A field of white daisies with yellow centers, a stone wall in the background, and green grass.

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Winson holiday rentals

A modern multi-story building with balconies, a reflection in the water, and surrounding trees.

1. The Lakes By YOO

The Lakes By YOO
5.0 star property
Lechlade
8.4 out of 10, Very good, (52 reviews)
"So, soo nice! Really well kept. Loved our stay!"
United Kingdom
Mathew
The price is £195
includes taxes & fees
8 Nov - 9 Nov
The Lakes By YOO
A stone wall with a metal gate, a stone building with a tiled roof, and a grassy lawn.

2. 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, (51 reviews)
"The location was convenient as a base for exploring Cotswolds. The guesthouse was small for a family of three, but it had everything we needed. We would definitely consider booking this property if we visit this area again."
United States
Walter
The price is £80
includes taxes & fees
15 Nov - 16 Nov
Recently converted self-contained apartment with garden in Cotswold village
A row of stone houses with a gravel driveway and a small garden area.

3. Rosemary Cottage, cosy with a real fire just 5 minute walk from Arlington Row

Rosemary Cottage, cosy with a real fire just 5 minute walk from Arlington Row
Bibury
10.0 out of 10, Exceptional, (4 reviews)
"Fantastic location. Beautiful countryside and centrally located among famous Cotswold sites. The host was very responsive and beds and sofas were comfortable. Would definitely recommend."
United States
Barrett S.
The price is £259
includes taxes & fees
11 Nov - 12 Nov
Rosemary Cottage, cosy with a real fire just 5 minute walk from Arlington Row
A neatly made bed with a quilted headboard, two bedside tables with lamps, and a wardrobe to the right.

4. Lovely Cotswolds 1 bed nr town centre yet mins from river and countryside walks

Lovely Cotswolds 1 bed nr town centre yet mins from river and countryside walks
Cirencester
9.8 out of 10, Exceptional, (7 reviews)
"Good location. The apartment was as shown in the photos and descriptions."
United States
Cheri L.
The price is £137
includes taxes & fees
10 Nov - 11 Nov
Lovely Cotswolds 1 bed nr town centre yet mins from river and countryside walks
A cozy room with a stone wall, a wood-burning stove, a table set with plates, a teapot, and a vase with yellow flowers.

5. 1 bedroom accommodation in Chedworth, near Cheltenham

1 bedroom accommodation in Chedworth, near Cheltenham
Chedworth, near Cheltenham
10.0 out of 10, Exceptional, (24 reviews)
"Very relaxed and quiet location. Cottage well appointed."
United States
Nigel Coote
The price is £317
includes taxes & fees
20 Nov - 21 Nov
1 bedroom accommodation in Chedworth, near Cheltenham
A hotel lobby with a staircase, a chandelier, a vase with flowers, and a framed picture on the wall.

6. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (254 reviews)
"Everything we hoped for and more. If the parking was more straightforward it would be 100% . But Everything worked ."
United Kingdom
Roy
The price is £68
includes taxes & fees
16 Nov - 17 Nov
Strozzi Palace Suites by Mansley
A building entrance with a sign for 'Crescent Place' and a staircase leading inside.

7. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (158 reviews)
"Fabulous location. Brilliant room and facilities. Great value."
United Kingdom
Simon
The price is £69
includes taxes & fees
8 Nov - 9 Nov
Crescent Place by Mansley
A stone building with multiple windows, a garden with neatly trimmed hedges, and a pathway lined with flower pots.

8. Grey's Court Cottages

Grey's Court Cottages
3.0 star property
Southrop
8.0 out of 10, Very good, (1 review)
The price is £374
includes taxes & fees
6 Dec - 7 Dec
Grey's Court Cottages
A dining area with a wooden table and chairs, a vase of flowers, and a mirror on the wall.

9. The Haybarn Banham Cottages

The Haybarn Banham Cottages
3.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"Great place to stay!"
United States
Velia
The price is £340
includes taxes & fees
8 Nov - 9 Nov
The Haybarn Banham Cottages
A residential area with houses, a conservatory, and a well-maintained lawn.

10. Molly's Bit

Molly's Bit
3.5 star property
Chipping Norton
The price is £300
includes taxes & fees
26 Nov - 27 Nov
Molly's Bit
A living room with a stone wall, two armchairs, a wooden side table, and a kitchen in the background.

11. Beechwood Cottage Banham Cottages

Beechwood Cottage Banham Cottages
3.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (2 reviews)
"Very nice newer property. Very well equipped kitchen. Bathrooms were clean and very nice. Excellent to have an assigned parking space. Very good location in the heart of Bourton-on-the-Water."
Canada
Kent
The price is £505
includes taxes & fees
12 Nov - 13 Nov
Beechwood Cottage Banham Cottages
A hotel room with a bed, a chair, a desk, and a television.

12. Cotswold Townhouse - Adults Only

Cotswold Townhouse - Adults Only
2.5 star property
Stow-on-the-Wold
The price is £200
includes taxes & fees
8 Nov - 9 Nov
Cotswold Townhouse - Adults Only
A bedroom with a stone wall, a bed with a rolled-up blanket, a bedside table with a lamp, and a mirror.

