Winchcombe Holiday Rentals

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Holiday Rentals in Winchcombe

Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16

Greet
8.8 out of 10, Excellent, (11)
"Wanted somewhere with a feeling of space to get the extended family all together for a Christmas break. House was perfect, spacious and everything we needed. Great TV room btw!!!"
United Kingdom
Simon R.
Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16

Crescent Place by Mansley

3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (88)
"Very attentive and caring customer service from manager. Great central location.Clean room and good facilities."
United Kingdom
Clare
The price is AU$164
includes taxes & fees
14 Dec - 15 Dec
Crescent Place by Mansley

The Vale Golf and Country Club

3.0 star property
Pershore
8.8 out of 10, Excellent, (35)
"Good quality and comfortable accommodation with lake view, serviced daily. Ample parking close to accommodation. Staff extremely helpful and courteous. Afternoon Tea was superb! "
United Kingdom
Dryna
The price is AU$191
includes taxes & fees
8 Dec - 9 Dec
The Vale Golf and Country Club

George Apartments

2.0 star property
Broadway
9.8 out of 10, Exceptional, (16)
"parking wads easy, very clean"
United Kingdom
Robert
The price is AU$208
includes taxes & fees
8 Dec - 9 Dec
George Apartments

Portland Apartments

3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (135)
"•Great Location •Apartment immaculate •Tastefully decorated •Friendly hosts •A luxurious home from home •Highly recommend •Complimentary Tea, Coffee, Milk, Orange Juice and Croissants "
United Kingdom
Debra
The price is AU$256
includes taxes & fees
9 Dec - 10 Dec
Portland Apartments

Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

3.5 star property
Gloucester
8.2 out of 10, Very good, (21)
"Nice, central location. Quays nearby, so plenty of choices to eat/drink as well as the city centre being right there. Apartment was spacious, clean, recently refurbished by the look of it. Bed was comfortable, plenty of space in the apartment, nice kitchen and bathroom. "
United Kingdom
Robert
The price is AU$204
includes taxes & fees
9 Dec - 10 Dec
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

Strozzi Palace Suites by Mansley

4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (199)
"Excellent suites and great location!"
United Kingdom
Barrie
The price is AU$175
includes taxes & fees
4 Jan - 5 Jan 2026
Strozzi Palace Suites by Mansley

Old Infirmary

4.5 star property
Worcester
8.8 out of 10, Excellent, (146)
"Lovely stay for a couple days away for work. Comfy bed, good location and well equipped. Thanks! "
United Kingdom
Molly
The price is AU$241
includes taxes & fees
4 Jan - 5 Jan 2026
Old Infirmary

The Coach House and The Stable

3.5 star property
Stroud
9.0 out of 10, Wonderful, (41)
"Great stay "
United Kingdom
Tania
The price is AU$151
includes taxes & fees
14 Dec - 15 Dec
The Coach House and The Stable

Spa Court

3.0 star property
Cheltenham
7.4 out of 10, Good, (40)
"Very good, well equipped apartment in a central location."
Ireland
paul
Spa Court

Enchanting cottage in the heart of Chipping Campden

Chipping Campden
10.0 out of 10, Exceptional, (167)
"Charming cottage with all modern conveniences. Extras we did not expect such as milk, eggs, butter, bread and a wonderful sponge cake. Would stay again if in the area. "
United States
Kim S.
Enchanting cottage in the heart of Chipping Campden

Delightful stone cottage in the heart of Chipping Campden

Chipping Campden
9.8 out of 10, Exceptional, (85)
"Lovely cottage in a great location!"
United States
Johanna G.
Delightful stone cottage in the heart of Chipping Campden

Period cottage in idyllic riverside location in prime Cotswolds village

Lower Slaughter
9.6 out of 10, Exceptional, (51)
"Amazing location! And staying here you don't have to have a car! Loved our stay"
United States
Lisa F.
Period cottage in idyllic riverside location in prime Cotswolds village

Elliot Oliver- Charming 1 Bed Apartment

4.0 star property
Gloucester
10.0 out of 10, Exceptional, (7)
"Excellent apartment, very central and parking is a bonus. Plenty of eateries nearby and a few minutes walk into the city centre for shopping & sightseeing 😊 "
United Kingdom
Peter
Elliot Oliver- Charming 1 Bed Apartment

The Judges Lodgings Boutique Hotel

2.0 star property
Gloucester
8.4 out of 10, Very good, (7)
"The location was great and the area quiet. Convenient to train and bus, grocery, and local interests. Property was ok in cleanliness (white grout and subway tile require a LOT of maintenance) and the modern updates were poorly installed. Far too many bric-a-brac to keep dusted. Comfortable and spacious. "
United States
Erin
The price is AU$252
includes taxes & fees
14 Dec - 15 Dec
The Judges Lodgings Boutique Hotel

Worcester Town Centre Home & Garden

3.0 star property
Worcester
5.0 out of 10, (4)
"Really nice and comfortable owners were very helpful and polite a really good overnight stay would highly recommend 5star service thanks"
United Kingdom
Andrew
The price is AU$310
includes taxes & fees
8 Dec - 9 Dec
Worcester Town Centre Home & Garden

Shepherds Hut in the Cotswolds

Stanway
10.0 out of 10, Exceptional, (6)
"Had a lovely stay, the place was clean and tidy and the surroundings were peaceful and quiet. The next time I’m heading to the area I will definitely look to book this place again."
United Kingdom
Lain H.
The price is AU$285
includes taxes & fees
8 Dec - 9 Dec
Shepherds Hut in the Cotswolds

Luxury Cosy Cottage In Magical Bibury

Bibury
9.0 out of 10, Wonderful, (13)
"Great location to my friend’s house. "
United Kingdom
April H.
Luxury Cosy Cottage In Magical Bibury

Two bedroom holiday cottage with garden and off-street parking, Bourton-on-the-Water - North House

Bourton-on-the-Water
9.8 out of 10, Exceptional, (51)
"We had a great time. The host was amazing and communicated very efficiently. Thank you very much and we look forward to staying again soon"
United States
Anonymous traveller
Two bedroom holiday cottage with garden and off-street parking, Bourton-on-the-Water - North House

Vernon Place Accommodation

3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (2)
" Excellent quiet location, close to the high street with lots of options for eating out.Well maintained property, nice and clean. Overall 5/5 Single traveller, business trip."
United Kingdom
Anonymous traveller
Vernon Place Accommodation
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

Find out more about Winchcombe

Everything you need to know about Winchcombe holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winchcombe holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winchcombe holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winchcombe holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winchcombe holiday rentals we have selected for you start as low as AU$151 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winchcombe rentals

At Expedia, we put the best Winchcombe holiday 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 holiday.

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 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.

What are some of the best holiday rentals that Winchcombe has to offer?

Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16: This highly rated holiday home rental in Winchcombe is located in a rural location, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Winchcombe?

Expedia has 14 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. Belas Knap and Winchcombe Folk and Police Museum are other places to visit while you're in town.

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.