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

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Winson holiday 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
8.6 out of 10, Excellent, (47 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 ฿6,470
฿7,764 total
includes taxes & fees
29 Sept - 30 Sept
The Lakes By YOO
A bedroom with a bed, bedside tables, a chair, a window, and a radiator.

2. George Apartments

George Apartments
2.0 star property
Broadway
9.4 out of 10, Exceptional, (55 reviews)
"Excellent location and well stocked kitchen."
United States
Elisa
The price is ฿3,818
฿4,581 total
includes taxes & fees
30 Sept - 1 Oct
George Apartments
A cozy room with a bed, a small table, a sofa, and a view of the outdoors.

3. 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 ฿2,765
฿3,318 total
includes taxes & fees
25 Oct - 26 Oct
The Coach House and The Stable
A stone building with multiple windows, a garden with neatly trimmed hedges, and a pathway lined with flower pots.

4. 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 ฿15,034
฿18,041 total
includes taxes & fees
16 Oct - 17 Oct
Grey's Court Cottages
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, (140 reviews)
"Lovely, very clean and great location"
United Kingdom
Nina
The price is ฿3,451
฿4,141 total
includes taxes & fees
18 Oct - 19 Oct
Crescent Place by Mansley
A dining table with a bowl and two wine glasses, a fork, and a spoon.

6. 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 ฿2,358
฿3,421 total
includes taxes & fees
4 Oct - 5 Oct
Spa Court
A stone cottage with a thatched roof, a small garden, and a wooden bench.

7. 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 ฿19,264
฿23,117 total
includes taxes & fees
30 Sept - 1 Oct
Mayfly Cottage
A hotel lobby with a staircase, a chandelier, a vase with flowers, and a framed picture on the wall.

8. 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 ฿3,427
฿4,112 total
includes taxes & fees
4 Oct - 5 Oct
Strozzi Palace Suites by Mansley
A large stone building with multiple windows and a prominent tower.

9. 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 ฿3,650
฿4,380 total
includes taxes & fees
28 Sept - 29 Sept
Old Fleece Apartments
A beige building with a black door, a small set of steps, and two potted plants.

10. 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 ฿4,756
฿5,707 total
includes taxes & fees
21 Oct - 22 Oct
Portland Apartments
A dining area with a table set for four, chairs, and a vase of flowers.

11. The Stables Banham Cottages

The Stables Banham Cottages
3.5 star property
Bourton-on-the-Water
The price is ฿24,494
฿34,040 total
includes taxes & fees
25 Oct - 26 Oct
The Stables Banham Cottages
A spacious living room with a leather sofa, a coffee table with a tray, and a wooden cabinet.

12. 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 ฿2,772
฿6,513 total
includes taxes & fees
2 Oct - 3 Oct
The Judges Lodgings Boutique Hotel
A dining area with a wooden table and chairs, a vase of flowers, and a mirror on the wall.

13. 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 ฿19,366
฿27,445 total
includes taxes & fees
14 Oct - 15 Oct
The Haybarn Banham Cottages
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

Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

10/10 Excellent
"An enjoyable stay. We were there for a week long break. We made full use of the swimming pool. Was never too busy. It is sometimes used fir kids swimming lessons but their area is roped off so no problem. Enjoyable breakfast. The sound proofing of the doors could be improved as there was a little noise from the corridors but that didn't spoil our stay."
Mark 7-night trip
Posted 6 hours ago
Cheltenham Chase Hotel & Spa

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’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 Cirencester Roman Amphitheatre. 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.