Title: Winson Vacation Rentals from $101: Search Short-Term Rentals | Expedia.com

[Winson Travel Guide](https://expedia.com/Winson.dx3000716482)[Hotels in Winson](https://expedia.com/Winson-Hotels.d3000716482.Travel-Guide-Hotels)[Flights to Winson](https://expedia.com/Cheap-Flights-To-Winson.d3000716482.Travel-Guide-Flights)[Car Rentals in Winson](https://expedia.com/Car-Rentals-In-Winson.d3000716482.Car-Rental-Guide)[Winson Vacation Packages](https://expedia.com/Winson.d3000716482.Destination-Travel-Guides)

![St Michael's Cottage, Winson. This small cottage is situated in the corner of the churchyard.](https://images.trvl-media.com/place/3000716482/2b589edb-395c-442f-9049-0f67aa18a601.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Philip Halling

![](https://images.trvl-media.com/place/3000716482/2b589edb-395c-442f-9049-0f67aa18a601.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=3000716482&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=3000716482&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=3000716482&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=3000716482&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winson vacation rentals

![Dining room](https://images.trvl-media.com/lodging/48000000/47070000/47068500/47068416/ed8fdfd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/48000000/47070000/47068500/47068416/8151e41d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/48000000/47070000/47068500/47068416/7ebb8f51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/48000000/47070000/47068500/47068416/538f8690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfy, 2 Bed House, Sleeps 6 with Garden and Free Parking in Cheltenham

[](https://www.expedia.com/Cheltenham-Hotels-Francis-House.h47068416.Hotel-Information)

Cheltenham

10/10

Exceptional

(1 review)

"Great"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

kamil

$227 nightly

$272 total

Feb 13 - Feb 14

Total with taxes and fees

[](https://www.expedia.com/Cheltenham-Hotels-Francis-House.h47068416.Hotel-Information)

![Studio, Ensuite (Stable) | Lounge](https://images.trvl-media.com/lodging/71000000/70960000/70954800/70954789/679d352a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Ensuite (Coach House) | Lounge](https://images.trvl-media.com/lodging/71000000/70960000/70954800/70954789/418db649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70960000/70954800/70954789/0558aa6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70960000/70954800/70954789/57304469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Coach House and The Stable

[](https://www.expedia.com/Stroud-Hotels-The-Coach-House-And-The-Stable.h70954789.Hotel-Information)

Stroud

9.0/10

Wonderful

(41 reviews)

"Really lovely accommodation. Staff were very friendly and helpful and made sure check in and out was easy. We went to the pub for food and it was excellent - great menu and well cooked and presented. Staff were really helpful again Lovely area for a walk or trip to the vineyard "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Helen

$84 nightly

$101 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Stroud-Hotels-The-Coach-House-And-The-Stable.h70954789.Hotel-Information)

![Classic Double Room, Non Smoking | Laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112750000/112749800/112749800/e246fcee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Room, 2 Double Beds, Non Smoking | Private kitchen | Mini-fridge, microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/113000000/112750000/112749800/112749800/5dd104c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Room, 2 Double Beds, Non Smoking | Laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112750000/112749800/112749800/8020bddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Room, 2 Double Beds, Non Smoking | Private kitchen | Mini-fridge, microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/113000000/112750000/112749800/112749800/efa73fa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### George Apartments

[](https://www.expedia.com/Broadway-Hotels-George-Apartments.h112749800.Hotel-Information)

Broadway

9.6/10

Exceptional

(20 reviews)

"Spotlessly clean, super location and the parking space was a godsend with how busy Broadway is during New Year. Having stayed in the village for the past 15 years this was one of the best properties that I have stayed in. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Keelan

$118 nightly

$141 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Broadway-Hotels-George-Apartments.h112749800.Hotel-Information)

![Cabin | Hypo-allergenic bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88170000/88166900/88166864/4ef46785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88170000/88166900/88166864/95cf313e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 2 Bedrooms, Lakeside | Living area | 40-inch Smart TV with digital channels, Netflix, streaming services](https://images.trvl-media.com/lodging/89000000/88170000/88166900/88166864/7e74c360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 2 Bedrooms, Lakeside | Living area | 40-inch Smart TV with digital channels, Netflix, streaming services](https://images.trvl-media.com/lodging/89000000/88170000/88166900/88166864/e3c47d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Lakes By YOO

