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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Winchcombe holiday rentals

A cozy living room with two white sofas, a flat-screen TV on a wooden stand, and a large window with curtains.

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 RM1,835
RM2,202 total
includes taxes & fees
11 Oct - 12 Oct
Old Sorting Office
A stone building with a sign for 'The Lion Inn' and a visible entrance.

2. Thimble Cottage

Thimble Cottage
3.5 star property
Cheltenham
The price is RM2,538
RM3,045 total
includes taxes & fees
4 Oct - 5 Oct
Thimble Cottage
A bedroom with a bed, bedside tables, a chair, a window, and a radiator.

3. George Apartments

George Apartments
2.0 star property
Broadway
9.4 out of 10, Exceptional, (56 reviews)
"Excellent location and well stocked kitchen."
United States
Elisa
The price is RM582
RM698 total
includes taxes & fees
1 Oct - 2 Oct
George Apartments
A building with a black door, a staircase leading to an upper floor, and a signboard for 'crescent place' with a website address.

4. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.2 out of 10, Wonderful, (141 reviews)
"Lovely, very clean and great location"
United Kingdom
Nina
The price is RM381
RM457 total
includes taxes & fees
18 Oct - 19 Oct
Crescent Place by Mansley
A hotel lobby with a staircase, a chandelier, a vase with flowers, and a framed picture on the wall.

5. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (246 reviews)
"Very nice hotel. Great stay."
United States
Thomas
The price is RM414
RM497 total
includes taxes & fees
18 Oct - 19 Oct
Strozzi Palace Suites by Mansley
A beige building with a black door, a small set of steps, and two potted plants.

6. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (155 reviews)
"Fantastic accommodation."
United Kingdom
Helen
The price is RM564
RM676 total
includes taxes & fees
25 Oct - 26 Oct
Portland Apartments
A room with a fireplace, a television, a dining table with chairs, a sofa, and a large window with a view of greenery.

7. 21 Montpellier Terrace

21 Montpellier Terrace
3.0 star property
The Suffolks
9.6 out of 10, Exceptional, (8 reviews)
"Amazing place right at the heart of centre. Great how who communicate well. Effortless Stay."
United Kingdom
Tarun
The price is RM767
RM767 total
includes taxes & fees
9 Oct - 10 Oct
21 Montpellier Terrace
A lakeside cabin with a dock extending into the water, surrounded by trees and a clear sky.

8. The Vale Golf and Country Club

The Vale Golf and Country Club
3.0 star property
Pershore
8.8 out of 10, Excellent, (67 reviews)
"Excellent pricing. Note your cabin booking doesn't include Breakfast but that was ideal for our party in midweek. The rates are so preferable for really beautiful albeit compact accommodation with great views and convenience. Would book again and the golf course was in superb condition despite the heatwave(s)!"
United Kingdom
Mark
The price is RM455
RM546 total
includes taxes & fees
7 Oct - 8 Oct
The Vale Golf and Country Club
A dining table with a bowl and two wine glasses, a fork, and a spoon.

9. Spa Court

Spa Court
3.0 star property
Cheltenham
7.2 out of 10, Good, (49 reviews)
"In the centre of town .Ideal for the racecourse.Easy access,pleasant and helpful staff "
United Kingdom
Paul
The price is RM261
RM391 total
includes taxes & fees
4 Oct - 5 Oct
Spa Court
Room

10. Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger

Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger
3.5 star property
Cheltenham
8.4 out of 10, Very good, (5 reviews)
"The property was so comfy ,easy to self check in.clean and convenience location. Our family had a great time here."
Hong Kong SAR China
heiyu
The price is RM913
RM1,096 total
includes taxes & fees
17 Oct - 18 Oct
Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger
A wooden picnic table with a tray of green and white cups and a small potted plant.

11. Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
The price is RM1,799
RM2,159 total
includes taxes & fees
10 Oct - 11 Oct
Swallow Studio
A two-story building with a symmetrical facade, large windows, and a central entrance with a door.

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 RM1,062
RM1,274 total
includes taxes & fees
11 Oct - 12 Oct
Mayville House Apartment
A stone building with a door, a window, and a small garden area with plants and a table.

13. 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
Little Cottage in Moreton-in-Marsh
A wooden table with a vase of tulips, two glasses, and a loaf of bread.

14. 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 RM1,522
RM2,340 total
includes taxes & fees
1 Oct - 2 Oct
The Cowshed Banham Cottages
A dining area with a wooden table and chairs, a vase of flowers, and a mirror on the wall.

15. The Haybarn Banham Cottages

The Haybarn Banham Cottages
3.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"Great place to stay!"
United States
Velia
The price is RM2,272
RM3,239 total
includes taxes & fees
14 Oct - 15 Oct
The Haybarn Banham Cottages
An open-plan living and dining area with a large sliding glass door to a backyard, a dining table set with plates and glasses, and a sofa with cushions.

16. Stunning 3 Bedroom Cotswold Retreat

Stunning 3 Bedroom Cotswold Retreat
2.0 star property
Broadway
The price is RM2,800
RM4,172 total
includes taxes & fees
23 Oct - 24 Oct
Stunning 3 Bedroom Cotswold Retreat
A living room with a stone wall, two armchairs, a wooden side table, and a kitchen in the background.

17. 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 RM1,851
RM2,870 total
includes taxes & fees
4 Oct - 5 Oct
Beechwood Cottage Banham Cottages
A spacious living room with a leather sofa, a coffee table with a tray, and a wooden cabinet.

18. The Judges Lodgings Boutique Hotel

The Judges Lodgings Boutique Hotel
3.5 star property
Gloucester
9.0 out of 10, Wonderful, (18 reviews)
"The apartment was brilliant grrat bathrooms and the bed was amazingly comfortable, the kitch area was brilliant "
United Kingdom
Andrew
The price is RM289
RM735 total
includes taxes & fees
11 Oct - 12 Oct
The Judges Lodgings Boutique Hotel
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

Queens Hotel Cheltenham

Queens Hotel Cheltenham

8/10 Good
"Staff were friendly and very helpful when we needed to change our room for my disabled wife."
Ian 1-night trip
Posted 5 hours ago
Queens Hotel Cheltenham

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:

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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.

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. In the wider area, you’ll find St Peter's Church Winchcombe and Winchcombe Folk and Police Museum.

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.