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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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
3.5 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 ₹42,902
₹51,482 total
includes taxes & fees
4 Nov - 5 Nov
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 ₹59,733
₹71,680 total
includes taxes & fees
27 Oct - 28 Oct
Thimble Cottage
Exterior

3. George Apartments

George Apartments
2.0 star property
Broadway
9.4 out of 10, Exceptional, (58 reviews)
"Excellent location and well stocked kitchen."
United States
Elisa
The price is ₹9,865
₹11,837 total
includes taxes & fees
25 Oct - 26 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
9.4 out of 10, Exceptional, (154 reviews)
"Would stay again.They provided everything needed and more."
United States
Brianna
The price is ₹8,230
₹9,876 total
includes taxes & fees
22 Nov - 23 Nov
Crescent Place by Mansley
A beige building with a black door, a small set of steps, and two potted plants.

5. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (156 reviews)
"Fantastic accommodation."
United Kingdom
Helen
The price is ₹12,841
₹15,410 total
includes taxes & fees
23 Nov - 24 Nov
Portland Apartments
A hotel lobby with a staircase, a chandelier, a vase with flowers, and a framed picture on the wall.

6. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (252 reviews)
"Very nice hotel. Great stay."
United States
Thomas
The price is ₹8,273
₹9,927 total
includes taxes & fees
22 Nov - 23 Nov
Strozzi Palace Suites by Mansley
A lakeside cabin with a dock extending into the water, surrounded by trees and a clear sky.

7. The Vale Golf and Country Club

The Vale Golf and Country Club
3.0 star property
Pershore
8.8 out of 10, Excellent, (69 reviews)
"Lovely quiet location with fabulous lake views . The room was spotless . Staff friendly and helpful"
United Kingdom
Margaret
The price is ₹9,383
₹11,259 total
includes taxes & fees
1 Nov - 2 Nov
The Vale Golf and Country Club
A dining table with a bowl and two wine glasses, a fork, and a spoon.

8. Spa Court

Spa Court
3.0 star property
Cheltenham
7.2 out of 10, Good, (51 reviews)
"In the centre of town .Ideal for the racecourse.Easy access,pleasant and helpful staff "
United Kingdom
Paul
The price is ₹5,647
₹8,683 total
includes taxes & fees
2 Nov - 3 Nov
Spa Court
A room with a fireplace, a television, a dining table with chairs, a sofa, and a large window with a view of greenery.

9. 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 ₹16,705
₹22,398 total
includes taxes & fees
11 Nov - 12 Nov
21 Montpellier Terrace
A stone building with a white door and a small porch area with a bench and chairs.

10. 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, (5 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 ₹14,487
₹31,364 total
includes taxes & fees
15 Nov - 16 Nov
Jasmine Cottage-2BD in Heart of Bourton
Room

11. 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
Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger
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.

12. Stunning 3 Bedroom Cotswold Retreat

Stunning 3 Bedroom Cotswold Retreat
2.0 star property
Broadway
The price is ₹67,479
₹100,036 total
includes taxes & fees
16 Nov - 17 Nov
Stunning 3 Bedroom Cotswold Retreat
A narrow alleyway with brick buildings, a covered walkway, and small planters along the path.

13. Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment

Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
4.0 star property
Cheltenham
9.2 out of 10, Wonderful, (27 reviews)
"Lovely apartment in the centre of Cheltenham. Very clean. Check in and out was very easy. Great communication with the owners. Highly recommend."
United Kingdom
Christopher
The price is ₹24,193
₹29,031 total
includes taxes & fees
31 Oct - 1 Nov
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
A cozy room with a bed, a small table, a sofa, and a view of the outdoors.

14. The Coach House and The Stable

The Coach House and The Stable
3.5 star property
Stroud
8.8 out of 10, Excellent, (49 reviews)
"Great stay "
United Kingdom
Tania
The price is ₹7,942
₹9,531 total
includes taxes & fees
8 Nov - 9 Nov
The Coach House and The Stable
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

Kings Head

Kings Head

10/10 Excellent
"Fabulous stay once again, this is our 4th stay, the last stay about 3 years ago, and the hotel is just as good if not better. The room was very comfortable with a coffee machine, cookies etc. The staff team were very helpful and professional. We had dinner in the restaurant and that, as well as breakfast, was delicious. One minor point that did not spoil our stay whatsoever, something in the shower to hold the shower gel, shampoo etc."
Peter 2-night trip
Posted 3 hours ago
Kings Head

Find out more about Winchcombe

Holiday Rentals in 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
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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.