A stone house with a sloped roof, two skylights, and a green door.

Winson Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Winson holiday rentals

A stone wall with a metal gate, a stone building with a tiled roof, and a grassy lawn.

1. 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, (50 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 HK$623
HK$873 total
includes taxes & fees
4 Oct - 5 Oct
Recently converted self-contained apartment with garden in Cotswold village
A modern interior with a wooden deck overlooking a pool and water.

2. The Lakes By YOO

The Lakes By YOO
5.0 star property
Lechlade
8.4 out of 10, Very good, (48 reviews)
"The room was beautiful in terms of showcase design but lacked niceties such as body lotion, biscuits for tea and no mirror other than the bathroom one to do make up check clothing etc The doors (in a shared hallway were very noisy - impossible to close quietly. The pool was full of kids playing ball so abandoned that idea The on site restaurant was ok The whole experience was NOT 5 star."
United Kingdom
Trevor
The price is HK$1,520
HK$1,824 total
includes taxes & fees
30 Sept - 1 Oct
The Lakes By YOO
A traditional stone cottage with a garden, a pathway, and parked cars.

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 HK$2,084
HK$2,957 total
includes taxes & fees
5 Oct - 6 Oct
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.
Lovely Cotswolds 1 bed nr town centre yet mins from river and countryside walks
A building with a black door, a staircase leading to an upper floor, and a signboard for 'crescent place' with a website address.

5. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.2 out of 10, Wonderful, (141 reviews)
"Lovely, very clean and great location"
United Kingdom
Nina
The price is HK$747
HK$897 total
includes taxes & fees
18 Oct - 19 Oct
Crescent Place by Mansley
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, (246 reviews)
"Very nice hotel. Great stay."
United States
Thomas
The price is HK$805
HK$966 total
includes taxes & fees
4 Oct - 5 Oct
Strozzi Palace Suites by Mansley
A bedroom with a bed, bedside tables, a chair, a window, and a radiator.

7. George Apartments

George Apartments
2.0 star property
Broadway
9.4 out of 10, Exceptional, (56 reviews)
"Excellent location and well stocked kitchen."
United States
Elisa
The price is HK$897
HK$1,076 total
includes taxes & fees
30 Sept - 1 Oct
George Apartments
A stone cottage with a thatched roof, a small garden, and a wooden bench.

8. Mayfly Cottage

Mayfly Cottage
3.5 star property
Cirencester
10.0 out of 10, Exceptional, (3 reviews)
"A lovely cosy cottage set in a beautiful area. We were made to feel very welcome. "
Australia
Ashril
The price is HK$4,522
HK$5,426 total
includes taxes & fees
11 Oct - 12 Oct
Mayfly Cottage
A cozy room with a bed, a small table, a sofa, and a view of the outdoors.

9. The Coach House and The Stable

The Coach House and The Stable
3.5 star property
Stroud
8.8 out of 10, Excellent, (47 reviews)
"Great stay "
United Kingdom
Tania
The price is HK$649
HK$779 total
includes taxes & fees
25 Oct - 26 Oct
The Coach House and The Stable
A dining table with a bowl and two wine glasses, a fork, and a spoon.

10. Spa Court

Spa Court
3.0 star property
Cheltenham
7.2 out of 10, Good, (49 reviews)
"In the centre of town .Ideal for the racecourse.Easy access,pleasant and helpful staff "
United Kingdom
Paul
The price is HK$501
HK$750 total
includes taxes & fees
4 Oct - 5 Oct
Spa Court
A beige building with a black door, a small set of steps, and two potted plants.

11. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (155 reviews)
"Fantastic accommodation."
United Kingdom
Helen
The price is HK$1,082
HK$1,299 total
includes taxes & fees
25 Oct - 26 Oct
Portland Apartments
A large stone building with multiple windows and a prominent tower.

