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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 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
3.0 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 S$690
includes taxes & fees
3 Nov - 4 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 S$956
includes taxes & fees
27 Oct - 28 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 S$158
includes taxes & fees
15 Oct - 16 Oct
George Apartments
A hotel lobby with a staircase, a chandelier, a vase with flowers, and a framed picture on the wall.

4. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (249 reviews)
"Very nice hotel. Great stay."
United States
Thomas
The price is S$134
includes taxes & fees
3 Nov - 4 Nov
Strozzi Palace Suites by Mansley
A building with a black door, a staircase leading to an upper floor, and a signboard for 'crescent place' with a website address.

5. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (149 reviews)
"Lovely, very clean and great location"
United Kingdom
Nina
The price is S$129
includes taxes & fees
18 Oct - 19 Oct
Crescent Place 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, (156 reviews)
"Fantastic accommodation."
United Kingdom
Helen
The price is S$212
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 S$136
includes taxes & fees
18 Oct - 19 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, (69 reviews)
"Lovely quiet location with fabulous lake views . The room was spotless . Staff friendly and helpful"
United Kingdom
Margaret
The price is S$158
includes taxes & fees
13 Oct - 14 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 S$124
includes taxes & fees
25 Oct - 26 Oct
Spa Court
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.

10. Stunning 3 Bedroom Cotswold Retreat

Stunning 3 Bedroom Cotswold Retreat
2.0 star property
Broadway
The price is S$1,307
includes taxes & fees
23 Oct - 24 Oct
Stunning 3 Bedroom Cotswold Retreat
A stone building with a door, a window, and a small garden area with plants and a table.

11. 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, (2 reviews)
"Lovely little cottage, nice, clean and cosy. Great for a couple staying few nights."
United Kingdom
julian
The price is S$802
includes taxes & fees
2 Nov - 3 Nov
Little Cottage in Moreton-in-Marsh
A stone building with a white door and a small porch area with a bench and chairs.

12. 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 S$603
includes taxes & fees
27 Oct - 28 Oct
Jasmine Cottage-2BD in Heart of Bourton
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 Malvern - (Adults Only)

The Malvern - (Adults Only)

8/10 Good
"Lovely spa, but housekeeping needs improvement Overall, we had a lovely stay and really enjoyed the spa facilities. The hotel has a lot going for it and we had a relaxing time. Unfortunately, the biggest disappointment was the cleanliness. The room was not cleaned to the standard I would expect from a hotel and spa of this level, and the rooms themselves are starting to look quite tired and would benefit from refurbishment. It is a shame because with better attention to housekeeping and some investment in the bedrooms, this could be an excellent place to stay. We still enjoyed our visit, but the cleanliness really needs addressing."
Mariya 2-night trip
Posted 5 hours ago
The Malvern - (Adults Only)

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.