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

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Winchcombe holiday rentals

TV

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
Old Sorting Office
Cottage | Interior

Thimble Cottage

Thimble Cottage
3.5 star property
Cheltenham
The price is 16.593.118 ₫
19.911.742 ₫ total
includes taxes & fees
30 Jul - 31 Jul
Thimble Cottage
Classic Double Room, Non Smoking | Laptop workspace, free WiFi, bed sheets

George Apartments

George Apartments
2.0 star property
Broadway
9.2 out of 10, Wonderful, (36 reviews)
"Absolutely immaculate apt. Had a double bed and then a small kitchen and bathroom that were each separated by a door. The AC was amazing. It was just right from 2 people. Check in was easy, as it was code entry. Perfect location right behind the Main Street, quite quiet. Had a little courtyard with one small bench."
Canada
Sonja
The price is 3.805.809 ₫
4.566.970 ₫ total
includes taxes & fees
22 Jul - 23 Jul
George Apartments
Exterior

Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (120 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 2.165.113 ₫
2.598.135 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Crescent Place by Mansley
Cottage | Interior

Tumbledown

Tumbledown
3.5 star property
Broadway
10.0 out of 10, Exceptional, (1 review)
"We stayed for eight nights. It was absolutely fantastic. The property was exactly what you see in the pictures clean and nice spacious and the location is incredible and Broadway is a beautiful little town very close. Again, I would recommend staying at this place and we will be back for sure."
United States
TROY
The price is 26.314.945 ₫
31.577.934 ₫ total
includes taxes & fees
2 Aug - 3 Aug
Tumbledown
Reception

Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (236 reviews)
"Great location and had air con"
United Kingdom
Joanne
The price is 2.176.880 ₫
2.612.256 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Strozzi Palace Suites by Mansley
Front of property

Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (148 reviews)
"Great location. Beautifully kept apartment and a parking space."
United Kingdom
Titisha
The price is 3.706.846 ₫
4.448.215 ₫ total
includes taxes & fees
2 Aug - 3 Aug
Portland Apartments
Luxury Apartment | Room amenity

Spa Court

Spa Court
3.0 star property
Cheltenham
7.2 out of 10, Good, (46 reviews)
"In the centre of town .Ideal for the racecourse.Easy access,pleasant and helpful staff "
United Kingdom
Paul
The price is 1.867.057 ₫
2.714.275 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Spa Court
Front of property

The Vale Golf and Country Club

The Vale Golf and Country Club
3.0 star property
Pershore
8.6 out of 10, Excellent, (60 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 2.976.912 ₫
3.572.436 ₫ total
includes taxes & fees
26 Jul - 27 Jul
The Vale Golf and Country Club
Apartment | Hypo-allergenic bedding, iron/ironing board (on request), free WiFi

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 5.736.372 ₫
6.883.646 ₫ total
includes taxes & fees
22 Jul - 23 Jul
Central Serviced Apartments
Terrace/patio

Brookbank Close

Brookbank Close
4.0 star property
Cheltenham
The price is 4.589.098 ₫
8.154.474 ₫ total
includes taxes & fees
2 Aug - 3 Aug
Brookbank Close
Property grounds

Studio Sleeps 2 With Parking and Garden

Studio Sleeps 2 With Parking and Garden
2.5 star property
Worcester
The price is 3.072.342 ₫
3.686.810 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Studio Sleeps 2 With Parking and Garden
Exterior

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 6.248.233 ₫
7.497.880 ₫ total
includes taxes & fees
23 Jul - 24 Jul
Mayville House Apartment
Grand Apartment, 2 Bedrooms, Courtyard View | Living area | 42-inch flat-screen TV with digital channels

The Judges Lodgings Boutique Hotel

The Judges Lodgings Boutique Hotel
2.0 star property
Gloucester
9.0 out of 10, Wonderful, (14 reviews)
"Almost everything about this stay was excellent. I would say that some of the interior is in need of maintenance (sagging floors) and one bathroom was tight spacing. The parking was not available but we were able to get parking nearby."
United States
Ryan
The price is 2.211.239 ₫
4.771.533 ₫ total
includes taxes & fees
23 Jul - 24 Jul
The Judges Lodgings Boutique Hotel
Terrace/patio

Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
The price is 11.762.211 ₫
14.114.653 ₫ total
includes taxes & fees
29 Jul - 30 Jul
Swallow Studio
Studio, Ensuite (Stable) | Lounge

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 2.206.297 ₫
2.647.556 ₫ total
includes taxes & fees
26 Jul - 27 Jul
The Coach House and The Stable
Interior

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 2.678.003 ₫
3.213.604 ₫ total
includes taxes & fees
22 Jul - 23 Jul
The Cozy Apartment
Terrace/patio

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 7.492.478 ₫
12.874.056 ₫ total
includes taxes & fees
4 Aug - 5 Aug
Jasmine Cottage-2BD in Heart of Bourton
48-inch flat-screen TV with digital channels, TV

Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

Friary House Serviced Apartments by Roomsbooked - 24Hr Reception
3.5 star property
Gloucester
8.2 out of 10, Very good, (22 reviews)
"Well equipped and comfortable apartment right in the centre of Gloucester. Easy walk to shops and restaurants and to Docks for outlet shopping."
United Kingdom
Andrew
The price is 3.960.744 ₫
4.752.893 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception
Superior Studio (Fleming) | Living area | 32-inch flat-screen TV with cable channels, TV

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 2.912.312 ₫
4.730.300 ₫ total
includes taxes & fees
23 Jul - 24 Jul
Old Infirmary
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

De Vere Cotswold Water Park

De Vere Cotswold Water Park

8/10 Good
"Such a lovely hotel, perfect location and lovely staff. Only downside was that our room was a bit dusty and the bathroom wasn’t the cleanest and was quite dated. We really appreciated the gym which was much better than most hotel gyms. We will certainly return."
Elizabeth 5-night trip
Posted less than an hour ago
De Vere Cotswold Water Park

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.

How many holiday rentals are there in Winchcombe?

Expedia has 16 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. Winchcombe Folk and Police Museum and Belas Knap 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.