[](https://www.expedia.com/Lechlade-Hotels-The-Lakes-By-YOO.h88166864.Hotel-Information)

Lechlade

8.6/10

Excellent

(35 reviews)

"A lovely stay from arrival to departure. Staff done an exceptional job with making us feel so welcome by going above and beyond to make us feel comfortable and making my partner’s birthday so special. Lakes by Yoo truly feels like a home away from home and I would I highly recommended. Thank you for the upgrade. We will be returning. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Patrice

$267 nightly

$320 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Lechlade-Hotels-The-Lakes-By-YOO.h88166864.Hotel-Information)

![Apartment, Private Bathroom | Exterior](https://images.trvl-media.com/lodging/28000000/27190000/27180900/27180812/9f8269dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Private Bathroom (Loft) | 1 bedroom](https://images.trvl-media.com/lodging/28000000/27190000/27180900/27180812/4493e32f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Private Bathroom (Loft) | Lounge](https://images.trvl-media.com/lodging/28000000/27190000/27180900/27180812/7d4f0270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Private Bathroom (Loft) | Shared kitchen](https://images.trvl-media.com/lodging/28000000/27190000/27180900/27180812/372dc9d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Fleece Apartments

[](https://www.expedia.com/Stroud-Hotels-Old-Fleece-Apartments.h27180812.Hotel-Information)

Stroud

8.6/10

Excellent

(40 reviews)

"Far better than expected for the price will use again"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

brian

$89 nightly

$107 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Stroud-Hotels-Old-Fleece-Apartments.h27180812.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/95000000/94140000/94136600/94136530/c5138846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Ensuite (The Cozy Apartment) | Terrace/patio](https://images.trvl-media.com/lodging/95000000/94140000/94136600/94136530/bc470456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94140000/94136600/94136530/76eeb1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94140000/94136600/94136530/88481dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Cozy Apartment

[](https://www.expedia.com/Gloucester-Hotels-Spa-Villas-Cosy-Apartments.h94136530.Hotel-Information)

Gloucester

7.6/10

Good

(19 reviews)

"Suited our needs perfectly for our short stay to take part in Gloucester half marathon. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Matt

[](https://www.expedia.com/Gloucester-Hotels-Spa-Villas-Cosy-Apartments.h94136530.Hotel-Information)

![Apartment | 1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112210000/112205000/112204975/99bbc6c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112210000/112205000/112204975/4f206865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Interior](https://images.trvl-media.com/lodging/113000000/112210000/112205000/112204975/69c9ebd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Interior](https://images.trvl-media.com/lodging/113000000/112210000/112205000/112204975/d871badd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gloucester - Apartment - Sleeps 2 - Parking - 97ws

[](https://www.expedia.com/Gloucester-Hotels-Gloucester-Gem-1-Bed-Apartment-Escape.h112204975.Hotel-Information)

Gloucester

10/10

Exceptional

(1 review)

"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](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Dawn

$110 nightly

$132 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Gloucester-Hotels-Gloucester-Gem-1-Bed-Apartment-Escape.h112204975.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/19000000/19000000/18990800/18990736/46ee862b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/19000000/18990800/18990736/270-241cca79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/19000000/18990800/18990736/31126710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/19000000/19000000/18990800/18990736/270-b3b980ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Recently converted self-contained apartment with garden in Cotswold village

[](https://www.expedia.com/Cirencester-Hotels-Recently-Converted-Self-Contained-Apartment-With-Garden-In-Cotswold-Village.h18990736.Hotel-Information)

Poulton

9.0/10

Wonderful

(38 reviews)

"Really easy check in and perfect accomadation"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Emma G.

