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

Winchcombe Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Winchcombe holiday rentals

Living area

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 HK$3,615
HK$4,338 total
includes taxes & fees
3 Sept - 4 Sept
Old Sorting Office
Living area

2. Cosy Tarbh Cottage with Log Burner in Winchcombe

Cosy Tarbh Cottage with Log Burner in Winchcombe
Winchcombe
The price is HK$3,400
HK$3,400 total
includes taxes & fees
28 Aug - 29 Aug
Cosy Tarbh Cottage with Log Burner in Winchcombe
Outdoor spa tub

3. Luxury Boutique Cotswold Cottage with Hot Tub!

Luxury Boutique Cotswold Cottage with Hot Tub!
Winchcombe
10.0 out of 10, Exceptional, (1 review)
"Absolutely PERFECT home in the magical Cotswalds! Easy check-in—including parking!—made our afternoon a breeze. Beds for everyone, and such comfortable beds they were! The back yard was an oasis we enjoyed for hours, sipping wine, enjoying the hot tub, smelling the flowers from the gorgeous garden, and watching to incredible stars. We walked to dinner but could easily have cooked for ourselves in the well-stocked kitchen. Clear instructions on the particulars of the house made it easy for us...
United States
Heather H.
The price is HK$5,052
HK$5,905 total
includes taxes & fees
31 Aug - 1 Sept
Luxury Boutique Cotswold Cottage with Hot Tub!
Interior

4. Thimble Cottage

Thimble Cottage
3.5 star property
Cheltenham
The price is HK$5,010
HK$6,012 total
includes taxes & fees
1 Sept - 2 Sept
Thimble Cottage
Room

5. George Apartments

George Apartments
2.0 star property
Broadway
9.2 out of 10, Wonderful, (48 reviews)
"Absolutely loved staying here. Air Conditioning was truly a luxury in the heat wave! Amazing location too."
United States
Leah
The price is HK$1,149
HK$1,379 total
includes taxes & fees
31 Aug - 1 Sept
George Apartments
Exterior

6. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.2 out of 10, Wonderful, (131 reviews)
"Room had our stay in Cheltenham, would definitely recommend and stay again."
United Kingdom
Lisa
The price is HK$798
HK$958 total
includes taxes & fees
7 Sept - 8 Sept
Crescent Place by Mansley
Reception

7. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (239 reviews)
"Very nice hotel. Great stay."
United States
Thomas
The price is HK$722
HK$867 total
includes taxes & fees
20 Sept - 21 Sept
Strozzi Palace Suites by Mansley
Front of property

8. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (153 reviews)
"Great location. On site parking. Well equipped apartment, good quality amenities & facilities"
United Kingdom
Robert
The price is HK$1,087
HK$1,304 total
includes taxes & fees
6 Sept - 7 Sept
Portland Apartments
Front of property

9. The Vale Golf and Country Club

The Vale Golf and Country Club
3.0 star property
Pershore
8.6 out of 10, Excellent, (65 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 HK$919
HK$1,103 total
includes taxes & fees
30 Aug - 31 Aug
The Vale Golf and Country Club
Terrace/patio

10. Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
The price is HK$3,551
HK$4,262 total
includes taxes & fees
4 Sept - 5 Sept
Swallow Studio
Living area

11. Beautiful & spacious Regency apt in centre Cheltenham, free parking

Beautiful & spacious Regency apt in centre Cheltenham, free parking
Montpellier
9.8 out of 10, Exceptional, (21 reviews)
"Lovely property, comfortable and location is great for exploring the Cotswolds."
United Kingdom
Carol W.
The price is HK$1,151
HK$2,473 total
includes taxes & fees
7 Sept - 8 Sept
Beautiful & spacious Regency apt in centre Cheltenham, free 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 HK$1,886
HK$2,264 total
includes taxes & fees
28 Aug - 29 Aug
Mayville House Apartment
Room

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 HK$1,554
HK$1,865 total
includes taxes & fees
28 Aug - 29 Aug
Central Serviced Apartments
Living area

14. 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 HK$3,798
HK$5,842 total
includes taxes & fees
31 Aug - 1 Sept
Beechwood Cottage Banham Cottages
Private kitchen

15. Cotswold Chic Retreats "Cloud Nine" Chipping Campden

Cotswold Chic Retreats "Cloud Nine" Chipping Campden
Chipping Campden
9.0 out of 10, Wonderful, (21 reviews)
"Lovely property and very well located. Nice and cosy and clean. Many thanks, Lucy and Ben "
United Kingdom
Lucy H.
Cotswold Chic Retreats "Cloud Nine" Chipping Campden
Dining

16. Stunning 3 Bedroom Cotswold Retreat

Stunning 3 Bedroom Cotswold Retreat
2.0 star property
Broadway
The price is HK$5,537
HK$8,249 total
includes taxes & fees
6 Sept - 7 Sept
Stunning 3 Bedroom Cotswold Retreat
Exterior

17. Little Cottage in Moreton-in-Marsh

Little Cottage in Moreton-in-Marsh
2.0 star property
Moreton-in-Marsh
10.0 out of 10, Exceptional, (1 review)
"Lovely little cottage, nice, clean and cosy. Great for a couple staying few nights."
United Kingdom
julian
The price is HK$3,473
HK$5,126 total
includes taxes & fees
13 Sept - 14 Sept
Little Cottage in Moreton-in-Marsh
Property grounds

18. Cosy Cowshed Retreat, Snug Hideaway Nestled in the Heart of Campden

Cosy Cowshed Retreat, Snug Hideaway Nestled in the Heart of Campden
Chipping Campden
9.8 out of 10, Exceptional, (9 reviews)
"Great location!"
Canada
Sigal
The price is HK$1,650
HK$2,130 total
includes taxes & fees
23 Sept - 24 Sept
Cosy Cowshed Retreat, Snug Hideaway Nestled in the Heart of Campden
Interior

19. 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 HK$879
HK$1,055 total
includes taxes & fees
13 Sept - 14 Sept
The Cozy Apartment
Interior

20. The Old Paper Shop

The Old Paper Shop
3.5 star property
Tewkesbury
10.0 out of 10, Exceptional, (2 reviews)
"Ours was a five night stay in The Old Paper Shop. Located on a busy road however night time noise was minimal. Once our car was parked we could walk everywhere for shopping, drinks at the pub and visiting the sites. Very comfortable bed and wonderful shower (great after a hard days walking). Kitchen was very well equipped. The key safe check in process was easy and efficient. Very much an old world charmer with lots of character, which was as I expected, cosy but perfect for two. Definitely...
Australia
Debra
The price is HK$3,270
HK$3,925 total
includes taxes & fees
7 Sept - 8 Sept
The Old Paper Shop
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

The White Swan Hotel

The White Swan Hotel

10/10 Excellent
"The White Swan is an historic property and has an absolutely fabulous historic atmosphere. Yet the bathrooms are modern and terrific. Hot breakfast comes with the room and is excellent. It is also right in the middle of town so every place you want to see is a walkable distance. I would definitely stay here again. And I will recommend it to others who want to travel to Stratford Upon Avon."
Bonnie 1-night trip
Posted less than an hour ago
The White Swan Hotel

Find out more about Winchcombe

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

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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. Another good choice for your trip to Winchcombe is Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe..

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.