Title: Winstone Vacation Rentals from CA $128: Short-Term Rentals for 2026 | Expedia.ca [Winstone Travel Guide](https://expedia.ca/Winstone.dx990198191897141248)[Hotels in Winstone](https://expedia.ca/Winstone-Hotels.d990198191897141248.Travel-Guide-Hotels)[Winstone Car Rentals](https://expedia.ca/Car-Rentals-In-Winstone.d990198191897141248.Car-Rental-Guide)[Winstone Vacation Packages](https://expedia.ca/Winstone.d990198191897141248.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Winstone Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=990198191897141248&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=990198191897141248&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=990198191897141248&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=990198191897141248&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) ## Our top choices for Winstone vacation rentals ![Interior](https://images.trvl-media.com/lodging/95000000/94140000/94136600/94136530/c5138846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94140000/94136600/94136530/e43b78df.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) ### Aparthotel in Gloucester [](https://www.expedia.ca/Gloucester-Hotels-Spa-Villas-Cosy-Apartments.h94136530.Hotel-Information) 7.6/10 Good (19) "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.ca/Gloucester-Hotels-Spa-Villas-Cosy-Apartments.h94136530.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/113000000/112620000/112612800/112612788/b8d10520_edited_cd59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/113000000/112620000/112612800/112612788/d3e8d380_edited_4058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, toilet paper](https://images.trvl-media.com/lodging/113000000/112620000/112612800/112612788/448609d8_edited_7fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112620000/112612800/112612788/a13a2259_edited_8e87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Cheltenham [](https://www.expedia.ca/Cheltenham-Hotels-Modern-Studio-Appartment.h112612788.Hotel-Information) 10/10 Exceptional (1) "This is a lovely property, managed by a friendly and responsive host. I very much appreciated the high standard of cleanliness, especially with the linen which was impeccable. The property is close to the racecourse, to the Brewery Quarter and to the university. Very quiet and peaceful at night. Thank you Mo for your attentiveness. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) KATIA CA $100 CA $129 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Cheltenham-Hotels-Modern-Studio-Appartment.h112612788.Hotel-Information) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/115000000/114220000/114213900/114213871/91567dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114220000/114213900/114213871/a3352141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/115000000/114220000/114213900/114213871/6adbc37d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114220000/114213900/114213871/1b8d26e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Stanway [](https://www.expedia.ca/Cheltenham-Hotels-Shepherds-Hut-In-The-Cotswolds.h114213871.Hotel-Information) 10/10 Exceptional (6) "Had a lovely stay, the place was clean and tidy and the surroundings were peaceful and quiet. The next time I’m heading to the area I will definitely look to book this place again." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Lain H. CA $229 CA $262 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Cheltenham-Hotels-Shepherds-Hut-In-The-Cotswolds.h114213871.Hotel-Information) ![Luxury Cottage, Ensuite (Squirrel Barn) | Lounge](https://images.trvl-media.com/lodging/87000000/86980000/86970200/86970119/39d0956d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Cottage, Ensuite (Squirrel Barn)](https://images.trvl-media.com/lodging/87000000/86980000/86970200/86970119/ec1ce557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Cottage, Ensuite (Squirrel Barn) | Shared kitchen](https://images.trvl-media.com/lodging/87000000/86980000/86970200/86970119/c646ad51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Cottage, Ensuite (Squirrel Barn) | Exterior](https://images.trvl-media.com/lodging/87000000/86980000/86970200/86970119/78913caf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Longborough [](https://www.expedia.ca/Moreton-In-Marsh-Hotels-Squirrel-Barn.h86970119.Hotel-Information) 9.4/10 Exceptional (3) "A very cosy cottage with much privacy. Not far from Stow town center. Very clean and comfortable stay . We like it a lot Unfortunately we only stayed for one night. Did not have opportunity to enjoy the back garden. Beautiful both inside and outside. An excellent place to enjoy! Highly recommended for family of four in the middle of Cotswold." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frank CA $608 CA $729 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Moreton-In-Marsh-Hotels-Squirrel-Barn.h86970119.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44440000/44432800/44432727/6fc2bb0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44440000/44432800/44432727/6b8eecf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44440000/44432800/44432727/bdb6399f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44440000/44432800/44432727/27d1f4e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Cheltenham [](https://www.expedia.ca/Cheltenham-Hotels-Japonica-Cottage.h44432727.Hotel-Information) 8.0/10 Very good (2) "Just bathed and jumped into sleep, breakfast ,out. The cottage is just too small, giving no relaxed feeling." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Anonymous traveller CA $811 CA $811 total includes taxes & fees Jan 18 - Jan 19, 2026 [](https://www.expedia.ca/Cheltenham-Hotels-Japonica-Cottage.h44432727.