$115 nightly

$115 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Cirencester-Hotels-Recently-Converted-Self-Contained-Apartment-With-Garden-In-Cotswold-Village.h18990736.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/20000000/19090000/19086500/19086451/ba38c95c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Suite, Non Smoking, Kitchenette (Milano) | Living area | LCD TV](https://images.trvl-media.com/lodging/20000000/19090000/19086500/19086451/9c36317d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Studio, 1 King Bed, Non Smoking, Kitchenette (Palermo) | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19090000/19086500/19086451/74738abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Suite, Non Smoking, Kitchenette (Milano) | Living area | LCD TV](https://images.trvl-media.com/lodging/20000000/19090000/19086500/19086451/ffe9801e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Strozzi Palace Suites by Mansley

[](https://www.expedia.com/Cheltenham-Hotels-Strozzi-Palace-Suites-By-Mansley.h19086451.Hotel-Information)

Cheltenham

9.4/10

Exceptional

(204 reviews)

"Beautiful apartment and had everything we needed plus in a perfect location. Car park was close by and secure and easy to use. Would definitely stay here again."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

DAVID

$86 nightly

$104 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Cheltenham-Hotels-Strozzi-Palace-Suites-By-Mansley.h19086451.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/102000000/101470000/101460100/101460037/f5d7e4fe_edited_eca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Double Room, 1 Queen Bed, Non Smoking | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/102000000/101470000/101460100/101460037/61ca0d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double Room, 1 Bedroom, Non Smoking | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/102000000/101470000/101460100/101460037/5c81b731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double Room, 1 Bedroom, Non Smoking | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/102000000/101470000/101460100/101460037/8a5210d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Crescent Place by Mansley

[](https://www.expedia.com/Cheltenham-Hotels-Crescent-Place.h101460037.Hotel-Information)

Cheltenham

9.4/10

Exceptional

(95 reviews)

"Room spotless great location helpful staff great parking facility "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Joanne

$94 nightly

$113 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Cheltenham-Hotels-Crescent-Place.h101460037.Hotel-Information)

![Grand Apartment, 2 Bedrooms, Courtyard View | Living area | 42-inch flat-screen TV with digital channels](https://images.trvl-media.com/lodging/106000000/105620000/105612000/105611975/1f3c0421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Apartment, 2 Bedrooms, Courtyard View, Garden Area | Living area | 42-inch flat-screen TV with digital channels](https://images.trvl-media.com/lodging/106000000/105620000/105612000/105611975/30ec419c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Honeymoon Apartment, 1 King Bed with Sofa bed, Park View | Living room | 42-inch flat-screen TV with digital channels](https://images.trvl-media.com/lodging/106000000/105620000/105612000/105611975/6363f812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Apartment, 2 Bedrooms, Courtyard View | Individually decorated, individually furnished, soundproofing, free WiFi](https://images.trvl-media.com/lodging/106000000/105620000/105612000/105611975/052914c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Judges Lodgings Boutique Hotel

[](https://www.expedia.com/Gloucester-Hotels-The-Judges-Lodgings-Boutique-Hotel.h105611975.Hotel-Information)

Gloucester

8.4/10

Very Good

(7 reviews)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Erin

$142 nightly

$170 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Gloucester-Hotels-The-Judges-Lodgings-Boutique-Hotel.h105611975.Hotel-Information)

![Standard Apartment, 2 Bedrooms | Living area | 32-inch flat-screen TV with digital channels, TV, Netflix](https://images.trvl-media.com/lodging/32000000/31970000/31960400/31960394/284d9cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Apartment, 2 Bedrooms | Living area | 32-inch flat-screen TV with digital channels, TV, Netflix](https://images.trvl-media.com/lodging/32000000/31970000/31960400/31960394/266e1b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Apartment, 2 Bedrooms | 2 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/32000000/31970000/31960400/31960394/fd92c9fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/32000000/31970000/31960400/31960394/e694d632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elliot Oliver - 2 Bedroom Garden Apartment With Parking

[](https://www.expedia.com/Cheltenham-Hotels-Elliot-Oliver-2-Bedroom-Garden-Apartment.h31960394.Hotel-Information)

Cheltenham

9.0/10

Wonderful

(4 reviews)

"Beautifully presented property, perfect for our stay with our son for his graduation. Short walk to the high street and short drive to the racecourse. As stated in another review, a bit more soundproofing would be beneficial as the people above had a baby/toddler, but it didn’t spoil our stay."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Shelley

