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

Winchcombe Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Winchcombe vacation rentals

Exterior detail

4 Star Cotswold Stone Cottage

4 Star Cotswold Stone Cottage
Winchcombe
9.8 out of 10, Exceptional, (97 reviews)
"Great location! Perfect for us"
United States
Lynn R.
The price is ￥40,090
￥52,659 total
includes taxes & fees
Jul 16 - Jul 17
4 Star Cotswold Stone Cottage
Terrace/patio

Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.

Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.
Winchcombe
10.0 out of 10, Exceptional, (74 reviews)
"Wonderful rustic cottage. Lovely town. Had everything you needed for your stay. Would stay again."
United States
Linnia E.
The price is ￥28,171
￥53,525 total
includes taxes & fees
Jul 26 - Jul 27
Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.
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
The price is ￥73,494
￥88,193 total
includes taxes & fees
Jul 20 - Jul 21
Old Sorting Office
Cottage | Interior

Thimble Cottage

Thimble Cottage
3.5 star property
Cheltenham
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, (32 reviews)
"Location is great and parking is included. The maid needs talking too though as we got woken early both mornings by her clattering around and slamming doors. Car chargers outside were also broken which when you gave an electric car is a huge problem!!!"
United Kingdom
Lindsay
The price is ￥22,545
￥27,054 total
includes taxes & fees
Jul 15 - Jul 16
George Apartments
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, (58 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 ￥18,066
￥21,680 total
includes taxes & fees
Aug 2 - Aug 3
The Vale Golf and Country Club
Luxury Apartment | 1 bedroom, memory foam beds, desk, laptop workspace

Commandery Vaults

Commandery Vaults
4.0 star property
Worcester
9.8 out of 10, Exceptional, (11 reviews)
"As described perfect stay"
United Kingdom
Robin
The price is ￥19,308
￥33,571 total
includes taxes & fees
Jul 26 - Jul 27
Commandery Vaults
Exterior

Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (119 reviews)
"We really enjoyed our stay here! Great location and super comfortable room! Will definitely be staying here again if I'm visiting the area!"
United Kingdom
Rita
The price is ￥14,396
￥17,275 total
includes taxes & fees
Jul 19 - Jul 20
Crescent Place by Mansley
Outdoor dining

Cosy Cottage in Moreton-in-Marsh

Cosy Cottage in Moreton-in-Marsh
Gloucestershire
Cosy Cottage in Moreton-in-Marsh
Reception

Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (232 reviews)
"Everything was fine. Spacious and well equipped, except that the bathroom tiled floor was grubby and needed a clean . Otherwise an excellent stay and would return."
United Kingdom
David
The price is ￥15,219
￥18,263 total
includes taxes & fees
Jul 27 - Jul 28
Strozzi Palace Suites by Mansley
Exterior

Windsor Cottage-Bolthole in heart of CN

Windsor Cottage-Bolthole in heart of CN
3.0 star property
Chipping Norton
10.0 out of 10, Exceptional, (3 reviews)
"Had a lovely stay at Windsor cottage. Well presented, great amenities and the most comfortable bed in the master bedroom. Slept like a log! Ate out in local restaurants, which were lovely especially Alberto’s Italy. There are a couple of free parking areas in town 5-10 minutes away. During our stay there was a film set in place for Father Brown and a restriction at the end of the road. It didn’t take away from our stay, but was glad of the premier inn parking just a 100m away. We pulled up to...
United Kingdom
Anonymous traveler
The price is ￥30,079
￥57,764 total
includes taxes & fees
Jul 23 - Jul 24
Windsor Cottage-Bolthole in heart of CN
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)
"The location is great. We loved having the Old Fleece pub next door. The amenities are nice. The biggest issue with this accommodation is the lack of air flow. It can get warm and stuffy in warmer weather. There are no windows, and keeping the door open at night was not an option for us."
Canada
David
The price is ￥13,544
￥16,253 total
includes taxes & fees
Jul 26 - Jul 27
The Coach House and The Stable
Property grounds

