Title: Winson Vacation Rentals from $99: 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) ![](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) ## Check prices for these dates In two weeks [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=3000716482&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two 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) In three months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=3000716482&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=3000716482&startDate=2026-07-31&endDate=2026-08-02&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 ![Front of property](https://images.trvl-media.com/lodging/108000000/107910000/107903800/107903796/37da9bea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Patio, City View | Living area](https://images.trvl-media.com/lodging/108000000/107910000/107903800/107903796/4edbc056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Patio, City View | 2 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/108000000/107910000/107903800/107903796/0b0aa4a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Patio, City View | Private kitchen](https://images.trvl-media.com/lodging/108000000/107910000/107903800/107903796/fecab649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cosy 2BD Cottage Near Daylesford [](https://www.expedia.com/Chipping-Norton-Hotels-Cosy-2BD-Cottage-Near-Daylesford.h107903796.Hotel-Information) Chipping Norton $318 nightly $355 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Chipping-Norton-Hotels-Cosy-2BD-Cottage-Near-Daylesford.h107903796.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 | 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) ![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) ### George Apartments [](https://www.expedia.com/Broadway-Hotels-George-Apartments.h112749800.Hotel-Information) Broadway 9.6/10 Exceptional (23 reviews) "Very convenient situated within central Broadway, good quality finish and room functional for short stay. Very Clean and quite at night with great parking within residency." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Peter $113 nightly $135 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Broadway-Hotels-George-Apartments.h112749800.Hotel-Information) ![Apartment, 2 Bedrooms, Non Smoking | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/127000000/126860000/126853700/126853696/b6ffc26d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Non Smoking | Living area](https://images.trvl-media.com/lodging/127000000/126860000/126853700/126853696/7fc1c681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Non Smoking | Living area](https://images.trvl-media.com/lodging/127000000/126860000/126853700/126853696/6e769276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Non Smoking | Living area](https://images.trvl-media.com/lodging/127000000/126860000/126853700/126853696/27b78312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Square Apartments [](https://www.expedia.com/Swindon-Hotels-The-Square-Apartments.h126853696.Hotel-Information) South Swindon $284 nightly $309 total May 7 - May 8 Total with taxes and fees [](https://www.expedia.com/Swindon-Hotels-The-Square-Apartments.h126853696.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/126000000/125160000/125158500/125158444/36268759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/126000000/125160000/125158500/125158444/ba69d638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125160000/125158500/125158444/2ba18d60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/126000000/125160000/125158500/125158444/e7eb63ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 2 Bedroom Cottage near Burford [](https://www.expedia.com/Burford-Hotels-Stunning-2-Bedroom-Cottage-Near-Burford.h125158444.Hotel-Information) Burford 10/10 Exceptional (1 review) $489 nightly $586 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Burford-Hotels-Stunning-2-Bedroom-Cottage-Near-Burford.h125158444.Hotel-Information) ![In-room dining](https://images.trvl-media.com/lodging/125000000/124250000/124241500/124241452/f5f2dfa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/125000000/124250000/124241500/124241452/7f9f3542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/125000000/124250000/124241500/124241452/cefa8087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/125000000/124250000/124241500/124241452/58c8e61e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 2BD in Bourton on the Water [](https://www.expedia.com/Cheltenham-Hotels-Stunning-2BD-In-Bourton-On-The-Water.h124241452.Hotel-Information) Bourton-on-the-Water $311 nightly $373 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Cheltenham-Hotels-Stunning-2BD-In-Bourton-On-The-Water.h124241452.