Winchcombe Holiday Rentals

April 2025

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May 2025

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Holiday Rentals in Winchcombe

Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16

8.6 out of 10, Excellent, (10)
"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!!!"
Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16

4 Star Cotswold Stone Cottage

9.8 out of 10, Exceptional, (86)
"Lovely house. Only stayed one night. The beds was very comfy the home was very clean and tidy well maintained. The owner was very quick in replying to an enquiry I had. I would definitely stay here again "
The price is NZ$302
includes taxes & fees
23 Apr - 24 Apr
4 Star Cotswold Stone Cottage

Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.

10.0 out of 10, Exceptional, (67)
"This was a charming little cottage with a bright extension and the perfect base for our family of 4 to explore the Cotswolds. The kitchen was well equipped with dishes and pots, and even a laundry and good sized fridge. Shower and plumbing worked great. We also appreciated the fireplace during the cooler spring evenings! "
Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.

Crescent Place by Mansley

3.0 star property
9.4 out of 10, Exceptional, (59)
"The communication with the manager was excellent. You are able to park in a secure car park using a code. The room is probably the cleanest I've ever stayed in. The location was excellent, especially for the racecourse, and near excellent restaurants and the town centre. A*"
The price is NZ$191
includes taxes & fees
13 Apr - 14 Apr
Crescent Place by Mansley

Strozzi Palace Suites by Mansley

4.0 star property
9.6 out of 10, Exceptional, (177)
"Great property in an ideal location. Bit noisy sometimes with creaky floorboards and neighbours above walking around a lot but otherwise can’t fault it. Would stay again. "
The price is NZ$186
includes taxes & fees
10 Apr - 11 Apr
Strozzi Palace Suites by Mansley

Fire Service College

8.4 out of 10, Very good, (83)
"Excellent value accommodation in an area where hotels etc are really expensive. Easy to check into reception, room is clean and has everything you’d need. It was very quiet and not many folk staying. Security is a bonus ….. we were really impressed and will come again. "
The price is NZ$207
includes taxes & fees
11 Apr - 12 Apr
Fire Service College

Portland Apartments

3.5 star property
9.8 out of 10, Exceptional, (124)
"This has to be the best place to stay in Cheltenham. It is clean, comfortable, roomy and stunning. It is the little touches that make this accommodation stand out over all the other places I have stayed. "
The price is NZ$270
includes taxes & fees
7 May - 8 May
Portland Apartments

Emerald Stays UK at The Adelphi

2.0 star property
9.2 out of 10, Wonderful, (33)
"A fabulous stay in a well-appointed (and beautifully-decorated) room! The location was excellent, a short walk from all the historic sights, and I very much appreciated the ample wardrobe storage and the kitchenette. Check-in was straightforward and communication beforehand was thorough. The one thing I'd note is that the room was located on a road that saw some traffic in the mornings, so bear that in mind if you're an usually late and/or light sleeper. On the whole, though, a great experience,...
The price is NZ$191
includes taxes & fees
21 Apr - 22 Apr
Emerald Stays UK at The Adelphi

Cotswold Aparthotel

3.0 star property
9.4 out of 10, Exceptional, (164)
"Very clean, great facilities and location. Love staying here on my work trips. "
Cotswold Aparthotel

Stunning, contemporary, dog friendly holiday home - The Cosh

10.0 out of 10, Exceptional, (15)
"Very comfortable stay, family get together"
Stunning, contemporary, dog friendly holiday home - The Cosh

Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

3.5 star property
8.6 out of 10, Excellent, (13)
"Check in chaos but otherwise excellent"
The price is NZ$173
includes taxes & fees
13 Apr - 14 Apr
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

Spa Court

3.0 star property
7.8 out of 10, Good, (34)
"Great loaction, good ammenities. Not as clean as it should be and you could see layers of dust on top of the cupboards. Bed was on the soft side but comfortable. "
Spa Court

Old Infirmary

4.5 star property
8.8 out of 10, Excellent, (127)
"Beautiful characterful property which is very well presented and equipped. The area is a little noisy as it’s a city centre location but earplugs are provided and are effective. "
The price is NZ$297
includes taxes & fees
7 Apr - 8 Apr
Old Infirmary

The Coach House and The Stable

3.5 star property
9.0 out of 10, Wonderful, (34)
"Lovely room all be it close to busy road and a little early noise . Lovely pub next door with friendly staff . "
The price is NZ$173
includes taxes & fees
13 Apr - 14 Apr
The Coach House and The Stable

Chic Cotswold Tiny Home - Oddity House

8.6 out of 10, Excellent, (4)
"We loved our stay at the Oddity House! It was the perfect location for a short walk to the cafe or a stroll through the village and out into the countryside. Having our own little house that was just us was perfect! It was well appointed with every comfort needed. Thank you for a wonderful memory. We would love to come back!"
Chic Cotswold Tiny Home - Oddity House

The Vale Golf and Country Club

3.0 star property
The price is NZ$208
includes taxes & fees
7 Apr - 8 Apr
The Vale Golf and Country Club

Characterful 16th Century Cottage, off street parking, 2 Min Walk to Village!