Recently converted self-contained apartment with garden in Cotswold village

Recently converted self-contained apartment with garden in Cotswold village
Poulton
9.0 out of 10, Wonderful, (45 reviews)
"Really easy check in and perfect accomadation"
United Kingdom
Emma G.
The price is ￥13,002
￥18,203 total
includes taxes & fees
Aug 2 - Aug 3
Recently converted self-contained apartment with garden in Cotswold village
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 ￥14,705
￥30,648 total
includes taxes & fees
Jul 19 - Jul 20
The Judges Lodgings Boutique Hotel
Terrace/patio

Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
The price is ￥72,204
￥86,645 total
includes taxes & fees
Jul 24 - Jul 25
Swallow Studio
Apartment, Private Bathroom | Exterior

Old Fleece Apartments

Old Fleece Apartments
3.5 star property
Stroud
8.6 out of 10, Excellent, (40 reviews)
"Clean room comfy bed great staff "
United Kingdom
Alan
The price is ￥14,266
￥17,119 total
includes taxes & fees
Jul 26 - Jul 27
Old Fleece Apartments
Exterior

2 bedroom accommodation in Welland, near Malvern

2 bedroom accommodation in Welland, near Malvern
Welland, near Malvern
9.4 out of 10, Exceptional, (26 reviews)
"Property is lovely and in a great location to explore surrounding area"
United Kingdom
sue w.
The price is ￥54,825
￥54,825 total
includes taxes & fees
Jul 15 - Jul 16
2 bedroom accommodation in Welland, near Malvern
Outdoor dining

Stow on the Wold Scandi Chic Authentic Cottage

Stow on the Wold Scandi Chic Authentic Cottage
Stow-on-the-Wold
10.0 out of 10, Exceptional, (9 reviews)
"Excellent choice for Stow and the Cotswolds.. loved the cottage and the host is v friendly and informative."
United Kingdom
Pete
The price is ￥37,446
￥61,283 total
includes taxes & fees
Jul 14 - Jul 15
Stow on the Wold Scandi Chic Authentic Cottage
Front of property

Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (147 reviews)
"Great location. Beautifully kept apartment and a parking space."
United Kingdom
Titisha
The price is ￥20,965
￥25,158 total
includes taxes & fees
Jul 16 - Jul 17
Portland Apartments
Exterior

Cotswold Chic Retreats "Jacinabox" in Chipping Campden The Cotswolds

Cotswold Chic Retreats "Jacinabox" in Chipping Campden The Cotswolds
Chipping Campden
9.4 out of 10, Exceptional, (22 reviews)
"Easy entry to cottage. Kitchen had everything needed, just missing a dishwasher but not important for short stay."
United Kingdom
Charlie V.
The price is ￥34,672
￥39,656 total
includes taxes & fees
Jul 13 - Jul 14
Cotswold Chic Retreats "Jacinabox" in Chipping Campden The Cotswolds
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchcombe Hotel Reviews

Cotswolds Hotel & Spa

Cotswolds Hotel & Spa

10/10 Excellent
"Beautiful room, everything you need. Balcony was a lovely addition. Helpful staff"
Elisha 1-night trip
Posted 3 hours ago
Cotswolds Hotel & Spa

Find out more about Winchcombe

Search for holiday rentals in Winchcombe on Expedia! 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
  • Use the map to find apartments and other holiday homes in the Winchcombe neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winchcombe while they last

Look no further and take a look at our great range of rental properties in Winchcombe!

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.

What's the top vacation rental that Winchcombe has to offer?

Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.: This highly rated vacation home rental in Winchcombe is located in a rural location and has a fireplace, a furnished patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a terrace, a garden, and a selection of games so you can immerse yourself in your vacation.

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. Belas Knap and Winchcombe Folk and Police Museum are other places to visit while you're in town.

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.