Chepstow Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Chepstow

Outdoor dining
Top Lodge

Top Lodge

2.0 star property
Caerwent
The price is ￥66,607
￥79,928 total
includes taxes & fees
Nov 21 - Nov 22
Top Lodge
Cottage | Interior
The Honey Pot

The Honey Pot

3.5 star property
Chepstow
The price is ￥76,436
￥91,724 total
includes taxes & fees
Nov 18 - Nov 19
The Honey Pot
Cottage | Interior
The Comfy Cow

The Comfy Cow

3.5 star property
Trellech United
The price is ￥64,913
￥77,895 total
includes taxes & fees
Nov 22 - Nov 23
The Comfy Cow
Fridge, electric kettle, toaster, cookware/dishes/utensils
The Snug

The Snug

3.0 star property
Caerwent
The price is ￥47,455
￥56,947 total
includes taxes & fees
Nov 18 - Nov 19
The Snug
Cottage | Private kitchen | Fridge, dishwasher, electric kettle, cookware/dishes/utensils
Bottom Lodge

Bottom Lodge

3.0 star property
Caerwent
The price is ￥66,607
￥79,928 total
includes taxes & fees
Nov 27 - Nov 28
Bottom Lodge
Cabin, Shared Bathroom (camping pod)
Broadstone Park Camping & Fishery

Broadstone Park Camping & Fishery

1.0 star property
Coleford
9.8 out of 10, Exceptional, (22)
"Brilliant holiday camp, very friendly staff, beautiful location, idea for familys ans couples."
United Kingdom
Tina
The price is ￥9,864
￥11,836 total
includes taxes & fees
Nov 16 - Nov 17
Broadstone Park Camping & Fishery
Apartment, Ensuite (Coach House) | 1 bedroom
The Coach House and The Stable

The Coach House and The Stable

3.5 star property
Stroud
9.0 out of 10, Wonderful, (40)
"Great stay "
United Kingdom
Tania
The price is ￥11,343
￥13,611 total
includes taxes & fees
Nov 16 - Nov 17
The Coach House and The Stable
Property grounds
The Priory Cellars Abbots Leigh

The Priory Cellars Abbots Leigh

3.5 star property
Bristol
9.4 out of 10, Exceptional, (126)
"Awesome hosts and great accommodations!"
United States
Susan
The price is ￥14,992
￥14,992 total
includes taxes & fees
Nov 16 - Nov 17
The Priory Cellars Abbots Leigh
Deluxe Apartment | Iron/ironing board, free WiFi
Le Cwtch - Beautiful 1 Bed Apartment

Le Cwtch - Beautiful 1 Bed Apartment

3.5 star property
Adamsdown
8.4 out of 10, Very Good, (5)
"Amazing value for money and apartment was really nice just tired in a few areas. Curtains need replacing, also bathroom door needs to be fixed. Lovely apartment decor but cleanliness could be better. I trod on a small bit of glass and there was some melted chocolate substance on the bed side table that should have been cleaned. Could not fault the value for money. "
United Kingdom
Rachel
The price is ￥21,660
￥25,992 total
includes taxes & fees
Nov 23 - Nov 24
Le Cwtch - Beautiful 1 Bed Apartment
Family Townhome, 2 Bedrooms, 2 Bathrooms, Garden View | Private kitchenette | Fridge, microwave, oven, stovetop
Beech House

Beech House

4.0 star property
Bristol
9.4 out of 10, Exceptional, (177)
"Great place with all the amenities needed for an enjoyable stay"
United Kingdom
Callum
The price is ￥15,963
￥19,156 total
includes taxes & fees
Nov 16 - Nov 17
Beech House
Suite, 1 Bedroom | Living area | 42-inch Smart TV with digital channels, TV
Redmayne House

Redmayne House

3.5 star property
Clifton
9.2 out of 10, Wonderful, (25)
"Fantastic property could not fault it will definitely stay again "
United Kingdom
Debra
The price is ￥19,512
￥23,415 total
includes taxes & fees
Nov 16 - Nov 17
Redmayne House
Exterior
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, (187)
"Great place to stay with all the conveniences needed for a family of 4."
Canada
Macie
The price is ￥13,541
￥16,248 total
includes taxes & fees
Dec 15 - Dec 16
PREMIER SUITES PLUS Bristol Cabot Circus
Front of property
The Orangery Apartment

