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
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Winchcombe vacation rentals

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
$456 nightly
The price is $547
Jul 22 - Jul 23
Total with taxes and fees
Old Sorting Office
Cottage | Interior

Thimble Cottage

Thimble Cottage
3.5 star property
Cheltenham
$632 nightly
The price is $759
Jul 30 - Jul 31
Total with taxes and fees
Thimble Cottage
Classic Double Room, Non Smoking | Laptop workspace, WiFi (free), bed sheets

George Apartments

George Apartments
2.0 star property
Broadway
9.2 out of 10, Wonderful, (34 reviews)
"Absolutely immaculate apt. Had a double bed and then a small kitchen and bathroom that were each separated by a door. The AC was amazing. It was just right from 2 people. Check in was easy, as it was code entry. Perfect location right behind the Main Street, quite quiet. Had a little courtyard with one small bench."
Canada
Sonja
$145 nightly
The price is $174
Jul 20 - Jul 21
Total with taxes and fees
George Apartments
Exterior

Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (120 reviews)
"Great rooms right in town centre with lovely Korean restaurant next door. Superb air con in hot weather too!"
United Kingdom
Donald
$72 nightly
The price is $86
Aug 16 - Aug 17
Total with taxes and fees
Crescent Place by Mansley
Cottage | Interior

Tumbledown

Tumbledown
3.5 star property
Broadway
10.0 out of 10, Exceptional, (1 review)
"We stayed for eight nights. It was absolutely fantastic. The property was exactly what you see in the pictures clean and nice spacious and the location is incredible and Broadway is a beautiful little town very close. Again, I would recommend staying at this place and we will be back for sure."
United States
TROY
$1,003 nightly
The price is $1,203
Aug 2 - Aug 3
Total with taxes and fees
Tumbledown
Reception

Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (235 reviews)
"Great location and had air con"
United Kingdom
Joanne
$77 nightly
The price is $92
Aug 16 - Aug 17
Total with taxes and fees
Strozzi Palace Suites by Mansley
Front of property

Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (148 reviews)
"Great location. Beautifully kept apartment and a parking space."
United Kingdom
Titisha
$139 nightly
The price is $167
Aug 3 - Aug 4
Total with taxes and fees
Portland Apartments
Luxury Apartment | Room amenity

Spa Court

Spa Court
3.0 star property
Cheltenham
7.2 out of 10, Good, (46 reviews)
"In the centre of town .Ideal for the racecourse.Easy access,pleasant and helpful staff "
United Kingdom
Paul
$95 nightly
The price is $95
Jul 20 - Jul 21
Total with taxes and fees
Spa Court
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, (60 reviews)
"Really enjoyed the stay. Lovely view & easy to find. Would highly recommend to others & I will definitely be back again."
United Kingdom
Andrew
$112 nightly
The price is $135
Aug 3 - Aug 4
Total with taxes and fees
The Vale Golf and Country Club
Apartment | Hypo-allergenic bedding available, iron/ironing board (on request)

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
$219 nightly
The price is $262
Jul 20 - Jul 21
Total with taxes and fees
Central Serviced Apartments
Terrace/patio

Brookbank Close

Brookbank Close
4.0 star property
Cheltenham
$259 nightly
The price is $311
Aug 2 - Aug 3
Total with taxes and fees
Brookbank Close
Property grounds

Studio Sleeps 2 With Parking and Garden

Studio Sleeps 2 With Parking and Garden
2.5 star property
Worcester
$117 nightly
The price is $140
Jul 22 - Jul 23
Total with taxes and fees
Studio Sleeps 2 With Parking and Garden
Exterior

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
$238 nightly
The price is $286
Jul 20 - Jul 21
Total with taxes and fees
Mayville House Apartment
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
$159 nightly
The price is $190
Jul 22 - Jul 23
Total with taxes and fees
The Judges Lodgings Boutique Hotel
Terrace/patio

Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
$448 nightly
The price is $538
Jul 28 - Jul 29
Total with taxes and fees
Swallow Studio
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)
"Great stay "
United Kingdom
Tania
$84 nightly
The price is $101
Jul 26 - Jul 27
Total with taxes and fees
The Coach House and The Stable
Interior

The Cozy Apartment

The Cozy Apartment
2.0 star property
Gloucester
7.6 out of 10, Good, (19 reviews)
"Suited our needs perfectly for our short stay to take part in Gloucester half marathon. "
United Kingdom
Matt
$111 nightly
The price is $133
Aug 9 - Aug 10
Total with taxes and fees
The Cozy Apartment
Terrace/patio

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, (3 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
$421 nightly
The price is $476
Aug 4 - Aug 5
Total with taxes and fees
Jasmine Cottage-2BD in Heart of Bourton
48-inch flat-screen TV with digital channels, TV

Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

Friary House Serviced Apartments by Roomsbooked - 24Hr Reception
3.5 star property
Gloucester
8.2 out of 10, Very Good, (22 reviews)
"Well equipped and comfortable apartment right in the centre of Gloucester. Easy walk to shops and restaurants and to Docks for outlet shopping."
United Kingdom
Andrew
$137 nightly
The price is $165
Jul 26 - Jul 27
Total with taxes and fees
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception
Superior Studio (Fleming) | Living area | 32-inch flat-screen TV with cable channels, TV

Old Infirmary

Old Infirmary
4.5 star property
Worcester
9.0 out of 10, Wonderful, (155 reviews)
"Lovely furnished property. Excellent facilities quality refreshments and washing toiletries. Gift bag was a lovely touch. Location was ideally placed near the town centre. We would definitely stay here again when in Worcester."
United Kingdom
Andrew
$156 nightly
The price is $178
Jul 23 - Jul 24
Total with taxes and fees
Old Infirmary
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

Gloucester Robinswood Hotel by Sunday

Gloucester Robinswood Hotel by Sunday

8/10 Good
"Staff were lovely and the bed was very comfortable but rooms very warm did supply fans"
rachael 2-night trip
Posted less than an hour ago
Gloucester Robinswood Hotel by Sunday

Find out more about Winchcombe

Everything you need to know about Winchcombe vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winchcombe vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winchcombe vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winchcombe vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winchcombe. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winchcombe in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $86 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winchcombe rentals

At Expedia, we put the best Winchcombe vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winchcombe rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winchcombe vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winchcombe. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.