A traditional Tudor-style building with a 'Wesley House' sign, a wine bar, and a restaurant.

Winchcombe Vacation Rentals

Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Winchcombe vacation rentals

TV

1. Old Sorting Office

Old Sorting Office
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (2 reviews)
"Great location in the heart of Winchcombe but tucked away and private. A well equipped cottage with washing machine and dishwasher, lovely big bed, comfortable lounge and a courtyard garden. There was a somw noise from the pub garden two doors down, particularly when they had a live band on, but it didnt go on too late. The bath was one of those with an accessible door on it so you can walk in and a hoist which made it a little strange , but shower was fine. Great stay. Will stay again."
United Kingdom
Sarah
$456 nightly
The price is $547
Sep 3 - Sep 4
Total with taxes and fees
Old Sorting Office
Cottage | Interior

2. Thimble Cottage

Thimble Cottage
3.5 star property
Cheltenham
$632 nightly
The price is $759
Sep 1 - Sep 2
Total with taxes and fees
Thimble Cottage
Exterior

3. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (125 reviews)
"Great rooms right in town centre with lovely Korean restaurant next door. Superb air con in hot weather too!"
United Kingdom
Donald
$93 nightly
The price is $112
Aug 10 - Aug 11
Total with taxes and fees
Crescent Place by Mansley
Reception

4. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (237 reviews)
"Very nice hotel. Great stay."
United States
Thomas
$75 nightly
The price is $90
Aug 26 - Aug 27
Total with taxes and fees
Strozzi Palace Suites by Mansley
Classic Double Room, Non Smoking | Laptop workspace, WiFi (free), bed sheets

5. George Apartments

George Apartments
2.0 star property
Broadway
9.2 out of 10, Wonderful, (38 reviews)
"Very clean. Excellent location."
United Kingdom
CAROL
$116 nightly
The price is $140
Aug 9 - Aug 10
Total with taxes and fees
George Apartments
Front of property

6. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (150 reviews)
"Beautiful apartment with everything you could want. The staff were incredibly helpful"
Australia
Joanne
$138 nightly
The price is $165
Aug 16 - Aug 17
Total with taxes and fees
Portland Apartments
Terrace/patio

7. Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
$448 nightly
The price is $538
Aug 12 - Aug 13
Total with taxes and fees
Swallow Studio
Exterior

8. Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment

Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (26 reviews)
"We loved this place - a real home from home. Beautifully decorated with stylish furniture and touches, fully equipped kitchen and felt extremely safe behind a locked gate. Nicely located too - just a few minutes walk to the central delights of Cheltenham. Highly recommended. "
United Kingdom
Glenn
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
Studio, Ensuite (Stable) | Lounge

9. The Coach House and The Stable

The Coach House and The Stable
3.5 star property
Stroud
8.8 out of 10, Excellent, (45 reviews)
"Great stay "
United Kingdom
Tania
$84 nightly
The price is $101
Aug 23 - Aug 24
Total with taxes and fees
The Coach House and The Stable
Terrace/patio

10. Elliot Oliver - Luxury 3 Bedroom Town Centre Apartment With Parking

Elliot Oliver - Luxury 3 Bedroom Town Centre Apartment With Parking
4.0 star property
Cheltenham
9.8 out of 10, Exceptional, (17 reviews)
"Great apartment, spacious and very clean. Close to shops, restaurants and pubs "
United Kingdom
Nikki
$478 nightly
The price is $478
Aug 21 - Aug 22
Total with taxes and fees
Elliot Oliver - Luxury 3 Bedroom Town Centre Apartment With Parking
Interior

11. The Cozy Apartment

The Cozy Apartment
2.0 star property
Gloucester
7.6 out of 10, Good, (19 reviews)
"Suited our needs perfectly for our short stay to take part in Gloucester half marathon. "
United Kingdom
Matt
$111 nightly
The price is $133
Aug 9 - Aug 10
Total with taxes and fees
The Cozy Apartment
Apartment, 2 Bedrooms | View from room

12. Elliot Oliver - Loft Style 2 Bedroom Apartment With Parking In The Docks

Elliot Oliver - Loft Style 2 Bedroom Apartment With Parking In The Docks
3.5 star property
Gloucester
9.8 out of 10, Exceptional, (27 reviews)
"The location is excellent only a short walk to some brilliant restaurants and the city centre "
United Kingdom
Geoffrey
Elliot Oliver - Loft Style 2 Bedroom Apartment With Parking In The Docks
Living area

13. Beechwood Cottage Banham Cottages

Beechwood Cottage Banham Cottages
3.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"We had the most marvelous stay. Girls weekend and we could walk to anywhere we needed to go. The property was beautiful and the hosts provided everything required for a wonderful weekend. Will definitely visit again."
United States
Michaela
Beechwood Cottage Banham Cottages
Front of property