The Orangery Apartment

4.0 star property
Bristol
9.6 out of 10, Exceptional, (66)
"Excellent apartment in beautiful old house. Fantastic value for money. Really one of the best places we've stayed. "
United States
Simon
The price is ￥16,249
￥16,249 total
includes taxes & fees
Nov 17 - Nov 18
The Orangery Apartment
Exterior detail
526 Gloucester Flat 1 - Hopewell

526 Gloucester Flat 1 - Hopewell

Horfield
9.0 out of 10, Wonderful, (2)
"I loved the independence of the flat. The kitchen was fab but could have done with a microwave or even an oven dish. I did not like seeing all the bins at the front full to the brim. Loved the shower and the bed was okay but badly needed a bedside light. A small chest of drawers would also of been handy. I would book again. "
United Kingdom
Vanessa
The price is ￥10,562
￥18,686 total
includes taxes & fees
Nov 25 - Nov 26
526 Gloucester Flat 1 - Hopewell
Exclusive Apartment | 1 bedroom, desk, laptop workspace, iron/ironing board
Your Apartment Clifton House

Your Apartment Clifton House

3.0 star property
Bristol
7.6 out of 10, Good, (88)
"The option to stay in serviced apartment was excellent. It provided flexibility/choice when it came to food as we could eat in or eat out. It was great for a small group as there were two bed (twin or could be put together as a double) and a double sofa bed. The apartment was clean and had good facilities. The location was great, and it was wonderful to have parking available on site at no additional charge."
United Kingdom
Layla
Your Apartment Clifton House
Garden
De Courceys Manor Cottages

De Courceys Manor Cottages

3.5 star property
Llanishen
9.0 out of 10, Wonderful, (32)
"Excellent staff and very helpful. "
United Kingdom
Jas
The price is ￥16,925
￥20,311 total
includes taxes & fees
Nov 26 - Nov 27
De Courceys Manor Cottages
Premium Apartment, 1 Bedroom | Private kitchen | Oven, stovetop, dishwasher, electric kettle
Quay Apartments Clarence House

Quay Apartments Clarence House

3.5 star property
St Julians
8.4 out of 10, Very Good, (144)
"Lovely "
United States
Esther
Quay Apartments Clarence House
Studio | Dining
Lovely 1-bed Loft in Newport

Lovely 1-bed Loft in Newport

3.0 star property
Caerleon
8.8 out of 10, Excellent, (3)
"Location very good for Caerleon. Clean and spacious "
United Kingdom
JAYNE
The price is ￥13,875
￥16,650 total
includes taxes & fees
Nov 16 - Nov 17
Lovely 1-bed Loft in Newport
Fridge, microwave, oven, stovetop
Alma Studios - Apartment 3 - Hopewell

Alma Studios - Apartment 3 - Hopewell

Cotham
9.4 out of 10, Exceptional, (6)
"Comfy bed."
United Kingdom
Tom
The price is ￥11,796
￥20,948 total
includes taxes & fees
Nov 17 - Nov 18
Alma Studios - Apartment 3 - Hopewell
Exterior
Your Stay Bristol Beaufort House

Your Stay Bristol Beaufort House

4.0 star property
Clifton
9.8 out of 10, Exceptional, (31)
"Amazing flat, extremely high quality and spacious and had everything you could wish for. Check in instructions were very clear and it was a great stay"
United Kingdom
Darren
The price is ￥30,331
￥36,397 total
includes taxes & fees
Nov 16 - Nov 17
Your Stay Bristol Beaufort House
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chepstow Hotel Reviews

Clayton Hotel Bristol City

Clayton Hotel Bristol City

10/10 Excellent
"We had a nice stay at the Clayton. Room was comfortable. We tried the breakfast buffet on our last day which was fairly good as I am usually not a fan. The Cozy Club was our favorite breakfast spot. "
Lisette 3-night trip
Posted 1 day ago
Clayton Hotel Bristol City

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!

Frequently asked questions

Can I find a vacation rental in Chepstow?

Yes, there are vacation rentals in Chepstow close to Chepstow Racecourse, 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.

What are some of the best vacation home rentals in Chepstow?

Oakfield Place Townhouse: This vacation home rental near Chepstow offers a garden and free WiFi to help you feel comfortable in your new surroundings.

How many vacation rentals are there in Chepstow?

Choose from 5 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 lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Chepstow Racecourse. St. Pierre Country Club and Tintern Abbey 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.