Chepstow Vacation Rentals from $75: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Chepstow vacation rentals

The Honey Pot

Chepstow

$529 nightly

Jul 24 - Jul 25

Total with taxes and fees

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

The Snug

Caerwent

$328 nightly

Jul 20 - Jul 21

Total with taxes and fees

Bottom Lodge

Caerwent

$458 nightly

Jul 25 - Jul 26

Total with taxes and fees

Top Lodge

Caerwent

$458 nightly

Jul 24 - Jul 25

Total with taxes and fees

Woodland Cottage Sleeps 5-pet Friendly, Long Stays

Lydbrook

$174 nightly

Jul 19 - Jul 20

Total with taxes and fees

Rabbit Hill Hut

Abergavenny

$340 nightly

Jul 23 - Jul 24

Total with taxes and fees

Tysylfaen Brecon Beacons

Crickhowell

$221 nightly

Jul 19 - Jul 20

Total with taxes and fees

Apartment, 1 Bedroom | Private kitchen | Fridge, microwave, oven, stovetop

The Old Bank - yourapartment

Brislington

Andre

$230 nightly

Jul 17 - Jul 18

Total with taxes and fees

Family Apartment | Living area | 42-inch Smart TV with satellite channels, Netflix, streaming services

The Sixty 19 Stylish Studios and Apt.

Adamsdown

$159 nightly

Jul 20 - Jul 21

Total with taxes and fees

The Priory Cellars Abbots Leigh

Bristol

Ray

$102 nightly

Jul 16 - Jul 17

Total with taxes and fees

The Metalworks

Windmill Hill

Pankaj

$100 nightly

Jul 25 - Jul 26

Total with taxes and fees

Classic Apartment, Private Bathroom | Garden

Charming Flat With Private Patio in Clifton

Clifton

James

Langford Apartments and Rooms

Bristol

Michael

$131 nightly

Jul 14 - Jul 15

Total with taxes and fees

PREMIER SUITES Bristol Redcliffe

Bristol Floating Harbour

Gareth

$99 nightly

Jul 19 - Jul 20

Total with taxes and fees

6 Bed House Sleeps 13 - Private Garden

Bristol

$239 nightly

Jul 19 - Jul 20

Total with taxes and fees

Rose Cottage

Hereford

$428 nightly

Jul 16 - Jul 17

Total with taxes and fees

Apartment, 1 Bedroom (Rosie) | Travel crib, bed sheets, wheelchair access

The Old Stables

Ynysddu

Matt

$142 nightly

Jul 14 - Jul 15

Total with taxes and fees

The Orangery Apartment

Bristol

Janet

$92 nightly

Jul 19 - Jul 20

Total with taxes and fees

Basic Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop

YourApartment - Wellington Place

Hambrook

Jadeleigh

$197 nightly

Jul 17 - Jul 18

Total with taxes and fees

Grand Apartment | Living area | 38-inch Smart TV with cable channels

Waterside Living I Luxe Apartments

Bristol Floating Harbour

Tina

$316 nightly

Jul 31 - Aug 1

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Cabins

Cottages

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

Moxy Bristol

10/10 Excellent

"The Moxy Hotel Bristol was excellent!"

The Bristol Hotel

10/10 Excellent

"This was our third stay at The Bristol. Everything was first class! The reception guys were really nice and super helpful and accommodating (we arrived a little early for check-in and they sorted everything brilliantly). The room was absolurely spotelss so huge thanks to the Housekeeping team! We had a couple of drinks in the bar before heading out and the service was excellent, then added breakfast to our room in the morning which was really good - also huge thanks to the F&B team. I worked with the hospitality industry for a good few years which can make me a bit critical sometimes. The Bristol has always been absolutely first rate for the segment and we will no doubt be back next time we're in Bristol. Thanks!"

Future Inns Cardiff Bay

8/10 Good

"Stayed for the 1 night as a needed to get away from stress and work. Check in was quick and easy, staff explained services like parking, restaurant and access to room very well. Lift was out of order which for someone who works in hospitality, can relate to how frustrating that can be. Room was big and spacious, handy with an 8 year old with a lot of energy, Restaurant was nice, good selection of food, and for price too, only criticism would be was warm, due to lack of air conditioning, which again might be technical fault, which can't fault the staff or food quality. Checking out was straight forward too so was a very good night away."

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 $75 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.

Explore a world of travel with Expedia

Newport Vacation Rentals

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.

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

Luxury 6 Bed House, Hot Tub, Games Room and in Walking Distance to Village Pub : This vacation home near Chepstow offers a fireplace, a patio, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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.

Chepstow Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Chepstow vacation rentals

The Honey Pot

The Snug

Bottom Lodge

Top Lodge

Woodland Cottage Sleeps 5-pet Friendly, Long Stays

Rabbit Hill Hut

Tysylfaen Brecon Beacons

The Old Bank - yourapartment

The Sixty 19 Stylish Studios and Apt.

The Priory Cellars Abbots Leigh

The Metalworks

Charming Flat With Private Patio in Clifton

Langford Apartments and Rooms

PREMIER SUITES Bristol Redcliffe

6 Bed House Sleeps 13 - Private Garden

Rose Cottage

The Old Stables

The Orangery Apartment

YourApartment - Wellington Place

Waterside Living I Luxe Apartments

Find vacation rentals that suit your style

Top Chepstow Hotel Reviews

Moxy Bristol

Find out more about Chepstow

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app