$222 nightly

$222 total

Feb 13 - Feb 14

Total with taxes and fees

[](https://www.expedia.com/Cheltenham-Hotels-Elliot-Oliver-2-Bedroom-Garden-Apartment.h31960394.Hotel-Information)

![Family Cottage, Private Bathroom | Interior](https://images.trvl-media.com/lodging/68000000/67270000/67269800/67269735/334d592d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/68000000/67270000/67269800/67269735/18647f99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Cottage, Private Bathroom | Lounge](https://images.trvl-media.com/lodging/68000000/67270000/67269800/67269735/1f000228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Cottage, Private Bathroom | Exterior](https://images.trvl-media.com/lodging/68000000/67270000/67269800/67269735/c3332657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oakey Cottage

[](https://www.expedia.com/Cheltenham-Hotels-Cotswold-Cottage-Gems-Oakey-Cottage.h67269735.Hotel-Information)

Cheltenham

10/10

Exceptional

(1 review)

"Beautiful location on the outskirts of Bourton on the Water. Within easy walking distance of the centre. Totally dog friendly. Excellent and plentiful provisions for breakfast. Everything you would want when away. Definitely would go again."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Anita

$278 nightly

$334 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Cheltenham-Hotels-Cotswold-Cottage-Gems-Oakey-Cottage.h67269735.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/89000000/88730000/88721300/88721280/0508ea30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/89000000/88730000/88721300/88721280/85169d9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 3 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/89000000/88730000/88721300/88721280/43190b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88730000/88721300/88721280/f1aa295c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elliot Oliver - Stunning 3 Bedroom Penthouse With Large Terrace And Parking

[](https://www.expedia.com/Gloucester-Hotels-Stunning-Three-Bedroom-Penthouse.h88721280.Hotel-Information)

Gloucester

9.0/10

Wonderful

(4 reviews)

"The apartment was immaculate and beautifully presented. The furnishings are tasteful and the beds were really comfortable!"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Jackie

$290 nightly

$348 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Gloucester-Hotels-Stunning-Three-Bedroom-Penthouse.h88721280.Hotel-Information)

![Apartment, Private Bathroom (3 Bedrooms) | 1 bedroom](https://images.trvl-media.com/lodging/18000000/17410000/17403100/17403049/2ed48585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/18000000/17410000/17403100/17403049/e5fd8cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/18000000/17410000/17403100/17403049/bbb8b592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/18000000/17410000/17403100/17403049/fed0c10e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grigshot Apartment

[](https://www.expedia.com/Stroud-Hotels-Grigshot-Apartment.h17403049.Hotel-Information)

Stroud

9.6/10

Exceptional

(9 reviews)

"A very unique interesting stay. Highly recommend it. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gregory

$135 nightly

$162 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Stroud-Hotels-Grigshot-Apartment.h17403049.Hotel-Information)

![Apartment | 2 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/90000000/89560000/89556000/89555924/e6b0cdae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/90000000/89560000/89556000/89555924/01e53d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89560000/89556000/89555924/552f8d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89560000/89556000/89555924/a0f31046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking

[](https://www.expedia.com/Gloucester-Hotels-Stylish-Loft-Style-Two-Bedroom-Apartment.h89555924.Hotel-Information)

Gloucester

10/10

Exceptional

(1 review)

"Great flat local to Gloucester and the docks. Sometimes the out of hours contact was hard to get hold of but that is no way a negative on the flat. Very tidy and clean with all basic items you need."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Wayne

$228 nightly

$274 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Gloucester-Hotels-Stylish-Loft-Style-Two-Bedroom-Apartment.h89555924.Hotel-Information)

![Apartment, 1 Bedroom (Montpellier Suite) | In-room dining](https://images.trvl-media.com/lodging/20000000/19500000/19494100/19494040/a28bf2a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio (Tivoli Studio) | 1 bedroom, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/20000000/19500000/19494100/19494040/25faaaf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio (Tivoli Studio) | 1 bedroom, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/20000000/19500000/19494100/19494040/f909d47f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/20000000/19500000/19494100/19494040/db5fe4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Portland Apartments

