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
The price is ￥30,991
￥37,190 total
includes taxes & fees
Nov 8 - Nov 9
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 ￥12,805
￥16,646 total
includes taxes & fees
Nov 15 - Nov 16
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 ￥42,509
￥61,157 total
includes taxes & fees
Nov 11 - Nov 12
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 ￥20,937
￥28,566 total
includes taxes & fees
Dec 2 - Dec 3
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 ￥67,175
￥67,175 total
includes taxes & fees
Nov 20 - Nov 21
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 ￥12,073
￥14,488 total
includes taxes & fees
Nov 22 - Nov 23
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 ￥12,616
￥15,139 total
includes taxes & fees
Nov 8 - Nov 9
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 ￥61,201
￥73,441 total
includes taxes & fees
Dec 6 - Dec 7
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 ￥54,641
￥85,700 total
includes taxes & fees
Nov 8 - Nov 9
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 ￥53,005
￥63,607 total
includes taxes & fees
Dec 2 - Dec 3
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 ￥67,758
￥106,919 total
includes taxes & fees
Nov 15 - Nov 16
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 ￥35,319
￥42,382 total
includes taxes & fees
Nov 16 - Nov 17
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 ￥88,921
￥130,181 total
includes taxes & fees
Nov 25 - Nov 26
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 ￥21,413
￥25,696 total
includes taxes & fees
Dec 7 - Dec 8
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 ￥79,495
￥117,802 total
includes taxes & fees
Nov 19 - Nov 20
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 ￥22,778
￥27,333 total
includes taxes & fees
Dec 6 - Dec 7
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 ￥30,304
￥39,907 total
includes taxes & fees
Nov 11 - Nov 12
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 ￥14,049
￥16,859 total
includes taxes & fees
Nov 15 - Nov 16
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 ￥132,118
￥158,541 total
includes taxes & fees
Nov 13 - Nov 14
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

Queens Hotel Cheltenham

Queens Hotel Cheltenham

10/10 Excellent
"Lovely breakfast, good facilities. To note: not particularly friendly for young family with baby as no step free room access or cot in room. However, great location for families with high street and restaurants near by."
Tharshiney 2-night trip
Posted 15 hours ago
Queens Hotel Cheltenham

Find out more about Winson

Search for holiday rentals in Winson on Expedia! You can easily find your home rentals, villas, holiday apartments in Winson using one of the methods below:

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Look no further and take a look at our great range of rental properties in Winson!

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.