12. Old Fleece Apartments

Old Fleece Apartments
3.5 star property
Stroud
8.6 out of 10, Excellent, (42 reviews)
"Clean room comfy bed great staff "
United Kingdom
Alan
The price is HK$857
HK$1,029 total
includes taxes & fees
30 Sept - 1 Oct
Old Fleece Apartments
A stone building with a window, surrounded by lush green foliage and purple wisteria vines.

13. 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 HK$5,259
HK$5,259 total
includes taxes & fees
18 Oct - 19 Oct
1 bedroom accommodation in Chedworth, near Cheltenham
A spacious living room with a leather sofa, a coffee table with a tray, and a wooden cabinet.

14. The Judges Lodgings Boutique Hotel

The Judges Lodgings Boutique Hotel
3.5 star property
Gloucester
9.0 out of 10, Wonderful, (18 reviews)
"The apartment was brilliant grrat bathrooms and the bed was amazingly comfortable, the kitch area was brilliant "
United Kingdom
Andrew
The price is HK$556
HK$1,416 total
includes taxes & fees
11 Oct - 12 Oct
The Judges Lodgings Boutique Hotel
A spacious living room with a fireplace, comfortable seating, a dining area, and large windows offering a view of the outdoors.

15. Beautiful & spacious Regency apt in centre Cheltenham, free parking

Beautiful & spacious Regency apt in centre Cheltenham, free parking
Montpellier
9.8 out of 10, Exceptional, (21 reviews)
"Lovely property, comfortable and location is great for exploring the Cotswolds."
United Kingdom
Carol W.
The price is HK$1,169
HK$2,322 total
includes taxes & fees
4 Oct - 5 Oct
Beautiful & spacious Regency apt in centre Cheltenham, free parking
A stone building with multiple windows, a garden with neatly trimmed hedges, and a pathway lined with flower pots.

16. 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 HK$3,542
HK$4,251 total
includes taxes & fees
16 Oct - 17 Oct
Grey's Court Cottages
A room with a fireplace, a television, a dining table with chairs, a sofa, and a large window with a view of greenery.

17. 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 HK$1,475
HK$1,475 total
includes taxes & fees
9 Oct - 10 Oct
21 Montpellier Terrace
A wooden table with a vase of tulips, two glasses, and a loaf of bread.

18. The Cowshed Banham Cottages

The Cowshed Banham Cottages
2.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"Had a lovely stay. Location was perfect. Hosts were very prompt with their responses. Property was clean, will book this place again if we ever revisit in the future."
United Kingdom
Pratigya
The price is HK$3,063
HK$4,662 total
includes taxes & fees
1 Oct - 2 Oct
The Cowshed Banham Cottages
A deck with outdoor furniture, a barbecue, and a view of a field.

19. Period Cotswold Cottage with outdoor bar & open views

Period Cotswold Cottage with outdoor bar & open views
Milton-under-Wychwood
10.0 out of 10, Exceptional, (1 review)
"My husband, knowing how much we both love the Cotswolds, booked this cottage as a last-minute surprise, to wrap up our trip to the UK, to celebrate my birthday. What an absolute delight to spend an evening at Sunnybank Cottage. I was smitten from the moment we walked in. Beautifully appointed, wonderful location, and an absolute highlight in a busy agenda. I so wish we would have had more time to linger. I spent about 10 minutes just gazing across the picturesque landscape. It was a perfect...
United States
Brent
The price is HK$2,485
HK$4,356 total
includes taxes & fees
4 Oct - 5 Oct
Period Cotswold Cottage with outdoor bar & open views
A building with a symmetrical facade, featuring a central window flanked by two smaller windows, and a row of four black doors below.

20. Cotswold Townhouse - Adults Only

Cotswold Townhouse - Adults Only
2.5 star property
Stow-on-the-Wold
The price is HK$1,732
HK$2,078 total
includes taxes & fees
15 Oct - 16 Oct
Cotswold Townhouse - Adults Only
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

Mollie's Oxford

Mollie's Oxford

10/10 Excellent
"Nice place, very friendly staff, good amenities"
Dr Anna Maria 1-night trip
Posted 5 hours ago
Mollie's Oxford

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 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.