Chepstow Holiday Rentals

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Holiday Rentals in Chepstow

Property grounds
Luxury 6 Bed House, Hot Tub, Games Room and in Walking Distance to Village Pub
10.0 out of 10, Exceptional, (124)
"Lovely stay with a large family group. Lots of room and everything clean and well presented."
Luxury 6 Bed House, Hot Tub, Games Room and in Walking Distance to Village Pub
Outdoor pool, a heated pool
HEATED OUTDOOR POOL(SEASONAL) /LUXURY HOT TUB -SLEEPS 18 + 8
10.0 out of 10, Exceptional, (65)
"Very large, spacious house and fantastic grounds. Lots of room inside and out for us to spread out. Facilities excellent. We made good use of hot tube, pool and table tennis tables and the young ones enjoyed the kids play area. Easy access to Cotswolds Way path. Although the property is on the edge of Dursley, the grounds are large, giving the impression that you are almost in the countryside."
HEATED OUTDOOR POOL(SEASONAL) /LUXURY HOT TUB -SLEEPS 18 + 8
Fitness facility
The Old Stables
3.5 star property
10.0 out of 10, Exceptional, (2)
"Breathtaking spot and superb accommodation. No hesitation in recommending a stay here."
The price is AU$249
includes taxes & fees
6 May - 7 May
The Old Stables
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Property grounds
A one bedroom self catering property in an idyllic valley setting.
10.0 out of 10, Exceptional, (57)
"We were looking for a quiet getaway in the countryside, and this place was absolutely perfect. A lovely cosy place in a beautiful area, with a wonderful host! "
A one bedroom self catering property in an idyllic valley setting.
Property grounds
Traditional Country Cottage With Truly Amazing Views Over The River Wye
9.8 out of 10, Exceptional, (198)
"Beautiful and tranquil"
Traditional Country Cottage With Truly Amazing Views Over The River Wye
Property grounds
Peaceful, Cosy Cottage in the Forest of Dean Overlooking Common Land.
9.8 out of 10, Exceptional, (134)
"One of the very best properties we have stayed in.Jane and Malcolm, owners, were so lovely, couldn’t do enough for us, but left us to our own devices, as well. So homely, warm, comfortable, clean, one of the best ever places , allow dogs, which is a bonus, very reasonable rates, too, comfy beds, kitchen well equipped, very peaceful, lovely views, we will definitely book again, wonderful."
Peaceful, Cosy Cottage in the Forest of Dean Overlooking Common Land.
Property grounds
Indoor heated swimming Pool, Hot tub sleeps up to 30..Amazing Riverside House
9.8 out of 10, Exceptional, (13)
"Perfect for 25 of us to stay for a hen weekend!"
Indoor heated swimming Pool, Hot tub sleeps up to 30..Amazing Riverside House
Terrace/patio
The Orangery Apartment
3.0 star property
9.6 out of 10, Exceptional, (44)
"For an economic, flexible, self-catering stay on Bristol’s doorstep The Orangery was ideal. Easy free parking and placed conveniently near The George pub and a regular bus service to the city centre. The ground floor flat is clean and spacious with all the equipment needed for a reasonable and comfortable stay. My only gripe would be - let’s have some quality pillows! "
The price is AU$153
includes taxes & fees
14 May - 15 May
The Orangery Apartment
Superior Double or Twin Room, Kitchen
Cotswold Aparthotel
3.0 star property
9.6 out of 10, Exceptional, (140)
"Very happy with our sojourn at the Aparthotel. Jess was a great ambassador for the company, and made checking in very easy. She coped with professional competence when the WiFi died, and updated us when it was fixed. Highly recommended. "
Cotswold Aparthotel
Cabin, Shared Bathroom (camping pod)
Broadstone Park Camping & Fishery
2.0 star property
9.6 out of 10, Exceptional, (12)
"Friendly welcome, clean and warm wigwam stay"
The price is AU$115
includes taxes & fees
10 May - 11 May
Broadstone Park Camping & Fishery
Combined shower/bathtub, towels, toilet paper
Barn conversion in beautiful countryside, sleeps 4
9.6 out of 10, Exceptional, (71)
"Beautiful, clean home from home with stunning views and nature all around. Tucked away in a field that gave us the beautiful peace and tranquility we wanted but only a short drive from the lovely markets and shops of Abergavenny. We loved it and will be back. Thank you."
Barn conversion in beautiful countryside, sleeps 4
Exterior
The Apple Store, Great Doward In The Wye Valley
9.6 out of 10, Exceptional, (87)
"Fantastic place to stay, unwind and be at one with nature! Not quite in the middle of nowhere but close enough. There are shops locally but we took what we needed for our stay so we could get away from everything. We ditched the car and walked everywhere. The forest is on your doorstep and a nature reserve just over the road.. Ideal place if you have dogs, enjoy walking and want to get away from daily life, just be aware of the hills. The house was cosy. A peaceful haven where you can sit...
The Apple Store, Great Doward In The Wye Valley
Family Townhome, 2 Bedrooms, 2 Bathrooms, Garden View | Private kitchenette
Beech House
4.0 star property
9.4 out of 10, Exceptional, (144)
"- Really liked the aesthetics of the building and suite. Suite was spacious and clean! - Wished communication was more accessible, had to try the app a few times before. Otherwise, had a great time! "
The price is AU$223
includes taxes & fees
6 May - 7 May
Beech House
Front of property
The Priory Cellars Abbots Leigh
3.5 star property
9.4 out of 10, Exceptional, (77)
"This is a fantastic property. Nick is a superb host, he kindly arranged to meet me on arrival, directing me to the property and providing me with helpful information. The property was nice and warm, had everything you could need and in a great location. I will definitely be returning."
The price is AU$153
includes taxes & fees
14 May - 15 May
The Priory Cellars Abbots Leigh
Iron/ironing board, free WiFi, bed sheets
Cleyro Serviced Apartments-Finzels Reach
3.5 star property
9.4 out of 10, Exceptional, (75)
"Fantastic stay, Marianna was a great host that kept in contact during our stay. Very central with underground paid parking on request. Apartment very clean and comfortable with all necessary amenities for a work/family stay. Good wifi and located near to great restaurants and places of interest in Bristol."
Cleyro Serviced Apartments-Finzels Reach
Deluxe Apartment | Private kitchen
Arabica House - YourApartment
3.5 star property
9.2 out of 10, Wonderful, (23)
"Nice and clean flat. However, the flat3 entry lock needs repair, the sensor is faulty…"
The price is AU$405
includes taxes & fees
17 May - 18 May
Arabica House - YourApartment
Front of property
Your Stay Bristol Hamilton Court
4.0 star property
9.2 out of 10, Wonderful, (99)
"very clean flat, central, well equipped kitchen. Even supplied fairy liquid, washing machine and dishwasher soap. comfy bed and enough storage space. Only downside is close to hospital so can be noisy with ambulance sirens"
The price is AU$355
includes taxes & fees
9 May - 10 May
Your Stay Bristol Hamilton Court
Apartment, Ensuite (Coach House)
The Coach House and The Stable
3.5 star property
9.2 out of 10, Wonderful, (21)
"Enjoyed our stay, there was a shortage of cutlery in the apartment. The noise from the bedroom upstairs in the other apartment was very loud, every time they move around you can hear them clearly which woke us a few times in the night."
The price is AU$191
includes taxes & fees
13 May - 14 May
The Coach House and The Stable
Studio Apartment | Private kitchen
SACO Bristol- West India House
4.0 star property
9.0 out of 10, Wonderful, (76)
"Easy check-in process, good location. Very useful having a small kitchen in the property. Only downside is that we were staying for a week, noting that the property is not serviced everyday, and the coffee/teas/toilet paper ran out very quickly."
The price is AU$235
includes taxes & fees
5 May - 6 May
SACO Bristol- West India House
Exterior
PREMIER SUITES PLUS Bristol Cabot Circus
4.0 star property
8.6 out of 10, Excellent, (146)
"Overall the property was in a great location.Flat was everything that you needed. Pity however that it was missing just a few little touches. A small bottle of milk would not have gone amiss. No salt and pepper. The TV remote control needs to be replaced. Control buttons not working . Could not get any BBC channels on free view . All small problems . The entry instructions were great and very clear. "
The price is AU$170
includes taxes & fees
12 May - 13 May
PREMIER SUITES PLUS Bristol Cabot Circus
Don't see what you're looking for?
See all available properties in Chepstow
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.

