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

Winchcombe Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

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
The price is AED 1,687
AED 2,024 total
includes taxes & fees
3 Sep - 4 Sep
Old Sorting Office
Cottage | Interior

2. Thimble Cottage

Thimble Cottage
3.5 star property
Cheltenham
The price is AED 2,337
AED 2,805 total
includes taxes & fees
1 Sep - 2 Sep
Thimble Cottage
Reception

3. 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
The price is AED 330
AED 396 total
includes taxes & fees
23 Aug - 24 Aug
Strozzi Palace Suites by Mansley
Exterior

4. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (127 reviews)
"Great rooms right in town centre with lovely Korean restaurant next door. Superb air con in hot weather too!"
United Kingdom
Donald
The price is AED 353
AED 424 total
includes taxes & fees
31 Aug - 1 Sep
Crescent Place 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, (45 reviews)
"Absolutely loved staying here. Air Conditioning was truly a luxury in the heat wave! Amazing location too."
United States
Leah
The price is AED 525
AED 630 total
includes taxes & fees
23 Aug - 24 Aug
George Apartments
Front of property

6. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (152 reviews)
"Great location. On site parking. Well equipped apartment, good quality amenities & facilities"
United Kingdom
Robert
The price is AED 513
AED 616 total
includes taxes & fees
2 Sep - 3 Sep
Portland Apartments
Front of property

7. 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
The price is AED 410
AED 492 total
includes taxes & fees
16 Sep - 17 Sep
The Vale Golf and Country Club
Terrace/patio

8. Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
The price is AED 1,657
AED 1,988 total
includes taxes & fees
25 Aug - 26 Aug
Swallow Studio
Superior Studio (Fleming) | Living area | 32-inch flat-screen TV with cable channels, TV

9. 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
The price is AED 406
AED 661 total
includes taxes & fees
17 Aug - 18 Aug
Old Infirmary
Studio, Ensuite (Stable) | Lounge

10. 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
The price is AED 311
AED 373 total
includes taxes & fees
23 Aug - 24 Aug
The Coach House and The Stable
Terrace/patio

11. 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
The price is AED 1,768
AED 1,768 total
includes taxes & fees
21 Aug - 22 Aug
Elliot Oliver - Luxury 3 Bedroom Town Centre Apartment With Parking
Exterior

12. 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
The price is AED 880
AED 1,056 total
includes taxes & fees
17 Aug - 18 Aug
Mayville House Apartment
Apartment | Hypo-allergenic bedding available, iron/ironing board (on request)

13. Central Serviced Apartments

Central Serviced Apartments
3.0 star property
Cheltenham
6.4 out of 10, (29 reviews)
"Great place to stay, very clean, walking distance to high street shops, and restaurants."
United Kingdom
Petra
The price is AED 725
AED 870 total
includes taxes & fees
17 Aug - 18 Aug
Central Serviced Apartments
Interior

14. 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
The price is AED 410
AED 492 total
includes taxes & fees
23 Aug - 24 Aug
The Cozy Apartment
Grand Apartment, 2 Bedrooms, Courtyard View | Living area | 42-inch flat-screen TV with digital channels, streaming services

15. The Judges Lodgings Boutique Hotel

The Judges Lodgings Boutique Hotel
3.5 star property
Gloucester
9.0 out of 10, Wonderful, (16 reviews)
"The apartment was brilliant grrat bathrooms and the bed was amazingly comfortable, the kitch area was brilliant "
United Kingdom
Andrew
The price is AED 325
AED 748 total
includes taxes & fees
23 Aug - 24 Aug
The Judges Lodgings Boutique Hotel
Deluxe Apartment | Private kitchen | Coffee/tea maker, full-size fridge, microwave, oven

16. Nelson Serviced Apartments

Nelson Serviced Apartments
3.5 star property
Gloucester
6.6 out of 10, (34 reviews)
"Great apartment at Friary but our room was on 3rd floor with no elevator which could be a struggle for some. "
United States
Tim
The price is AED 615
AED 738 total
includes taxes & fees
17 Aug - 18 Aug
Nelson Serviced Apartments
Dining

17. The Cowshed Banham Cottages

The Cowshed Banham Cottages
2.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"Had a lovely stay. Location was perfect. Hosts were very prompt with their responses. Property was clean, will book this place again if we ever revisit in the future."
United Kingdom
Pratigya
The price is AED 2,352
AED 3,294 total
includes taxes & fees
21 Aug - 22 Aug
The Cowshed Banham Cottages
Cottage | Private kitchen | Fridge, dishwasher, cookware/dishes/utensils

18. Flat 2 Battledown Grange

Flat 2 Battledown Grange
3.0 star property
Cheltenham
The price is AED 2,135
AED 2,561 total
includes taxes & fees
22 Aug - 23 Aug
Flat 2 Battledown Grange
Terrace/patio

19. 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
The price is AED 970
AED 1,711 total
includes taxes & fees
9 Sep - 10 Sep
Jasmine Cottage-2BD in Heart of Bourton
Living area

20. 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
The price is AED 1,925
AED 2,907 total
includes taxes & fees
31 Aug - 1 Sep
Beechwood Cottage Banham Cottages
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

8/10 Good
"No mini bar in the room! Very disappointed"
Ian Leong 2-night trip
Posted 5 hours ago
DoubleTree by Hilton Cheltenham-Cotswolds

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?

Bears Court: You might like this vacation home rental near Winchcombe. 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. Another good choice for your trip to Winchcombe is Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe..

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. Belas Knap and Winchcombe Folk and Police Museum 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.