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Winson Vacation Rentals

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Check prices for these dates

Tonight
Dec 22 - Dec 23
Tomorrow
Dec 23 - Dec 24
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Winson vacation rentals

Cabin | Hypo-allergenic bedding, iron/ironing board, free WiFi, bed sheets
The Lakes By YOO

The Lakes By YOO

The Lakes By YOO
5.0 star property
Lechlade
8.8 out of 10, Excellent, (32)
"A very peaceful stay "
United Kingdom
Fiona
The price is NT$8,270
NT$9,924 total
includes taxes & fees
Jan 4 - 2026/1/5
The Lakes By YOO
Apartment, Ensuite (Coach House) | 1 bedroom
The Coach House and The Stable

The Coach House and The Stable

The Coach House and The Stable
3.5 star property
Stroud
9.0 out of 10, Wonderful, (41)
"Great stay "
United Kingdom
Tania
The price is NT$2,639
NT$3,167 total
includes taxes & fees
Jan 18 - 2026/1/19
The Coach House and The Stable
Front of property
Portland Apartments

Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (137)
"•Great Location •Apartment immaculate •Tastefully decorated •Friendly hosts •A luxurious home from home •Highly recommend •Complimentary Tea, Coffee, Milk, Orange Juice and Croissants "
United Kingdom
Debra
The price is NT$4,892
NT$5,870 total
includes taxes & fees
Dec 28 - Dec 29
Portland Apartments
Reception
Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (199)
"Excellent suites and great location!"
United Kingdom
Barrie
The price is NT$2,956
NT$3,547 total
includes taxes & fees
Jan 11 - 2026/1/12
Strozzi Palace Suites by Mansley
Exterior
The Cozy Apartment

The Cozy Apartment

The Cozy Apartment
2.0 star property
Gloucester
7.6 out of 10, Good, (19)
"Suited our needs perfectly for our short stay to take part in Gloucester half marathon. "
United Kingdom
Matt
The Cozy Apartment
Apartment, Private Bathroom | Exterior
Old Fleece Apartments

Old Fleece Apartments

Old Fleece Apartments
3.5 star property
Stroud
8.6 out of 10, Excellent, (39)
"Far better than expected for the price will use again"
United Kingdom
brian
The price is NT$2,780
NT$3,336 total
includes taxes & fees
Jan 4 - 2026/1/5
Old Fleece Apartments
Exterior
George Apartments

George Apartments

George Apartments
2.0 star property
Broadway
9.6 out of 10, Exceptional, (18)
"The apartment was immaculate and really well appointed. It has everything you need for a short stay including coat hooks, which are so often missing in a hotel room! The apartment was ideally situated for the town with free parking. It has a noisy aircon/heating system which I tried and failed to turn off-otherwise perfect! "
United Kingdom
Lesley
The price is NT$3,278
NT$3,934 total
includes taxes & fees
Jan 4 - 2026/1/5
George Apartments
Deluxe Double Room, 1 Bedroom, Non Smoking | In-room safe, individually decorated, individually furnished, desk
Crescent Place by Mansley

Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (88)
"Good location, clean and nice rooms. "
United Kingdom
Jessica
The price is NT$2,662
NT$3,195 total
includes taxes & fees
Jan 4 - 2026/1/5
Crescent Place by Mansley
Apartment | Private kitchen | Fridge, microwave, oven, stovetop
Gloucester - Apartment - Sleeps 2 - Parking - 97ws

Gloucester - Apartment - Sleeps 2 - Parking - 97ws

Gloucester - Apartment - Sleeps 2 - Parking - 97ws
3.0 star property
Gloucester
10.0 out of 10, Exceptional, (1)
"excellent location. Parking free from 3pm - 9am right outside the door. Very nicely renovated, good cooking facilities. Very friendly and helpful owner. Only downside for us was the bed is next to the wall so not so easy to get in and out of as a couple when you are old like us."
United Kingdom
Dawn
The price is NT$2,784
NT$4,101 total
includes taxes & fees
Jan 2 - 2026/1/3
Gloucester - Apartment - Sleeps 2 - Parking - 97ws
Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop
Elliot Oliver - Chic 2 Bedroom Town Centre Apartment

Elliot Oliver - Chic 2 Bedroom Town Centre Apartment

Elliot Oliver - Chic 2 Bedroom Town Centre Apartment
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (1)
"Really lovely apartment, the beds are so comfy and the shower is lovely!"
United Kingdom
Lauren
The price is NT$7,038
NT$8,446 total
includes taxes & fees
Jan 3 - 2026/1/4
Elliot Oliver - Chic 2 Bedroom Town Centre Apartment
Classic House, 3 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, dishwasher
Brookbank Close

Brookbank Close

Brookbank Close
4.0 star property
Cheltenham
The price is NT$8,094
NT$12,880 total
includes taxes & fees
Dec 30 - Dec 31
Brookbank Close
Luxury Double Room, Ensuite (Studio) | Shared kitchen
Stylish Town Centre Apartments