Chepstow Holiday Home Travel Info

Number of holiday homes
5
Popular accommodation
Chepstow cottages
Known landmarks
Chepstow Castle, Caldicot Castle and Chepstow Castle
International airports
Bristol (BRS-Bristol Intl.), Cardiff (CWL-Cardiff Intl.) and Swansea (SWS)

Other types of properties in Chepstow you may be interested in

Terrace/patio
Mollie's Motel & Diner
3.5 star property
9.4 out of 10, Exceptional, (1793)
"We absolutely loved our stay we did 2 nights for a family gathering. Service was fab, diner was lovely and rooms were just as described we will be using Mollies motels again. "
The price is AU$135
includes taxes & fees
19 May - 20 May
Mollie's Motel & Diner
Exterior
Delta Hotels by Marriott St. Pierre Country Club
4.0 star property
8.2 out of 10, Very good, (991)
"The staff were exceptional, they did everything they could to make our stay enjoyable. The gym and swimming pook were great and the spa treatment was excellent too."
The price is AU$189
includes taxes & fees
30 May - 31 May
Delta Hotels by Marriott St. Pierre Country Club
2 indoor pools, sun loungers, lifeguards on site
Celtic Manor Resort
5.0 star property
8.0 out of 10, Very good, (1001)
"Very pleasant hotel "
The price is AU$181
includes taxes & fees
6 May - 7 May
Celtic Manor Resort
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.

Everything you need to know about Chepstow holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chepstow holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chepstow holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chepstow holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chepstow holiday rentals we have selected for you start as low as AU$115 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chepstow rentals

At Expedia, we put the best Chepstow holiday 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 holiday.

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 holiday rental in Chepstow?

Yes, there are holiday rentals in Chepstow close to Chepstow Racecourse, or you can select 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 holiday rentals that Chepstow has to offer?

Luxury 6 Bed House, Hot Tub, Games Room and in Walking Distance to Village Pub : This holiday home rental outside of Chepstow offers a fireplace, a patio and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Chepstow?

Choose from 9 Expedia holiday rentals in Chepstow for a memorable holiday.

What’s there to see and do in Chepstow?

Symonds Yat Rock and Wye Valley 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 holiday rental in Chepstow like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chepstow. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for small groups.

Recent reviews of Chepstow properties
Expedia verified reviews

Leonardo Hotel Bristol City

Leonardo Hotel Bristol City

5/5 Excellent
An excellent stay
"We were very taken with the Leonardo: it was modern, lively and had attentive staff that were both welcoming and helpful. The ar was a good place to stop after a long day of sightseeing, and the shower was delightful. "
A verified traveller stayed at Leonardo Hotel Bristol City
Posted 2 days ago
Leonardo Hotel Bristol City