10.0 out of 10, Exceptional, (120)
"This was a great cottage to base yourself in the Cotswold’s. The two minute walk to the village was a great feature of this cottage as well as the parking spot. I enjoyed the fire and the beautiful surrounds. I would recommend a stay. "
Characterful 16th Century Cottage, off street parking, 2 Min Walk to Village!

Lovely quirky cotswold cottage (Old Telephone Exchange)

10.0 out of 10, Exceptional, (41)
"We (my partner, and my Mum) had a lovely stay here to celebrate my Mum's birthday and really appreciated the treats left for us! Check in was super easy with the lock box. The cottage is great for 2 guests as both bedrooms have an en suite (although the upstairs/loft bedroom doesn't have a door FYI). Plenty of seating in the living area too with the sofa, armchair, and even an electric armchair which came in handy for my Mum! There was plenty of firewood left for us for a 2 night stay and we had...
Lovely quirky cotswold cottage (Old Telephone Exchange)

Period cottage in idyllic riverside location in prime Cotswolds village

9.4 out of 10, Exceptional, (44)
"We truly loved the area. The house was well equipped. Nice neighborhood. Clean kitchen, bathroom comfortable beds. Only thing, the downstairs carpet sure needs to be changed and I didn’t get check in instructions on time. Had to find the phone number in the app and call host to get check in instructions. Once I got of hold of Sophie she was very helpful and apologized for the inconvenience . Otherwise we enjoyed Lower Slaughter "
Period cottage in idyllic riverside location in prime Cotswolds village

Pitchers is a Grade 11 Cotswold Stone House in the centre of Chipping Campden.

9.8 out of 10, Exceptional, (16)
"My wife and I spent a week at Pitchers House and it was everything we had hoped for and more! Excellent location for exploring the lovely Cotswolds village of Chipping Campden; walking the nearby trails; or heading off for short drives to Broadway, Stow-on-the-Wold, Bourton-on-the-Water, the Slaughters and more. The house was well-equipped with a full working kitchen, laundry, great shower and a very comfortable bed. (There are more showers and beds but we didn’t need them.) The garden outside...
Pitchers is a Grade 11 Cotswold Stone House in the centre of Chipping Campden.
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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Other types of properties in Winchcombe you may be interested in

De Vere Cotswold Water Park

4.0 star property
8.4 out of 10, Very good, (1007)
"Nice spacious and comfortable room, bathroom a bit aged....bath plug wouldn't seal and dispensers didn't really work (fortunately able to extract bottles to tip directly from). We were in the area to explore Roman history at Chedworth and Cirencester, and to cycle and run in the water park area. Proved to be an ideal base, plenty of room to park our motorhome (we stayed in the hotel but ate in the van in the evening, although enjoyed the comprehensive breakfast in the morning with great views of...
The price is NZ$185
includes taxes & fees
21 Apr - 22 Apr
De Vere Cotswold Water Park

Cotswolds Hotel & Spa

3.5 star property
8.4 out of 10, Very good, (1003)
"Very nice hotel, room was nice with everything you would need and the staff were friendly and welcoming. Would definitely stay again without a doubt. The only negative was the sofa bed. I think they need vast improvement as it was extremely uncomfortable with next to no padding. This unfortunately resulted in a poor sleep. That being said, i would still happily return, i would just reserve 2 rooms rather than sharing."
The price is NZ$133
includes taxes & fees
13 Apr - 14 Apr
Cotswolds Hotel & Spa

Leonardo Hotel Cheltenham

4.0 star property
8.4 out of 10, Very good, (1002)
"Staff are always very friendly and very helpful, nothing is to much trouble for them. "
The price is NZ$164
includes taxes & fees
27 Apr - 28 Apr
Leonardo Hotel Cheltenham
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.

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. Another good choice for your trip to Winchcombe is Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe. .

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.