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/113000000/112210000/112205000/112204975/99bbc6c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Outdoor dining](https://images.trvl-media.com/lodging/113000000/112210000/112205000/112204975/4ca2c879.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 | Private kitchen](https://images.trvl-media.com/lodging/113000000/112210000/112205000/112204975/4f206865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Gloucester [](https://www.expedia.ca/Gloucester-Hotels-Gloucester-Gem-1-Bed-Apartment-Escape.h112204975.Hotel-Information) 10/10 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](https://a.travel-assets.com/egds/marks/flags/uk.svg) Dawn CA $122 CA $179 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Gloucester-Hotels-Gloucester-Gem-1-Bed-Apartment-Escape.h112204975.Hotel-Information) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/113000000/112060000/112052600/112052538/a9ab45e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112060000/112052600/112052538/596b45b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112060000/112052600/112052538/bec37ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112060000/112052600/112052538/ec4e5524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Cheltenham [](https://www.expedia.ca/Cheltenham-Hotels-Blue-Garden-Retreat.h112052538.Hotel-Information) CA $201 CA $201 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Cheltenham-Hotels-Blue-Garden-Retreat.h112052538.Hotel-Information) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99450000/99444600/99444549/555408ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99450000/99444600/99444549/57a15b8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, printers](https://images.trvl-media.com/lodging/100000000/99450000/99444600/99444549/0e197e47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99450000/99444600/99444549/3457d57c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Cirencester [](https://www.expedia.ca/Cirencester-Hotels-Lovely-Cotswolds-1-Bed-Nr-Town-Centre-Yet-Mins-From-River-And-Countryside-Walks.h99444549.Hotel-Information) 9.6/10 Exceptional (5) "The property was clean and well stocked. The area was quiet and we were able to walk to different locations in town with ease. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily A. CA $223 CA $308 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Cirencester-Hotels-Lovely-Cotswolds-1-Bed-Nr-Town-Centre-Yet-Mins-From-River-And-Countryside-Walks.h99444549.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/103000000/102080000/102071200/102071116/033f2de5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/103000000/102080000/102071200/102071116/3394adc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102080000/102071200/102071116/27951098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/103000000/102080000/102071200/102071116/d7b90f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Bourton-on-the-Water [](https://www.expedia.ca/Cheltenham-Hotels-Bourton-On-The-Water-Scandi-Chic-Authentic-Cottage.h102071116.Hotel-Information) 10/10 Exceptional (5) "This cottage is perfect. It has everything you need. The location can’t be beat, walking distance to restaurants and shops. I truly loved staying here! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Krisztina O. CA $398 CA $583 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Cheltenham-Hotels-Bourton-On-The-Water-Scandi-Chic-Authentic-Cottage.h102071116.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/114000000/113020000/113010200/113010118/8d071901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, stereo](https://images.trvl-media.com/lodging/114000000/113020000/113010200/113010118/c6ade217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113020000/113010200/113010118/f3786eed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113020000/113010200/113010118/d2a39781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Broadway [](https://www.expedia.ca/Broadway-Hotels-Broadway-Country-Chic-Cottage.h113010118.Hotel-Information) 10/10 Exceptional (2) "Great location with available parking. A couple minutes walk to the high street. Cottage was beautifully decorated and rooms were comfortable and clean. Really wished we could have stayed longer to make the most of this lovely cottage" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Deborah C. CA $399 CA $584 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Broadway-Hotels-Broadway-Country-Chic-Cottage.h113010118.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/115000000/114590000/114588000/114587945/ab6149ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, Garden View](https://images.trvl-media.com/lodging/115000000/114590000/114588000/114587945/w717h480x0y0-e46a261b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114590000/114588000/114587945/7fd19644.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114590000/114588000/114587945/3b3c8328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Farmington [](https://www.expedia.ca/Cheltenham-Hotels-Country-Cottage-In-Heart-Of-The-Cotswold.h114587945.Hotel-Information) CA $379 CA $639 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Cheltenham-Hotels-Country-Cottage-In-Heart-Of-The-Cotswold.h114587945.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/89000000/88994300/88994284/18753335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/89000000/89000000/88994300/88994284/185f1510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/89000000/88994300/88994284/cc2f0527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/89000000/89000000/88994300/88994284/472f0821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Bourton-on-the-Water [](https://www.expedia.ca/Cheltenham-Hotels-Roman-Villa-Bourton-On-The-Water.h88994284.Hotel-Information) 9.2/10 Wonderful (5) "Great place to stay in the Cotswolds. Very peaceful location and great amenities." ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Blair V. CA $308 CA $320 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Cheltenham-Hotels-Roman-Villa-Bourton-On-The-Water.h88994284.Hotel-Information) ![Classic Double Room, Non Smoking](https://images.trvl-media.com/lodging/113000000/112750000/112749800/112749800/e246fcee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112750000/112749800/112749800/317a74f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room, 2 Double Beds, Non Smoking | Private kitchen](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 | Private kitchen](https://images.trvl-media.com/lodging/113000000/112750000/112749800/112749800/efa73fa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Broadway [](https://www.expedia.ca/Broadway-Hotels-George-Apartments.h112749800.Hotel-Information) 9.6/10 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](https://a.travel-assets.com/egds/marks/flags/uk.svg) Lesley CA $143 CA $172 total includes taxes & fees Jan 20 - Jan 21, 2026 [](https://www.expedia.ca/Broadway-Hotels-George-Apartments.h112749800.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) ![Family Cottage, Private Bathroom | Shared kitchen](https://images.trvl-media.com/lodging/68000000/67270000/67269800/67269735/f2b8ced7.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 | Exterior](https://images.trvl-media.com/lodging/68000000/67270000/67269800/67269735/c3332657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Cheltenham [](https://www.expedia.ca/Cheltenham-Hotels-Cotswold-Cottage-Gems-Oakey-Cottage.h67269735.Hotel-Information) 10/10 Exceptional (1) "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 CA $761 CA $913 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Cheltenham-Hotels-Cotswold-Cottage-Gems-Oakey-Cottage.h67269735.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114100000/114093100/114093031/f7773c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114100000/114093100/114093031/7bfe6cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/115000000/114100000/114093100/114093031/abd431f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/115000000/114100000/114093100/114093031/f8f9d6a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Lechlade [](https://www.expedia.ca/Lechlade-Hotels-Little-Lemhill-Farm-Cottage.h114093031.Hotel-Information) 10/10 Exceptional (1) "I spent the most wonderful week at Little Lemhill Farm Cottage. The cottage is on a beautiful Cotswold farm, that is surrounded by beautiful gardens, trees and a pond. It's very quiet and relaxing. The cottage is beautifully decorated and comfortable, with the most heavenly beds and linens. Melanie is a wonderful, welcoming host, who provided a very helpful welcome book, chock full of great recommendations for restaurants and tips for the local areas. Her recommendations were spot on. I... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diana CA $1,003 CA $1,204 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Lechlade-Hotels-Little-Lemhill-Farm-Cottage.h114093031.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/100000000/99120000/99115300/99115228/12a1c813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/100000000/99120000/99115300/99115228/98560f51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99120000/99115300/99115228/1c9ac494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/100000000/99120000/99115300/99115228/bbbea41f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in South Cerney [](https://www.expedia.ca/Cirencester-Hotels-Modern-Cotswold-Home-W-Hot-Tub.h99115228.Hotel-Information) 10/10 Exceptional (3) "We had a great 3 night stay at Coopers Lodge. Loved watching the water sports from the hot tub on the balcony. Great spot for lots of other destinations. The lodge was cosy and the host was on hand for any questions. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Helen G. CA $536 CA $536 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Cirencester-Hotels-Modern-Cotswold-Home-W-Hot-Tub.h99115228.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/112000000/111570000/111560800/111560727/ac9c3ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111570000/111560800/111560727/cf9b123e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111570000/111560800/111560727/0836864c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111570000/111560800/111560727/b267cfa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Gloucester [](https://www.expedia.ca/Gloucester-Hotels-Centrally-Located-House-Gloucester.h111560727.Hotel-Information) 10/10 Exceptional (2) "Excellent host, she could not do enough, beautiful property, clean and located central to the town, would give 10 stars" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) toni m. CA $231 CA $264 total includes taxes & fees Jan 18 - Jan 19, 2026 [](https://www.expedia.ca/Gloucester-Hotels-Centrally-Located-House-Gloucester.h111560727.Hotel-Information) ![TV, fireplace, stereo](https://images.trvl-media.com/lodging/41000000/40200000/40190800/40190777/w1920h1268x0y6-4b6dc714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/41000000/40200000/40190800/40190777/821b69a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/41000000/40200000/40190800/40190777/9faf3b8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/41000000/40200000/40190800/40190777/7619c375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cheltenham [](https://www.expedia.ca/Cheltenham-Hotels-Lovely-3-Bed-House-In-Cheltenham.h40190777.Hotel-Information) 8.0/10 Very good (1) "Great location and perfect base for our weekend" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Robert S. CA $393 CA $430 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Cheltenham-Hotels-Lovely-3-Bed-House-In-Cheltenham.h40190777.Hotel-Information) ![Family