
Outdoor dining

Top Lodge

Top Lodge
2.0 star property
Caerwent
The price is P27,788
P33,346 total
includes taxes & fees
Jul 7 - Jul 8
Top Lodge
Interior

The Honey Pot

The Honey Pot
3.5 star property
Chepstow
The price is P32,074
P38,489 total
includes taxes & fees
Jul 24 - Jul 25
The Honey Pot
Living area

Bottom Lodge

Bottom Lodge
3.0 star property
Caerwent
The price is P27,788
P33,346 total
includes taxes & fees
Jul 30 - Jul 31
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 P6,148
P12,257 total
includes taxes & fees
Jul 6 - Jul 7
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 P10,724
P12,869 total
includes taxes & fees
Jul 4 - Jul 5
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 P2,066
P6,546 total
includes taxes & fees
Jul 13 - Jul 14
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 P4,473
P5,367 total
includes taxes & fees
Jul 13 - Jul 14
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, (25 reviews)
"Amazing place for work or holiday. Clean affordable and great staff"
United Kingdom
Luke
The price is P4,066
P4,879 total
includes taxes & fees
Jul 15 - Jul 16
Broadstone Park Camping & Fishery
Lounge

Orchard by UTDM

Orchard by UTDM
3.0 star property
Windmill Hill
The price is P5,964
P16,915 total
includes taxes & fees
Jul 13 - Jul 14
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 P6,181
P6,181 total
includes taxes & fees
Jul 14 - Jul 15
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 P5,893
P5,893 total
includes taxes & fees
Jul 5 - Jul 6
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 P8,661
P8,661 total
includes taxes & fees
Jul 8 - Jul 9
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 P5,116
P6,139 total
includes taxes & fees
Jul 12 - Jul 13
The Coach House and The Stable
Travel crib, 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 P8,607
P10,328 total
includes taxes & fees
Jul 10 - Jul 11
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

The Bristol Hotel

The Bristol Hotel

8/10 Good
"The location was great for the conference I attended at the nearby M Shed. The breakfast options were well presented and good quality and the setting was lovely. The bedroom was great in terms of cleanliness and quality of facilities. BUT on one of the hottest days of May with outside temperatures at 35⁰ the hotel had taken central control of the bedroom AC temperatures which they set at an uncomfortable 21⁰. I opened the window but with no breeze from outside, I barely slept. Lack of sleep and heat-related exhaustion affected my participation in the conference on the following day. Colleagues who stayed at a far cheaper local hotel had excellent air conditioning during their stay! Overall, indpite of the positives I wouldn't stay again since a good hotel stay is essentially about having a good night's sleep and being refreshed for the next days activities."
Sharon 1-night trip
Posted 7 hours ago
The Bristol Hotel

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:

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Frequently asked questions

Can I find a vacation rental in Chepstow?

Yes, there are vacation rentals in Chepstow close to Chepstow Leisure Centre, or you can choose a secluded option if you'd like a relaxing place to 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 vacation rentals are there in Chepstow?

Choose from 11 Expedia vacation rentals in Chepstow for a memorable vacation.

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 vacation rental in Chepstow like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Chepstow. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for families.