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Chepstow Vacation Rentals

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Check prices for these dates

Tonight
Jan 1 - Jan 2
Tomorrow
Jan 2 - Jan 3
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Chepstow vacation rentals

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

The Snug

The Snug
3.0 star property
Caerwent
The price is P19,402
P23,282 total
includes taxes & fees
Jan 4 - Jan 5
The Snug
Outdoor dining
Top Lodge

Top Lodge

Top Lodge
2.0 star property
Caerwent
The price is P27,136
P32,563 total
includes taxes & fees
Jan 5 - Jan 6
Top Lodge
Interior
The Comfy Cow

The Comfy Cow

The Comfy Cow
3.5 star property
Trellech United
The price is P25,957
P31,148 total
includes taxes & fees
Jan 14 - Jan 15
The Comfy Cow
Interior
The Honey Pot

The Honey Pot

The Honey Pot
3.5 star property
Chepstow
The price is P31,259
P37,511 total
includes taxes & fees
Feb 1 - Feb 2
The Honey Pot
Private kitchen
Bottom Lodge

Bottom Lodge

Bottom Lodge
3.0 star property
Caerwent
The price is P27,082
P32,498 total
includes taxes & fees
Jan 14 - Jan 15
Bottom Lodge
Room
Broadstone Park Camping & Fishery

Broadstone Park Camping & Fishery

Broadstone Park Camping & Fishery
1.0 star property
Coleford
9.8 out of 10, Exceptional, (23)
"Amazing place for work or holiday. Clean affordable and great staff"
United Kingdom
Luke
The price is P3,963
P4,755 total
includes taxes & fees
Jan 12 - Jan 13
Broadstone Park Camping & Fishery
Desk, laptop workspace, iron/ironing board, free WiFi
Newport Student Village - Campus Accommodation

Newport Student Village - Campus Accommodation

Newport Student Village - Campus Accommodation
4.0 star property
Pillgwenlly
8.2 out of 10, Very Good, (216)
"Very happy with the price and quality of stay. Everything we needed for the weekend!"
United Kingdom
Joshua
The price is P4,359
P5,231 total
includes taxes & fees
Jan 12 - Jan 13
Newport Student Village - Campus Accommodation
Interior
Pentre Court Cottage

Pentre Court Cottage

Pentre Court Cottage
3.0 star property
Abergavenny
10.0 out of 10, Exceptional, (1)
"We had a fabulous stay, cannot fault it one bit. "
United Kingdom
Bethany
The price is P42,054
P50,465 total
includes taxes & fees
Jan 5 - Jan 6
Pentre Court Cottage
Living area
Cozy Studio Attic Retreat in Bettws Newydd

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)
"Beautiful place. Nice grounds. Brand new. Quality finished by master craftsmen. Peaceful"
United Kingdom
Andrew
The price is P8,278
P8,278 total
includes taxes & fees
Jan 2 - Jan 3
Cozy Studio Attic Retreat in Bettws Newydd
Living area
Redmayne House

Redmayne House

Redmayne House
3.5 star property
Clifton
9.4 out of 10, Exceptional, (28)
"Fantastic property could not fault it will definitely stay again "
United Kingdom
Debra
The price is P6,545
P7,854 total
includes taxes & fees
Jan 4 - Jan 5
Redmayne House
1 bedroom, desk, laptop workspace, iron/ironing board
Your Apartment Clifton House

Your Apartment Clifton House

Your Apartment Clifton House
3.0 star property
Bristol
7.6 out of 10, Good, (96)
"Fantastic stay at a fantastic apartment! Would highly recommend."
United Kingdom
Montague Joshua Paul
Your Apartment Clifton House
Garden
De Courceys Manor Cottages

De Courceys Manor Cottages

De Courceys Manor Cottages
3.5 star property
Llanishen
9.2 out of 10, Wonderful, (33)
"Beautiful setting, very well looked after. The room was spotless it had everything you needed. A lovely welcome. We wanted to book in early as we had to be somewhere. The lovely lady on the phone arranged it no problem. I would highly recommend this place."
United Kingdom
David
The price is P6,604
P7,926 total
includes taxes & fees
Jan 14 - Jan 15
De Courceys Manor Cottages
1 bedroom
The Coach House and The Stable

The Coach House and The Stable

The Coach House and The Stable
3.5 star property
Stroud
9.0 out of 10, Wonderful, (41)
"Really lovely accommodation. Staff were very friendly and helpful and made sure check in and out was easy. We went to the pub for food and it was excellent - great menu and well cooked and presented. Staff were really helpful again Lovely area for a walk or trip to the vineyard "
United Kingdom
Helen
The price is P4,963
P5,956 total
includes taxes & fees
Jan 18 - Jan 19
The Coach House and The Stable
Interior
Pentre Barn

Pentre Barn

Pentre Barn
3.5 star property
Abergavenny
Pentre Barn
Dining
Lovely 1-bed Loft in Newport

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 P5,574
P6,689 total
includes taxes & fees
Jan 12 - Jan 13
Lovely 1-bed Loft in Newport
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

Future Inns Cardiff Bay

Future Inns Cardiff Bay

10/10 Excellent
"Good free padking"
Wayne 1-night trip
Posted 1 day ago
Future Inns Cardiff Bay

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 close to popular attractions in Chepstow, or you can choose 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 vacation home rentals in Chepstow?

Cozy Blackwood Getaway - Peaceful Countryside Escape: You might like this vacation home rental near Chepstow. It offers a garden and free WiFi to help you feel comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Chepstow?

Choose from 7 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.