[](https://www.expedia.com/Cheltenham-Hotels-Portland-Apartments.h19494040.Hotel-Information)

Cheltenham

9.8/10

Exceptional

(137 reviews)

"•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](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Debra

$202 nightly

$243 total

Feb 21 - Feb 22

Total with taxes and fees

[](https://www.expedia.com/Cheltenham-Hotels-Portland-Apartments.h19494040.Hotel-Information)

![Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88720000/88718300/88718229/90b7a401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 2 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/89000000/88720000/88718300/88718229/2c84033c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/89000000/88720000/88718300/88718229/83ba3d9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88720000/88718300/88718229/aa1b4176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elliot Oliver - Luxurious 2 Bedroom Apartment With Parking

[](https://www.expedia.com/Gloucester-Hotels-Luxurious-Two-Bedroom-Apartment.h88718229.Hotel-Information)

Gloucester

10/10

Exceptional

(4 reviews)

"Absolutely Top Class Apartment. Facilities were excellent and apartment is finished to a very high standard. Great location close to the centre of Gloucester. Beds were so comfortable and the rooms spacious. Our family loved this apartment and made for a great weekend."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Wayne

$200 nightly

$240 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Gloucester-Hotels-Luxurious-Two-Bedroom-Apartment.h88718229.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/109000000/108570000/108560900/108560819/b1fee42e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Interior](https://images.trvl-media.com/lodging/109000000/108570000/108560900/108560819/890b8cc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 2 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/109000000/108570000/108560900/108560819/410896ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/109000000/108570000/108560900/108560819/679a1bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Windsor Cottage-Bolthole in heart of CN

[](https://www.expedia.com/Chipping-Norton-Hotels-Windsor-Cottage-Bolthole-In-Heart-Of-CN.h108560819.Hotel-Information)

Chipping Norton

10/10

Exceptional

(2 reviews)

"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](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Anonymous traveler

$250 nightly

$273 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Chipping-Norton-Hotels-Windsor-Cottage-Bolthole-In-Heart-Of-CN.h108560819.Hotel-Information)

![Cottage | Living area](https://images.trvl-media.com/lodging/77000000/76670000/76667200/76667107/ff0ba879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/77000000/76670000/76667200/76667107/ecc91d3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/77000000/76670000/76667200/76667107/e4d26079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76670000/76667200/76667107/2df8b7b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hobbes Cottage

[](https://www.expedia.com/Malmesbury-Hotels-Hobbes-Cottage.h76667107.Hotel-Information)

Malmesbury

10/10

Exceptional

(2 reviews)

"A lovely cottage with history and character. As mentioned in the listings it would not be suitable for someone very tall or with difficulties. Facilities are excellent everything you need supplied. Parking is free but beware spaces can be all taken - it states 23 hours stay - no return for an hour, so be aware there is a car park attendant around! Cottage is within easy reach of the town and Abbey. A lovely stay"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Pat

$539 nightly

$646 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Malmesbury-Hotels-Hobbes-Cottage.h76667107.Hotel-Information)

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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## Find vacation rentals that suit your style

Cabins

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Aparthotels

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Apartments

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Villas

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Private vacation homes

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Condos

[](https://www.expedia.com/Hotel-Search?destination=Winson%2C+Cirencester%2C+England%2C+United+Kingdom&regionId=3000716482&latLong=51.7667%2C-1.8667&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=CONDO)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Winson%2C+Cirencester%2C+England%2C+United+Kingdom&regionId=3000716482&latLong=51.7667%2C-1.8667&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=COTTAGE)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Winson%2C+Cirencester%2C+England%2C+United+Kingdom&regionId=3000716482&latLong=51.7667%2C-1.8667&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=CHALET)

Residences

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## Top Winson Hotel Reviews

![Leonardo Hotel Swindon ](https://images.trvl-media.com/lodging/3000000/2640000/2631500/2631422/a5c86301_y.jpg)

### Leonardo Hotel Swindon 

10/10 Excellent

"Clean room. Stay we're very courteous and welcoming "

[](https://expedia.com/Swindon-Hotels-Jurys-Inn-Swindon.h2631422.Hotel-Information)