14. The Vale Golf and Country Club

The Vale Golf and Country Club
3.0 star property
Pershore
8.8 out of 10, Excellent, (63 reviews)
"Really enjoyed the stay. Lovely view & easy to find. Would highly recommend to others & I will definitely be back again."
United Kingdom
Andrew
$105 nightly
The price is $126
Sep 6 - Sep 7
Total with taxes and fees
The Vale Golf and Country Club
Property entrance

15. Elliot Oliver - Modern 2 Bedroom Town Centre Apartment

Elliot Oliver - Modern 2 Bedroom Town Centre Apartment
4.0 star property
Cheltenham
9.8 out of 10, Exceptional, (6 reviews)
"Modern 2 bedroom apartment very close to the town centre. Very clean and quiet with all mod cons. TV has free Netflix included, however the couch was too small to lie down on comfortably. Only other negative was a noisy manhole cover in the street which vibrated every time a car drove over it ( not the fault of the apartment obviously). "
United Kingdom
Mr D
Elliot Oliver - Modern 2 Bedroom Town Centre Apartment
Property grounds

16. Studio Sleeps 2 With Parking and Garden

Studio Sleeps 2 With Parking and Garden
2.5 star property
Worcester
$115 nightly
The price is $138
Aug 11 - Aug 12
Total with taxes and fees
Studio Sleeps 2 With Parking and Garden
Cottage | Private kitchen | Fridge, dishwasher, cookware/dishes/utensils

17. Flat 2 Battledown Grange

Flat 2 Battledown Grange
3.0 star property
Cheltenham
$577 nightly
The price is $693
Aug 17 - Aug 18
Total with taxes and fees
Flat 2 Battledown Grange
Exterior

18. Mayville House Apartment

Mayville House Apartment
3.5 star property
Cheltenham
8.8 out of 10, Excellent, (5 reviews)
"I booked this apartment for my family of 4 on the day and because we were so caught up in our trip we forgot to notify the host. We arrived in the evening and despite us not having given them a heads up first, the apartment was sorted and in impeccable state. The bed was extremely comfortable, kitch and bathroom very clean. Very happy with our overnight stay, would highly recommend.l"
United Kingdom
Boya
$238 nightly
The price is $286
Aug 12 - Aug 13
Total with taxes and fees
Mayville House Apartment
Superior Studio (Fleming) | Living area | 32-inch flat-screen TV with cable channels, TV

19. Old Infirmary

Old Infirmary
4.5 star property
Worcester
9.0 out of 10, Wonderful, (156 reviews)
"Lovely furnished property. Excellent facilities quality refreshments and washing toiletries. Gift bag was a lovely touch. Location was ideally placed near the town centre. We would definitely stay here again when in Worcester."
United Kingdom
Andrew
$155 nightly
The price is $177
Aug 20 - Aug 21
Total with taxes and fees
Old Infirmary
Terrace/patio

20. Jasmine Cottage-2BD in Heart of Bourton

Jasmine Cottage-2BD in Heart of Bourton
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (3 reviews)
"Very thoughtfully prepared cozy space. We enjoyed staying there with our two daughters. The o communication was excellent and check in and out very seamless. Location is superb if desiring to stay in Burton in the water. Beautiful, quaint town. Only complaint was lack of cooling. Luckily able to cool off at night with windows open. We really enjoyed our stay. "
United States
Ryan
$409 nightly
The price is $461
Aug 26 - Aug 27
Total with taxes and fees
Jasmine Cottage-2BD in Heart of Bourton
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 Winchcombe Hotel Reviews

DoubleTree by Hilton Cheltenham-Cotswolds

DoubleTree by Hilton Cheltenham-Cotswolds

10/10 Excellent
"Perfect enough said Thankyou"
Adrian 1-night trip
Posted 12 hours ago
DoubleTree by Hilton Cheltenham-Cotswolds

Find out more about Winchcombe

Everything you need to know about Winchcombe 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 Winchcombe 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 Winchcombe vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winchcombe vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winchcombe. 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 Winchcombe 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 $90 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 Winchcombe rentals

At Expedia, we put the best Winchcombe 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 Winchcombe 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 Winchcombe 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 Winchcombe. 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

Are there vacation rentals in Winchcombe?

Yes, we give you a choice of vacation rentals close to popular local attractions in Winchcombe, or you can select a more remote option if you want a relaxing place to stay. Winchcombe is known for its museums and restaurants.

What's the top vacation rental that Winchcombe has to offer?

Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.: This highly rated vacation home rental in Winchcombe is located in a rural location and has a fireplace, a furnished patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a terrace, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Winchcombe?

Expedia has 15 vacation rentals for your stay in Winchcombe.

What’s there to see and do in Winchcombe?

While exploring the area, visit family-friendly sights like Cotswold Farm Park, or get outside and enjoy nature at Pittville Park. Winchcombe Folk and Police Museum and Belas Knap are other places to visit while you're in town.

What’s a vacation rental in Winchcombe like?

Vacation rentals are private properties you can book for a long or short time in Winchcombe. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.