Chepstow Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Rentals in Chepstow

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
$88 nightly
The price is $105
Nov 16 - Nov 17
Total with taxes and fees
PREMIER SUITES PLUS Bristol Cabot Circus

Your Apartment I Clifton Village

4.0 star property
Clifton
7.4 out of 10, Good, (98)
"The property is near a lot of restaurants which is walkable."
United Kingdom
Concillia
Your Apartment I Clifton Village

4 Berkeley Sq - YourApartment

3.0 star property
Bristol
7.8 out of 10, Good, (56)
"Perfect apartment for a short stay in the city. "
United States
Karen
4 Berkeley Sq - YourApartment

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
$108 nightly
The price is $130
Nov 16 - Nov 17
Total with taxes and fees
Beech House

PREMIER SUITES Bristol Redcliffe

4.0 star property
Bristol Floating Harbour
8.4 out of 10, Very Good, (167)
"Lovely apartment and very central. Stayed 2 nights. Tea/coffee sachets provided and water in fridge."
United Kingdom
sandra
$88 nightly
The price is $105
Nov 16 - Nov 17
Total with taxes and fees
PREMIER SUITES Bristol Redcliffe

Park Lane Aparthotel

4.0 star property
Cardiff
7.4 out of 10, Good, (51)
"Perfectly nice for the price. Bathroom a little small but the shower was nice. Very good location. Nice coffee shop in the park."
United Kingdom
Sam
Park Lane Aparthotel

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

Your Apartment Clifton House

3.0 star property
Bristol
7.6 out of 10, Good, (87)
"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

Hotwells Your Apartment

3.0 star property
Clifton
8.8 out of 10, Excellent, (3)
"Checking in to the property was easy and the room was clean and the kitchen well stocked with supplies. The apartment block however was incredibly noisy as there was a lot of street noise and noise from within the building from upstairs. The bathroom had horrible hospital flooring and the sink and shower were very small. The bed also was incredibly uncomfortable as the mattress had been worn down on one side leaving a lump in the middle. I also paid a little extra assuming I would have the room...
United Kingdom
Hannah
$143 nightly
The price is $171
Nov 21 - Nov 22
Total with taxes and fees
Hotwells Your Apartment

Your Stay Bristol Hamilton Court

4.0 star property
Stokes Croft
9.0 out of 10, Wonderful, (109)
"Fab communication, booked at short notice. Right in the middle of town. Lovely apartment. Lift working. Parking below safe and secure. Recommend *****"
United Kingdom
Anne
$183 nightly
The price is $219
Nov 11 - Nov 12
Total with taxes and fees
Your Stay Bristol Hamilton Court

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
$130 nightly
The price is $156
Nov 16 - Nov 17
Total with taxes and fees
Redmayne House

Newport Student Village - Campus Accommodation

4.0 star property
Pillgwenlly
8.2 out of 10, Very Good, (214)
"Very well organised. Friendly staff and a comfortable stay in general"
United Kingdom
David
$68 nightly
The price is $82
Dec 10 - Dec 11
Total with taxes and fees
Newport Student Village - Campus Accommodation

Colston Street - Your Apartment

3.0 star property
Bristol
8.6 out of 10, Excellent, (4)
"Everything was as described and it was very cozy, enjoyable night would recommend "
United Kingdom
Ethan
Colston Street - Your Apartment

Cardiff 3bed House-freeparking-15minwalktostadium

2.0 star property
Butetown
$685 nightly
The price is $822
Nov 24 - Nov 25
Total with taxes and fees
Cardiff 3bed House-freeparking-15minwalktostadium

Bristol City Stays

3.5 star property
Saint Paul's
9.4 out of 10, Exceptional, (39)
"Great place, very central, clean, well maintained "
United States
Bruno
Bristol City Stays

Student Only Eclipse

2.0 star property
Adamsdown
10.0 out of 10, Exceptional, (1)
Student Only Eclipse

The Priory Cellars Abbots Leigh

3.5 star property
Bristol
9.4 out of 10, Exceptional, (125)
"Awesome hosts and great accommodations!"
United States
Susan
$100 nightly
The price is $100
Nov 11 - Nov 12
Total with taxes and fees
The Priory Cellars Abbots Leigh

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
$105 nightly
The price is $105
Nov 13 - Nov 14
Total with taxes and fees
The Orangery Apartment

Student Only The West Wing

2.0 star property
Adamsdown
9.0 out of 10, Wonderful, (2)
"Perfect overnight for students, everything was clean and spacious and check in was easy, for a very reasonable price. Would definitely stay again"
United Kingdom
Anonymous traveler
Student Only The West Wing

Your Apartment - Pembroke House

4.0 star property
Clifton
7.4 out of 10, Good, (3)
"This is a fabulous apartment block - finished to a really high standard and feels like home away from home. Highly recommend!"
United Kingdom
Harriet
$250 nightly
The price is $300
Nov 28 - Nov 29
Total with taxes and fees
Your Apartment - Pembroke 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chepstow Hotel Reviews

Find out more about Chepstow

Everything you need to know about Chepstow vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chepstow vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chepstow vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chepstow vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chepstow. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chepstow in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $82 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chepstow rentals

At Expedia, we put the best Chepstow vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chepstow rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chepstow vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chepstow. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.