![Hatherley Manor Hotel & Spa](https://images.trvl-media.com/lodging/17000000/16240000/16238300/16238215/0a381be4_y.jpg)

### Hatherley Manor Hotel & Spa

10/10 Excellent

"Lovely hotel. Very nice, clean and comfortable room. Staff were friendly and helpful. Spa was nice and simple but got busy after check-in time. Food in restaurant was delicious and service was great. Communication was amazing - had questions before our stay and was answered in quick time and kept in touch about private events going on. There were two events on when we stayed, a wedding and charity event, but did not disrupt our stay. A nice relaxing time was what we wanted and we definitely got that. "

[](https://expedia.com/Gloucester-Hotels-Hatherley-Manor-Hotel-Spa.h16238215.Hotel-Information)

![Lords of the Manor Hotel](https://images.trvl-media.com/lodging/18000000/17770000/17766200/17766135/0a1a19c4_y.jpg)

### Lords of the Manor Hotel

10/10 Excellent

"Everything was great. The room was very comfortable, the staff were exceptional, the food was excellent."

[](https://expedia.com/Cheltenham-Hotels-Lords-Of-The-Manor-Hotel.h17766135.Hotel-Information)

![De Vere Cotswold Water Park](https://images.trvl-media.com/lodging/2000000/1780000/1770100/1770053/ddd168a1_y.jpg)

### De Vere Cotswold Water Park

10/10 Excellent

"Great hotel with lovely, helpful staff. Breakfast was delicious "

[](https://expedia.com/Cirencester-Hotels-De-Vere-Cotswold-Water-Park.h1770053.Hotel-Information)

![DoubleTree by Hilton Cheltenham-Cotswolds](https://images.trvl-media.com/lodging/1000000/70000/65900/65899/b2d5850c_y.jpg)

### DoubleTree by Hilton Cheltenham-Cotswolds

10/10 Excellent

"spotless comfortable room with lovely view over the garden "

[](https://expedia.com/Cheltenham-Hotels-Doubletree-By-Hilton-Cheltenham.h65899.Hotel-Information)

![Kings Head](https://images.trvl-media.com/lodging/9000000/8430000/8427000/8426958/21b47196_y.jpg)

### Kings Head

10/10 Excellent

"Room was gorgeous, staff were fantastic, check in easy and breakfast delicious "

[](https://expedia.com/Cirencester-Hotels-Kings-Head-Hotel.h8426958.Hotel-Information)

![The George](https://images.trvl-media.com/lodging/46000000/45150000/45140700/45140643/538e3d09_y.jpg)

### The George

10/10 Excellent

"Cosy room, lovely comfortable bed and great shower. "

[](https://expedia.com/Cheltenham-Hotels-The-George-Hotel.h45140643.Hotel-Information)

![Mollie's Motel and Diner](https://images.trvl-media.com/lodging/34000000/33340000/33335900/33335815/794550ca_y.jpg)

### Mollie's Motel and Diner

10/10 Excellent

"Ambiance about the place was really spot on, from check-in to check-out and in between really had great stay will be back"

[](https://expedia.com/Faringdon-Hotels-Mollies-Motel.h33335815.Hotel-Information)

![Wild Thyme & Honey](https://images.trvl-media.com/lodging/10000000/9250000/9242000/9241983/1311ec0f_y.jpg)

### Wild Thyme & Honey

10/10 Excellent

"Great room and food with lovely fire at the bar and really dog friendly too"

[](https://expedia.com/Cirencester-Hotels-Wild-Thyme-Honey.h9241983.Hotel-Information)

## Find out more about Winson

**Everything you need to know about Winson vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winson vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winson vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Winson vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Winson. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winson in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $101 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Winson rentals**

At Expedia, we put the best Winson vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winson rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winson vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winson. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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- [Villas in Winson ](https://expedia.com/Winson-Villas.d3000716482-aaVillas.Travel-Guide-Accommodation)
- [RV Parks in Winson ](https://expedia.com/Winson-RV-Parks.d3000716482-aaRVParks.Travel-Guide-Accommodation)

## Frequently asked questions

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