Stylish Town Centre Apartments

Stylish Town Centre Apartments
3.5 star property
Stroud
10.0 out of 10, Exceptional, (1)
"Lovely town and great atmosphere. I would definitely stay here again! The room was cozy and well kept. "
United States
Gavin
The price is NT$7,390
NT$10,557 total
includes taxes & fees
Dec 28 - Dec 29
Stylish Town Centre Apartments
48-inch flat-screen TV with digital channels, TV
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

Friary House Serviced Apartments by Roomsbooked - 24Hr Reception
3.5 star property
Gloucester
8.2 out of 10, Very Good, (21)
"Nice, central location. Quays nearby, so plenty of choices to eat/drink as well as the city centre being right there. Apartment was spacious, clean, recently refurbished by the look of it. Bed was comfortable, plenty of space in the apartment, nice kitchen and bathroom. "
United Kingdom
Robert
The price is NT$4,013
NT$4,816 total
includes taxes & fees
Dec 23 - Dec 24
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception
Smart TV, Netflix, streaming services
Beautiful 2 Bedroom Apartment With Parking in The Docks

Beautiful 2 Bedroom Apartment With Parking in The Docks

Beautiful 2 Bedroom Apartment With Parking in The Docks
4.0 star property
Gloucester
9.6 out of 10, Exceptional, (4)
"smooth check in. very modern. secure parking."
Australia
stacey
Beautiful 2 Bedroom Apartment With Parking in The Docks
Exterior
Windsor Cottage-Bolthole in heart of CN

Windsor Cottage-Bolthole in heart of CN

Windsor Cottage-Bolthole in heart of CN
2.5 star property
Chipping Norton
10.0 out of 10, Exceptional, (2)
"Had a lovely stay at Windsor cottage. Well presented, great amenities and the most comfortable bed in the master bedroom. Slept like a log! Ate out in local restaurants, which were lovely especially Alberto’s Italy. There are a couple of free parking areas in town 5-10 minutes away. During our stay there was a film set in place for Father Brown and a restriction at the end of the road. It didn’t take away from our stay, but was glad of the premier inn parking just a 100m away. We pulled up to...
United Kingdom
Anonymous traveler
Windsor Cottage-Bolthole in heart of CN
Grand Apartment, 2 Bedrooms, Park View | Private kitchen | Fridge, oven, stovetop, dishwasher
The Judges Lodgings Boutique Hotel

The Judges Lodgings Boutique Hotel

The Judges Lodgings Boutique Hotel
2.0 star property
Gloucester
8.4 out of 10, Very Good, (7)
"The location was great and the area quiet. Convenient to train and bus, grocery, and local interests. Property was ok in cleanliness (white grout and subway tile require a LOT of maintenance) and the modern updates were poorly installed. Far too many bric-a-brac to keep dusted. Comfortable and spacious. "
United States
Erin
The price is NT$3,345
NT$6,547 total
includes taxes & fees
Dec 23 - Dec 24
The Judges Lodgings Boutique Hotel
House, City View | Terrace/patio
Central 2BD with Garden and Free Parking

Central 2BD with Garden and Free Parking

Central 2BD with Garden and Free Parking
Cheltenham
10.0 out of 10, Exceptional, (1)
"Lots of space and very clean. lovely"
Australia
Shan
The price is NT$6,651
NT$12,204 total
includes taxes & fees
Dec 26 - Dec 27
Central 2BD with Garden and Free Parking
Property entrance
Elliot Oliver - Modern 2 Bedroom Town Centre Apartment

Elliot Oliver - Modern 2 Bedroom Town Centre Apartment

Elliot Oliver - Modern 2 Bedroom Town Centre Apartment
4.0 star property
Cheltenham
9.6 out of 10, Exceptional, (5)
"Modern 2 bedroom apartment very close to the town centre. Very clean and quiet with all mod cons. TV has free Netflix included, however the couch was too small to lie down on comfortably. Only other negative was a noisy manhole cover in the street which vibrated every time a car drove over it ( not the fault of the apartment obviously). "
United Kingdom
Mr D
Elliot Oliver - Modern 2 Bedroom Town Centre Apartment
Front of property
Charming 2BD in the Heart of Kingham

Charming 2BD in the Heart of Kingham

Charming 2BD in the Heart of Kingham
3.0 star property
Chipping Norton
10.0 out of 10, Exceptional, (1)
Charming 2BD in the Heart of Kingham
Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop
Elliot Oliver - Exquisite 2 Bedroom Apartment With Garden, Parking & EV Charger

Elliot Oliver - Exquisite 2 Bedroom Apartment With Garden, Parking & EV Charger

Elliot Oliver - Exquisite 2 Bedroom Apartment With Garden, Parking & EV Charger
4.0 star property
Cheltenham
10.0 out of 10, Exceptional, (9)
"Great apartment. Very clean and modern. Will definitely be staying there again."
United Kingdom
Ross
Elliot Oliver - Exquisite 2 Bedroom Apartment With Garden, Parking & EV Charger
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

Mercure Gloucester Bowden Hall Hotel

Mercure Gloucester Bowden Hall Hotel

10/10 Excellent
"Very"
Elizabeth 2-night trip
Posted 2 days ago
Mercure Gloucester Bowden Hall Hotel

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?

Cheltenham Country Retreats: This vacation home rental outside of Winson offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

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 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.