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

Winchcombe Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

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 holiday 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 RM1,876
RM2,252 total
includes taxes & fees
3 Sept - 4 Sept
Old Sorting Office
Exterior

2. Thimble Cottage

Thimble Cottage
3.5 star property
Cheltenham
The price is RM2,601
RM3,121 total
includes taxes & fees
1 Sept - 2 Sept
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 RM383
RM459 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 RM436
RM523 total
includes taxes & fees
31 Aug - 1 Sept
Crescent Place by Mansley
Laptop workspace, free WiFi, 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 RM594
RM713 total
includes taxes & fees
13 Sept - 14 Sept
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 RM571
RM685 total
includes taxes & fees
2 Sept - 3 Sept
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 RM472
RM566 total
includes taxes & fees
16 Aug - 17 Aug
The Vale Golf and Country Club
Terrace/patio

8. Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
The price is RM1,837
RM2,204 total
includes taxes & fees
13 Sept - 14 Sept
Swallow Studio
Living area

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 RM456
RM741 total
includes taxes & fees
16 Aug - 17 Aug
Old Infirmary
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 RM346
RM415 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 RM1,967
RM1,967 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 RM976
RM1,171 total
includes taxes & fees
13 Sept - 14 Sept
Mayville House Apartment
Hypo-allergenic bedding, iron/ironing board (on request), free WiFi

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 RM804
RM965 total
includes taxes & fees
13 Sept - 14 Sept
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 RM456
RM548 total
includes taxes & fees
23 Aug - 24 Aug
The Cozy Apartment
Living area

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 RM339
RM805 total
includes taxes & fees
16 Aug - 17 Aug
The Judges Lodgings Boutique Hotel
Private kitchen

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 RM519
RM622 total
includes taxes & fees
23 Aug - 24 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 RM2,743
RM3,817 total
includes taxes & fees
21 Aug - 22 Aug
The Cowshed Banham Cottages
Private kitchen

18. Flat 2 Battledown Grange

Flat 2 Battledown Grange
3.0 star property
Cheltenham
The price is RM2,375
RM2,850 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 RM1,087
RM1,913 total
includes taxes & fees
9 Sept - 10 Sept
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 RM2,370
RM3,508 total
includes taxes & fees
31 Aug - 1 Sept
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchcombe Hotel Reviews

Stratton House Hotel & Spa

Stratton House Hotel & Spa

10/10 Excellent
"Despite the incredibly hot weather and lack of aircon (due to the age of the beautiful building) our room was wonderfully cool. The lady on reception was so personable, polite and friendly, a joy to deal with. Perfect for visiting friends in Stratton Court Village."
Anna 1-night trip
Posted less than an hour ago
Stratton House Hotel & Spa

Find out more about Winchcombe

Search for holiday rentals in Winchcombe on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Winchcombe using one of the methods below:

  • View our selection of featured holiday rentals in Winchcombe
  • Use the map to find apartments and other holiday homes in the Winchcombe neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winchcombe while they last

Look no further and take a look at our great range of rental properties in Winchcombe!

Frequently asked questions

Are there holiday rentals in Winchcombe?

Yes, there are holiday rentals close to the most popular sights in Winchcombe, or you can select a more secluded option if you're looking for a relaxing stay. Winchcombe is known for its museums and restaurants.

What are some of the best holiday rentals that Winchcombe has to offer?

Bears Court: This holiday home rental outside Winchcombe offers a garden and free WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals are there in Winchcombe?

Expedia has 15 holiday 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 holiday rental in Winchcombe like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchcombe. Holiday rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.