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 | 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) ![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 | Interior](https://images.trvl-media.com/lodging/109000000/108570000/108560900/108560819/890b8cc3.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 [](https://www.expedia.com/Chipping-Norton-Hotels-Windsor-Cottage-Bolthole-In-Heart-Of-CN.h108560819.Hotel-Information) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/84000000/83410000/83401000/83400916/dbdac64c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83410000/83401000/83400916/69e998b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83410000/83401000/83400916/f3a7804c_edited_ab20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/84000000/83410000/83401000/83400916/b7a22744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cosy Cotswold cottage a short walk from cafes, shops, pubs and restaurants [](https://www.expedia.com/Malmesbury-Hotels-Old-England-Cottage.h83400916.Hotel-Information) Malmesbury 9.8/10 Exceptional (9 reviews) "Great overall stay." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) james c. $321 nightly $321 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Malmesbury-Hotels-Old-England-Cottage.h83400916.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) ![Microwave, stovetop, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/115000000/114220000/114213900/114213871/2ad21be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shepherds Hut in the Cotswolds [](https://www.expedia.com/Cheltenham-Hotels-Shepherds-Hut-In-The-Cotswolds.h114213871.Hotel-Information) Stanway 10/10 Exceptional (7 reviews) "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. $172 nightly $172 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Cheltenham-Hotels-Shepherds-Hut-In-The-Cotswolds.h114213871.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/113000000/112690000/112682900/112682849/5802a2a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/113000000/112690000/112682900/112682849/6d801ca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/113000000/112690000/112682900/112682849/53b47bbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/113000000/112690000/112682900/112682849/aa9dde64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eilmers Cottage Lovely 4BD in Malmesbury [](https://www.expedia.com/Malmesbury-Hotels-Eilmers-Cottage-Lovely-4BD-In-Malmesbury.h112682849.Hotel-Information) Malmesbury $502 nightly $560 total Apr 9 - Apr 10 Total with taxes and fees [](https://www.expedia.com/Malmesbury-Hotels-Eilmers-Cottage-Lovely-4BD-In-Malmesbury.h112682849.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/109000000/108590000/108586800/108586745/06d8c7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Bedrooms, Garden View | Living area](https://images.trvl-media.com/lodging/109000000/108590000/108586800/108586745/a11afc1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Bedrooms, Garden View | Living area](https://images.trvl-media.com/lodging/109000000/108590000/108586800/108586745/8115113b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108590000/108586800/108586745/843b7c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maple Cottage - Beautiful 2BD Retreat [](https://www.expedia.com/Chipping-Norton-Hotels-Maple-Cottage-Beautiful-2BD-Retreat.h108586745.Hotel-Information) Chipping Norton 10/10 Exceptional (3 reviews) "It was the perfect stay during the festive season! Super cosy by the fire. Host was lovely and easy to communicate with. Highly recommend." ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Libby $462 nightly $528 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Chipping-Norton-Hotels-Maple-Cottage-Beautiful-2BD-Retreat.h108586745.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/84000000/83560000/83559200/83559172/e12076d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/84000000/83560000/83559200/83559172/272fd3aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/84000000/83560000/83559200/83559172/4ce6146a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83560000/83559200/83559172/fa4eaf10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tinkley Cottage [](https://www.expedia.com/Stonehouse-Hotels-Tinkley-Cottage.h83559172.Hotel-Information) Stonehouse $603 nightly $723 total Apr 17 - Apr 18 Total with taxes and fees [](https://www.expedia.com/Stonehouse-Hotels-Tinkley-Cottage.h83559172.