Room, City View | Living area](https://images.trvl-media.com/lodging/119000000/118700000/118696200/118696130/f75501d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room, City View | Living area](https://images.trvl-media.com/lodging/119000000/118700000/118696200/118696130/e09ac245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118700000/118696200/118696130/5d58da07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/119000000/118700000/118696200/118696130/bae1929b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cirencester [](https://www.expedia.ca/Cirencester-Hotels-Stunning-Townhouse-In-Cirencester.h118696130.Hotel-Information) CA $522 CA $922 total includes taxes & fees Jan 15 - Jan 16, 2026 [](https://www.expedia.ca/Cirencester-Hotels-Stunning-Townhouse-In-Cirencester.h118696130.Hotel-Information) ![3 bedrooms, iron/ironing board, travel crib, internet](https://images.trvl-media.com/lodging/114000000/113640000/113635900/113635841/1ad162d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113640000/113635900/113635841/0c6bcba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113640000/113635900/113635841/4784138b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/114000000/113640000/113635900/113635841/360b1818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Gloucester [](https://www.expedia.ca/Gloucester-Hotels-Boughton-3-Bed-Semi-By-Fortuna-Property.h113635841.Hotel-Information) CA $426 CA $426 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Gloucester-Hotels-Boughton-3-Bed-Semi-By-Fortuna-Property.h113635841.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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-03&endDate=2026-01-04®ionId=990198191897141248&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinstone-Vacation-Rentals.d990198191897141248.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinstone-Vacation-Rentals.d990198191897141248.Travel-Guide-VacationRentals) ## Top Winstone Hotel Reviews ![Holiday Inn Gloucester-Cheltenham by IHG](https://images.trvl-media.com/lodging/1000000/10000/5800/5800/c80003ee_y.jpg) ### Holiday Inn Gloucester-Cheltenham by IHG 10/10 Excellent "Breakfast was excellent, staff were all friendly too" [](https://expedia.ca/Gloucester-Hotels-Holiday-Inn-Gloucester-Cheltenham.h5800.Hotel-Information) ![Kings Head](https://images.trvl-media.com/lodging/9000000/8430000/8427000/8426958/21b47196_y.jpg) ### Kings Head 10/10 Excellent "Lovely room -quiet & spacious. Staff very friendly in the bar & restaurant. Bathroom very cold in room 209 - suggest staying away from this lovely room in the winter!" [](https://expedia.ca/Cirencester-Hotels-Kings-Head-Hotel.h8426958.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, great location lovely staff and great facilities" [](https://expedia.ca/Cirencester-Hotels-De-Vere-Cotswold-Water-Park.h1770053.Hotel-Information) ![Cowley Manor Experimental](https://images.trvl-media.com/lodging/2000000/1670000/1662600/1662540/093266ea_y.jpg) ### Cowley Manor Experimental 10/10 Excellent "Lovely bed, great breakfast." [](https://expedia.ca/Cheltenham-Hotels-Cowley-Manor.h1662540.Hotel-Information) ![Holiday Inn Express Cheltenham by IHG](https://images.trvl-media.com/lodging/2000000/1950000/1942000/1941979/d0da9d2c_y.jpg) ### Holiday Inn Express Cheltenham by IHG 10/10 Excellent "Staff were very friendly & accommodating. Comfortable room. Bar & snack food available Great breakfast " [](https://expedia.ca/Cheltenham-Hotels-Holiday-Inn-Express-Cheltenham.h1941979.Hotel-Information) ![Queens Hotel Cheltenham](https://images.trvl-media.com/lodging/1000000/180000/175700/175669/48f6acd1_y.jpg) ### Queens Hotel Cheltenham 10/10 Excellent "Yes" [](https://expedia.ca/Cheltenham-Hotels-Queens-Hotel-Cheltenham-MGallery.h175669.Hotel-Information) ![Cheltenham Chase Hotel & Spa](https://images.trvl-media.com/lodging/1000000/10000/9700/9657/be0ff151_y.jpg) ### Cheltenham Chase Hotel & Spa 10/10 Excellent "Was excellent great customer service Definitely will be back again " [](https://expedia.ca/Cheltenham-Hotels-Delta-By-Marriott-Cheltenham-Chase-Hotel.h9657.Hotel-Information) ![The George](https://images.trvl-media.com/lodging/46000000/45150000/45140700/45140643/538e3d09_y.jpg) ### The George 10/10 Excellent "Gorgeous rooms, water pressure was amazing! Felt very luxurious. Staff were accommodating for us arriving early and letting us leave our bags so we could explore. Will definitely be staying again." [](https://expedia.ca/Cheltenham-Hotels-The-George-Hotel.h45140643.Hotel-Information) ![De Vere Tortworth Court](https://images.trvl-media.com/lodging/1000000/580000/570500/570412/c84ba4e9_y.jpg) ### De Vere Tortworth Court 10/10 Excellent "Lovely room, friendly staff and food was great" [](https://expedia.ca/Bristol-Hotels-De-Vere-Tortworth-Court.h570412.Hotel-Information) ## Find out more about Winstone You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winstone. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals ](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals ](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals ](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals ](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals ](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals ](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals ](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals ](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals ](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals ](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals ](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals ](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals ](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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