13. Sycamore Cottage Banham Cottages

Sycamore Cottage Banham Cottages
3.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"This cottage is AMAZING! The location is unbelievable to be right in town, yet, very quiet! High end finishes and had everything we needed. We will absolutely book to stay again!"
United States
Heidi
The price is £594
includes taxes & fees
25 Nov - 26 Nov
Sycamore Cottage Banham Cottages
A living room with a fireplace, a chandelier, a dining area, and a kitchen in the background.

14. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (156 reviews)
"Perfect location and beautiful accommodation"
United Kingdom
Helen
The price is £119
includes taxes & fees
7 Dec - 8 Dec
Portland Apartments
A dining area with a table set for four, chairs, and a vase of flowers.

15. The Stables Banham Cottages

The Stables Banham Cottages
3.5 star property
Bourton-on-the-Water
The price is £553
includes taxes & fees
19 Nov - 20 Nov
The Stables Banham Cottages
A rustic interior with a stone fireplace, wooden beams, a dining area, and a cozy seating arrangement.

16. Bourton on the Water Country Chic Authentic Cottage

Bourton on the Water Country Chic Authentic Cottage
Bourton-on-the-Water
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful cottage with all the necessities. Very cute, historic, and comfortable, with a responsive host!"
United States
Amy R.
Bourton on the Water Country Chic Authentic Cottage
A bedroom with a bed, bedside tables, a chair, a window, and a radiator.

17. George Apartments

George Apartments
2.0 star property
Broadway
9.2 out of 10, Wonderful, (59 reviews)
"A very nice place to stay"
Canada
Peter
The price is £138
includes taxes & fees
7 Dec - 8 Dec
George Apartments
A room with a fireplace, a television, a dining table with chairs, a sofa, and a large window with a view of greenery.

18. 21 Montpellier Terrace

21 Montpellier Terrace
3.0 star property
The Suffolks
9.6 out of 10, Exceptional, (8 reviews)
"Amazing place right at the heart of centre. Great how who communicate well. Effortless Stay."
United Kingdom
Tarun
The price is £187
includes taxes & fees
11 Nov - 12 Nov
21 Montpellier Terrace
A bedroom with a sloped ceiling, a bed with blue bedding, a window with curtains, and a decorative light fixture.

19. Old Fleece Apartments

Old Fleece Apartments
3.5 star property
Stroud
8.8 out of 10, Excellent, (44 reviews)
"Was fab . Breakfast was delicious ."
United Kingdom
Charlotte
The price is £74
includes taxes & fees
15 Nov - 16 Nov
Old Fleece Apartments
A stone house with a pitched roof, a small window, and a door.

20. The Clock Tower

The Clock Tower
3.0 star property
Cirencester
10.0 out of 10, Exceptional, (1 review)
"Great location, very quiet with beautiful walks to the lakes and surrounding village. Excellent equipped kitchen to prepare home cooked meals. Bed was very comfortable and the house was warm inside. "
United Kingdom
Gemma
The price is £748
includes taxes & fees
10 Nov - 11 Nov
The Clock Tower
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 Winson Hotel Reviews

Stratton House Hotel & Spa

Stratton House Hotel & Spa

8/10 Good
"The property was in an ideal location for the visit we had planned. The hotel is very well maintained and looks beautiful both from the inside and out. The staff were all very friendly, helpful and professional. There were a few slight issues we experienced during our visit, the room became very warm because the radiator had to be on full otherwise it would be very noisy. And even though the room was spacious with extra seating and a full length mirror, there wasn’t anywhere to sit down with a smaller mirror to do hair and make up, however, the room was a good size with good amenities. The en-suite was also nice as it was a good size with a decent shower, but the positioning of the screen wasn’t overly effective as the floor became very wet. We also visited the spa on one of the days, but the jacuzzi was not working on the day of our visit, we were informed about this the day before our visit and we received a gift voucher as compensation. This is just an honest review and they were minor issues and they definitely wouldn’t prevent me from returning to this lovely hotel."
Zoe 2-night trip
Posted 1 hour ago
Stratton House Hotel & Spa

Find out more about Winson

Everything you need to know about Winson 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 Winson holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Winson holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winson holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winson. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winson 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 Winson holiday rentals we have selected for you start as low as £67 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winson rentals

At Expedia, we put the best Winson 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 Winson 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 Winson 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 Winson. 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

Can I find a holiday rental in Winson?

Yes, there are holiday rentals close to the most popular sights in Winson, or you can select a more secluded option if you're looking for a relaxing stay.

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

Beautiful Cotswolds farm house with period features and a beautiful garden.: This holiday home rental outside of Winson is located on a lake, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a pool table.

What’s there to see and do in Winson?

While exploring the area, visit family-friendly sights like The Model Village, or get outside and enjoy nature at Cotswold Country Park and Beach. Arlington Row and Chedworth Roman Villa are a couple of places you'll find in the wider area.

What’s a holiday rental in Winson like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winson. Holiday rentals offer extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a small group gathering.