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/56000000/56000000/55995800/55995746/a8b759cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/56000000/56000000/55995800/55995746/96470bab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/56000000/56000000/55995800/55995746/cc6140e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/56000000/56000000/55995800/55995746/f0f1a2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Romantic Coach House for 2 in the Cotswolds | EV [](https://www.expedia.com/Cheltenham-Hotels-The-Cotswold-Coachhouse.h55995746.Hotel-Information) Andoversford 10/10 Exceptional (2 reviews) "The communication from the host was 1st class. A very nice place to stay ideal for what we needed, had everything needed for a short break " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Helen $475 nightly $475 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Cheltenham-Hotels-The-Cotswold-Coachhouse.h55995746.Hotel-Information) ![50-inch Smart TV with cable channels, TV, Netflix](https://images.trvl-media.com/lodging/75000000/74640000/74638400/74638352/996838d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74640000/74638400/74638352/2fe5b1d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, individually decorated](https://images.trvl-media.com/lodging/75000000/74640000/74638400/74638352/d46cd11d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74640000/74638400/74638352/138f8e5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suite Life Serviced Apartments [](https://www.expedia.com/Swindon-Hotels-Suite-Life-Serviced-Apartments.h74638352.Hotel-Information) South Swindon 8.4/10 Very Good (24 reviews) "Always love my stays at these apartments! Feels so homely, easy location for my work and very spacious. Spotlessly clean every time & private parking right outside." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Sophie $331 nightly $331 total Apr 15 - Apr 16 Total with taxes and fees [](https://www.expedia.com/Swindon-Hotels-Suite-Life-Serviced-Apartments.h74638352.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) ![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) ![Front of property](https://images.trvl-media.com/lodging/89000000/88170000/88166900/88166864/a6f26396.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 (37 reviews) "We really enjoyed our stay at The Lakes by Yoo. Everything was clean and well designed and the pool and spa facilities were good. Most importantly the staff were welcoming, friendly and helpful. There was a minor issue with our original room so they kindly upgraded us to a suite for our final night, which we weren't able to stay in as we had to leave due to a family emergency, but the gesture was greatly appreciated. We hope to visit again in the future! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Oliver $273 nightly $328 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Lechlade-Hotels-The-Lakes-By-YOO.h88166864.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/19000000/18990800/18990736/1de6ba87.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) ### 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 9.2/10 Wonderful (39 reviews) "Really easy check in and perfect accomadation" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Emma G. $118 nightly $118 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Cirencester-Hotels-Recently-Converted-Self-Contained-Apartment-With-Garden-In-Cotswold-Village.h18990736.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121380000/121371300/121371266/e8aeb129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121380000/121371300/121371266/5fccfc3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121380000/121371300/121371266/22f54fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/122000000/121380000/121371300/121371266/99b5b424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosemary Cottage [](https://www.expedia.com/Cirencester-Hotels-Cosy-Cottage-In-Bibury-Parking.h121371266.Hotel-Information) Bibury $463 nightly $463 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Cirencester-Hotels-Cosy-Cottage-In-Bibury-Parking.h121371266.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/33000000/32940000/32932900/32932805/76aae0b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, Netflix, streaming services](https://images.trvl-media.com/lodging/33000000/32940000/32932900/32932805/0ae19939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32940000/32932900/32932805/b836fea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32940000/32932900/32932805/45d453d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 bedroom accommodation in Chedworth, near Cheltenham [](https://www.expedia.com/Cheltenham-Hotels-1-Bedroom-Accommodation-In-Chedworth.h32932805.Hotel-Information) Chedworth, near Cheltenham 10/10 Exceptional (21 reviews) "Ivy Cottage was definitely one of the nicest cottages I have ever stayed in. It was clean, cosy, warm, spacious, well-equipped and very comfortable. And the village is lovely too." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Fiona P. $551 nightly $551 total Apr 25 - Apr 26 Total with taxes and fees [](https://www.expedia.com/Cheltenham-Hotels-1-Bedroom-Accommodation-In-Chedworth.h32932805.