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

Winson Vacation Rentals

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Check prices for these dates

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

Our top choices for Winson vacation rentals

A modern interior with a wooden deck overlooking a pool and water.

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
$197 nightly
The price is $236
Nov 8 - Nov 9
Total with taxes and fees
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
$102 nightly
The price is $102
Nov 15 - Nov 16
Total with taxes and fees
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.
$344 nightly
The price is $344
Nov 11 - Nov 12
Total with taxes and fees
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.
$181 nightly
The price is $181
Nov 9 - Nov 10
Total with taxes and fees
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
$427 nightly
The price is $427
Nov 20 - Nov 21
Total with taxes and fees
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
$82 nightly
The price is $99
Nov 22 - Nov 23
Total with taxes and fees
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
$78 nightly
The price is $93
Nov 8 - Nov 9
Total with taxes and fees
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)
$398 nightly
The price is $478
Dec 6 - Dec 7
Total with taxes and fees
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
$466 nightly
The price is $534
Nov 8 - Nov 9
Total with taxes and fees
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
$337 nightly
The price is $404
Nov 26 - Nov 27
Total with taxes and fees
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
$593 nightly
The price is $679
Nov 12 - Nov 13
Total with taxes and fees
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
$224 nightly
The price is $269
Nov 8 - Nov 9
Total with taxes and fees
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
$669 nightly
The price is $773
Nov 25 - Nov 26
Total with taxes and fees
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
$139 nightly
The price is $167
Dec 7 - Dec 8
Total with taxes and fees
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
$644 nightly
The price is $744
Nov 19 - Nov 20
Total with taxes and fees
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
$145 nightly
The price is $174
Nov 8 - Nov 9
Total with taxes and fees
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
$252 nightly
The price is $252
Nov 11 - Nov 12
Total with taxes and fees
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
$82 nightly
The price is $99
Nov 15 - Nov 16
Total with taxes and fees
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
$839 nightly
The price is $1,007
Nov 10 - Nov 11
Total with taxes and fees
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

De Vere Cotswold Water Park

De Vere Cotswold Water Park

10/10 Excellent
"Nice stay at the hotel. Ate at the Old Boathouse which was very tasty."
Stephen 4-night trip
Posted 5 hours ago
De Vere Cotswold Water Park

Find out more about Winson

Everything you need to know about Winson 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 Winson 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 Winson vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winson vacation 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 low season months. For more hustle and bustle, you may prefer to visit Winson 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 $90 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 Winson rentals

At Expedia, we put the best Winson 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 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 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 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 vacation rental in Winson?

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

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

Beautiful Cotswolds farm house with period features and a beautiful garden.: This vacation home rental outside of Winson is located on a lake and has a fireplace, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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 larger area.

What’s a vacation rental in Winson like?

A vacation rental is a private property where you can stay for a couple of days or more in Winson. Vacation rentals offer extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family getaway.