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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Winchcombe vacation 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 P28,727
P34,473 total
includes taxes & fees
Sep 9 - Sep 10
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 P39,815
P47,778 total
includes taxes & fees
Sep 18 - Sep 19
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, (52 reviews)
"Absolutely loved staying here. Air Conditioning was truly a luxury in the heat wave! Amazing location too."
United States
Leah
The price is P9,132
P10,958 total
includes taxes & fees
Sep 7 - Sep 8
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, (136 reviews)
"Room had our stay in Cheltenham, would definitely recommend and stay again."
United Kingdom
Lisa
The price is P6,212
P7,454 total
includes taxes & fees
Oct 1 - Oct 2
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, (242 reviews)
"I had a lovely stay here with my mum. We had the siena suite and it was exceptionally clean and as per the photos. Was really nice to have the terrace and kitchenette aswell. We recieved a warm welcome from friendly staff who helped us up to the suite with our bags. Great central location and well priced too. Would definitely recommend!"
United Kingdom
Bridget
The price is P5,859
P7,030 total
includes taxes & fees
Oct 4 - Oct 5
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, (154 reviews)
"Fantastic accommodation."
United Kingdom
Helen
The price is P9,106
P10,927 total
includes taxes & fees
Sep 10 - Sep 11
Portland Apartments
A wooden picnic table with a tray of green and white cups and a small potted plant.

7. Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
The price is P28,223
P33,868 total
includes taxes & fees
Sep 16 - Sep 17
Swallow Studio
A stone building with a door, a window, and a small garden area with plants and a table.

8. 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 P27,599
P40,742 total
includes taxes & fees
Sep 13 - Sep 14
Little Cottage in Moreton-in-Marsh
A lakeside cabin with a dock extending into the water, surrounded by trees and a clear sky.

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 P7,062
P8,475 total
includes taxes & fees
Sep 13 - Sep 14
The Vale Golf and Country Club
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
Stunning 3 Bedroom Cotswold Retreat
A wooden table with a vase of tulips, two glasses, and a loaf of bread.

11. 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 P31,622
P45,994 total
includes taxes & fees
Sep 7 - Sep 8
The Cowshed Banham Cottages
A living room with a fireplace, a television, and a sofa.

12. 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 P12,352
P14,823 total
includes taxes & fees
Sep 7 - Sep 8
Central Serviced Apartments
A living room with a stone wall, two armchairs, a wooden side table, and a kitchen in the background.

13. 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 P40,940
P59,292 total
includes taxes & fees
Sep 16 - Sep 17
Beechwood Cottage Banham Cottages
A dining area with a table set for four, chairs, and a vase of flowers.

14. The Stables Banham Cottages

The Stables Banham Cottages
3.5 star property
Bourton-on-the-Water
The price is P36,916
P53,193 total
includes taxes & fees
Sep 7 - Sep 8
The Stables Banham Cottages
A cozy room with a fireplace, wooden flooring, a table with chairs, and a bookshelf.

15. 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 P25,991
P31,189 total
includes taxes & fees
Sep 9 - Sep 10
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

Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

8/10 Good
"Great experience during our stay. Complimentary tea and coffee inside the room. Staff were kind and friendly. Amenities like gym , swimming pool and sauna are available. Good food at the breakfast buffet."
Daisy 1-night trip
Posted less than an hour ago
Leonardo Hotel Cheltenham

Find out more about Winchcombe

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Frequently asked questions

Are there vacation rentals in Winchcombe?

Yes, we give you a choice of vacation rentals close to popular local attractions in Winchcombe, or you can select a more remote option if you want a relaxing place to stay. Winchcombe is known for its museums and restaurants.

How many vacation rentals are there in Winchcombe?

Expedia has 15 vacation 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 larger area, you’ll find St Peter's Church Winchcombe and Winchcombe Folk and Police Museum.

What’s a vacation rental in Winchcombe like?

Vacation rentals are private properties you can book for a long or short time in Winchcombe. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.