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91280000/91271800/91271736/72bc8db0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic House, 3 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/92000000/91280000/91271800/91271736/d8a8de0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic House, 3 Bedrooms | Living area | 40-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91280000/91271800/91271736/90eacd31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic House, 3 Bedrooms | 3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91280000/91271800/91271736/6c399934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brookbank Close [](https://www.expedia.com/Cheltenham-Hotels-Brookbank-Close.h91271736.Hotel-Information) Cheltenham $247 nightly $297 total May 7 - May 8 Total with taxes and fees [](https://www.expedia.com/Cheltenham-Hotels-Brookbank-Close.h91271736.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/127000000/126330000/126329800/126329747/e558bf28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/127000000/126330000/126329800/126329747/9410ecab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/127000000/126330000/126329800/126329747/a8aeca13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/127000000/126330000/126329800/126329747/46ec0c9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cosy Cottage in Moreton-in-Marsh [](https://www.expedia.com/Moreton-In-Marsh-Hotels-Cosy-Cottage-In-Moreton-In-Marsh.h126329747.Hotel-Information) Gloucestershire $491 nightly $491 total Apr 22 - Apr 23 Total with taxes and fees [](https://www.expedia.com/Moreton-In-Marsh-Hotels-Cosy-Cottage-In-Moreton-In-Marsh.h126329747.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89500000/89493000/89492955/b8c62c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/90000000/89500000/89493000/89492955/2b3e9c54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dishwasher](https://images.trvl-media.com/lodging/90000000/89500000/89493000/89492955/2bc2108f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89500000/89493000/89492955/0e53b6a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 bedroom accommodation in Shipton-Under-Wychwood [](https://www.expedia.com/Chipping-Norton-Hotels-3-Bedroom-Accommodation-In-Shipton-Under-Wychwood.h89492955.Hotel-Information) Shipton-Under-Wychwood 10/10 Exceptional (3 reviews) "Absolutely beautiful accommodation. The Farm house was such a comfortable place to stay in an idyllic location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol Marcantonio $774 nightly $774 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Chipping-Norton-Hotels-3-Bedroom-Accommodation-In-Shipton-Under-Wychwood.h89492955.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.com/Hotel-Search?startDate=2026-04-21&endDate=2026-04-22®ionId=3000716482&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Winson%2C+Cirencester%2C+England%2C+United+Kingdom®ionId=3000716482&latLong=51.7667%2C-1.8667&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=CABIN) Villas [](https://www.expedia.com/Hotel-Search?destination=Winson%2C+Cirencester%2C+England%2C+United+Kingdom®ionId=3000716482&latLong=51.7667%2C-1.8667&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=VILLA) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Winson%2C+Cirencester%2C+England%2C+United+Kingdom®ionId=3000716482&latLong=51.7667%2C-1.8667&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Winson%2C+Cirencester%2C+England%2C+United+Kingdom®ionId=3000716482&latLong=51.7667%2C-1.8667&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=CONDO) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Winson%2C+Cirencester%2C+England%2C+United+Kingdom®ionId=3000716482&latLong=51.7667%2C-1.8667&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APART_HOTEL) Cottages [](https://www.expedia.com/Hotel-Search?destination=Winson%2C+Cirencester%2C+England%2C+United+Kingdom®ionId=3000716482&latLong=51.7667%2C-1.8667&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=COTTAGE) Apartments [](https://www.expedia.com/Hotel-Search?destination=Winson%2C+Cirencester%2C+England%2C+United+Kingdom®ionId=3000716482&latLong=51.7667%2C-1.8667&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APARTMENT) Chalets [](https://www.expedia.com/Hotel-Search?destination=Winson%2C+Cirencester%2C+England%2C+United+Kingdom®ionId=3000716482&latLong=51.7667%2C-1.8667&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=CHALET) Residences [](https://www.expedia.com/Hotel-Search?destination=Winson%2C+Cirencester%2C+England%2C+United+Kingdom®ionId=3000716482&latLong=51.7667%2C-1.8667&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=RESIDENCE) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinson-Vacation-Rentals.d3000716482.