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

Winson Vacation Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 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, (45 reviews)
"Great stay. Thank you to Joy for her help and making such a great overnight stay for my fiancés 30th bday. Photos did not do the property justice it was so spacious including the ground floor balcony. We will be coming back and can’t wait. The food was great and so was the breakfast & pancakes!! The suites need more photos of the outside and the whole property could do with more signage it’s easy to get lost there are some signs but they’re not clear so we got lost a few times. If you’re...
United Kingdom
Josh
The price is RM929
RM1,115 total
includes taxes & fees
4 Oct - 5 Oct
The Lakes By YOO
A hotel lobby with a staircase, a chandelier, a vase with flowers, and a framed picture on the wall.

2. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (244 reviews)
"I had a lovely stay here with my mum. We had the siena suite and it was exceptionally clean and as per the photos. Was really nice to have the terrace and kitchenette aswell. We recieved a warm welcome from friendly staff who helped us up to the suite with our bags. Great central location and well priced too. Would definitely recommend!"
United Kingdom
Bridget
The price is RM395
RM473 total
includes taxes & fees
4 Oct - 5 Oct
Strozzi Palace Suites by Mansley
A kitchen with white cabinets, a window with a view of trees, and a fruit cutting board with red and yellow bell peppers.

3. Walkers Court 3 Bedroom Apartment

Walkers Court 3 Bedroom Apartment
4.0 star property
Cirencester
6.0 out of 10, (1 review)
"Location was brilliant. Loved our beds! But could be cleaner and lacked obvious essentials..."
United Kingdom
Anonymous traveller
The price is RM619
RM1,734 total
includes taxes & fees
14 Sept - 15 Sept
Walkers Court 3 Bedroom Apartment
A building with a black door, a staircase leading to an upper floor, and a signboard for 'crescent place' with a website address.

4. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.2 out of 10, Wonderful, (138 reviews)
"Lovely, very clean and great location"
United Kingdom
Nina
The price is RM434
RM520 total
includes taxes & fees
27 Sept - 28 Sept
Crescent Place by Mansley
A cozy room with a bed, a small table, a sofa, and a view of the outdoors.

5. The Coach House and The Stable

The Coach House and The Stable
3.5 star property
Stroud
8.8 out of 10, Excellent, (46 reviews)
"Lovely little bolt hole next to a great pub. The bed was very comfy and the shower was amazing. The outside seating is overlooked by the main road and due to roadworks it was a bit too busy with standing traffic to sit outside. The pub next door was very good and we enjoyed an evening meal and breakfast the next day."
United Kingdom
Toni
The price is RM344
RM413 total
includes taxes & fees
27 Sept - 28 Sept
The Coach House and The Stable
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 RM232
RM364 total
includes taxes & fees
21 Sept - 22 Sept
Spa Court
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, (52 reviews)
"Absolutely loved staying here. Air Conditioning was truly a luxury in the heat wave! Amazing location too."
United States
Leah
The price is RM546
RM655 total
includes taxes & fees
20 Sept - 21 Sept
George Apartments
A beige building with a black door, a small set of steps, and two potted plants.

8. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (154 reviews)
"Fantastic accommodation."
United Kingdom
Helen
The price is RM592
RM710 total
includes taxes & fees
14 Sept - 15 Sept
Portland Apartments
A stone cottage with a thatched roof, a small garden, and a wooden bench.

9. 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 RM2,396
RM2,875 total
includes taxes & fees
19 Sept - 20 Sept
Mayfly Cottage
A large stone building with multiple windows and a prominent tower.

10. 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 RM362
RM435 total
includes taxes & fees
4 Oct - 5 Oct
Old Fleece Apartments
A stone building with multiple windows, a garden with neatly trimmed hedges, and a pathway lined with flower pots.

11. Grey's Court Cottages

Grey's Court Cottages
3.0 star property
Southrop
The price is RM1,876
RM2,251 total
includes taxes & fees
21 Sept - 22 Sept
Grey's Court Cottages
A traditional stone building with a central arched entrance and multiple windows.

12. Windsor Cottage-Bolthole in heart of CN

Windsor Cottage-Bolthole in heart of CN
3.0 star property
Chipping Norton
9.6 out of 10, Exceptional, (5 reviews)
"We loved our stay in Chipping Norton, the place was perfect size for our party of 3, great location, and ridiculously cute :) only wished we could have stayed longer."
Canada
Diane
The price is RM512
RM1,165 total
includes taxes & fees
14 Sept - 15 Sept
Windsor Cottage-Bolthole in heart of CN
A spacious living room with a leather sofa, a coffee table with a tray, and a wooden cabinet.

13. 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 RM374
RM845 total
includes taxes & fees
20 Sept - 21 Sept
The Judges Lodgings Boutique Hotel
A room with a fireplace, a television, a dining table with chairs, a sofa, and a large window with a view of greenery.

14. 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
21 Montpellier Terrace
A living room with a stone wall, two armchairs, a wooden side table, and a kitchen in the background.

15. Beechwood Cottage Banham Cottages

Beechwood Cottage Banham Cottages
3.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"We had the most marvelous stay. Girls weekend and we could walk to anywhere we needed to go. The property was beautiful and the hosts provided everything required for a wonderful weekend. Will definitely visit again."
United States
Michaela
The price is RM2,257
RM3,369 total
includes taxes & fees
16 Sept - 17 Sept
Beechwood Cottage 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

Holiday Inn Gloucester-Cheltenham by IHG

Holiday Inn Gloucester-Cheltenham by IHG

10/10 Excellent
"Fab stay, staff were great, food was very good, room was comfortable, swimming pool was a lovely extra, highly recommend and definitely worth a stay, we will stay again"
Sarah 2-night trip
Posted less than an hour ago
Holiday Inn Gloucester-Cheltenham by IHG

Find out more about Winson

Search for holiday rentals in Winson on Expedia.co.uk! 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 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.