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinson-Vacation-Rentals.d3000716482.Travel-Guide-VacationRentals) ## Top Winson Hotel Reviews ![Stratton House Hotel & Spa](https://images.trvl-media.com/lodging/1000000/30000/28500/28411/a0a4dfa4_y.jpg) ### Stratton House Hotel & Spa 10/10 Excellent "We had a lovely stay, the hotel is great and the staff are so kind and welcoming. Would definitely return :) " [](https://expedia.com/Cirencester-Hotels-Stratton-House-Hotel-Spa.h28411.Hotel-Information) ![Cowley Manor Experimental](https://images.trvl-media.com/lodging/2000000/1670000/1662600/1662540/6b8ffcc2_y.jpg) ### Cowley Manor Experimental 10/10 Excellent "Very nice property. Pretty magical and relaxing atmosphere. Staff amazing. Great food " [](https://expedia.com/Cheltenham-Hotels-Cowley-Manor.h1662540.Hotel-Information) ![Queens Hotel Cheltenham](https://images.trvl-media.com/lodging/1000000/180000/175700/175669/e3d229d5_y.jpg) ### Queens Hotel Cheltenham 8/10 Good "Stayed at the Qeens previously. The room we had was good. Nice and clean but a noisy bar on opposite side of road so not great Thought breakfast was expensive at £20pp " [](https://expedia.com/Cheltenham-Hotels-Queens-Hotel-Cheltenham-MGallery.h175669.Hotel-Information) ![Gloucester Robinswood Hotel by Sunday](https://images.trvl-media.com/lodging/1000000/40000/34400/34345/3c39eae4_y.jpg) ### Gloucester Robinswood Hotel by Sunday 4/10 Poor "Will never book through Expedia again!! Shocking customer service. " [](https://expedia.com/Gloucester-Hotels-Gloucester-Robinswood-Hotel-By-Sunday.h34345.Hotel-Information) ![Kings Head](https://images.trvl-media.com/lodging/9000000/8430000/8427000/8426958/7edf9b3f_y.jpg) ### Kings Head 4/10 Poor "Was expecting spa use" [](https://expedia.com/Cirencester-Hotels-Kings-Head-Hotel.h8426958.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 " [](https://expedia.com/Gloucester-Hotels-Hatherley-Manor-Hotel-Spa.h16238215.Hotel-Information) ![Leonardo Hotel Swindon ](https://images.trvl-media.com/lodging/3000000/2640000/2631500/2631422/3fdda290_y.jpg) ### Leonardo Hotel Swindon 10/10 Excellent "No fuss check in, friendly staff, and conveniently located near shops and bus stations." [](https://expedia.com/Swindon-Hotels-Jurys-Inn-Swindon.h2631422.Hotel-Information) ![Mollie's Oxford](https://images.trvl-media.com/lodging/34000000/33340000/33335900/33335815/7ed9655a_y.jpg) ### Mollie's Oxford 6/10 Okay "Really liked the concept, nicely decorated and loved the diner. Downfall was room wasn’t the cleanest when we arrived. Stains all down the door where something had been spilt, a bad smell due to something left in the toilet from before we arrived! Air con didn’t work as it had a maintenance symbol on it, but luckily they brought us a fan. Food was lovely in the diner however and we would still like to return one day" [](https://expedia.com/Faringdon-Hotels-Mollies-Motel.h33335815.Hotel-Information) ![Cheltenham Chase Hotel & Spa](https://images.trvl-media.com/lodging/1000000/10000/9700/9657/062de1bf_y.jpg) ### Cheltenham Chase Hotel & Spa 6/10 Okay "The room was clean and generally well maintained. The staff, particularly at breakfast were friendly and helpful. The breakfast itself was very tasty and good quality. There was a reasonable selection of breakfast items. Unfortunately we ended up with an interconnecting room, so despite the hotel being advertised as having sound proof rooms, it really wasn’t. We could hear our next door neighbours chatting and they woke us when they returned home late. The pillows were really uncomfortable so we didn’t get a great night’s sleep. " [](https://expedia.com/Cheltenham-Hotels-Delta-By-Marriott-Cheltenham-Chase-Hotel.h9657.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 $99 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. ## Explore a world of travel with Expedia - Trending destinations on Expedia.com - All accommodation types in Winson ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.com/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals) - [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals) - [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals) - [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals) - [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals) - [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals) - [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals) - [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals) - [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals) - [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals) - [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals) - [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations) - [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 ### Can I find a vacation rental in Winson? ### What are some of the best vacation home rentals that Winson has to offer? ### What’s there to see and do in Winson? ### What’s a vacation rental in Winson like?