Title: Winchester Cottages from CA $335 | Expedia.ca [Winchester Travel Guide](https://expedia.ca/Winchester.dx5477)[Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d5477.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d5477.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d5477.Travel-Guide-Flights)[Things to do in Winchester](https://expedia.ca/Things-To-Do-In-Winchester.d5477.Travel-Guide-Activities)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d5477.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d5477.Destination-Travel-Guides) ![Winchester which includes heritage architecture as well as a small group of people](https://images.trvl-media.com/place/5477/36ffd968-a708-44fd-a530-107c0f9501f1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/5477/36ffd968-a708-44fd-a530-107c0f9501f1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=5477&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 three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=5477&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 four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=5477&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) ## Our top choices for Winchester cottages ![Exterior](https://images.trvl-media.com/lodging/115000000/114100000/114092100/114092093/85c606d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114100000/114092100/114092093/4087c90b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114100000/114092100/114092093/61d2ed89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114100000/114092100/114092093/334cfc10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Squirrel's Leap [](https://www.expedia.ca/Winchester-Hotels-Squirrels-Leap.h114092093.Hotel-Information) Winchester CA $764 CA $917 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Winchester-Hotels-Squirrels-Leap.h114092093.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114350000/114343400/114343350/efb6cc86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114350000/114343400/114343350/c8883c76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/115000000/114350000/114343400/114343350/f2203821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114350000/114343400/114343350/00916ced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rivergem - Riverside Coach House [](https://www.expedia.ca/Winchester-Hotels-Rivergem-Riverside-Coach-House.h114343350.Hotel-Information) Winchester CA $1,344 CA $1,613 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Winchester-Hotels-Rivergem-Riverside-Coach-House.h114343350.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9370000/9360200/9360141/1f3a7c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Cottage, Ensuite | Lounge](https://images.trvl-media.com/lodging/10000000/9370000/9360200/9360141/35417c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, Ensuite](https://images.trvl-media.com/lodging/10000000/9370000/9360200/9360141/bb228df2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9370000/9360200/9360141/18877002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stonehenge Cottages [](https://www.expedia.ca/Salisbury-Hotels-Stonehenge-Cottages.h9360141.Hotel-Information) Salisbury 9.8/10 Exceptional (106 reviews) "Information, including a video, provided by the friendly owners before and during our stay was excellent. The beautifully appointed cottage was convenient for Salisbury and for the nearby pub which serves good food. We will definitely stay there again, if in the area." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Fiona CA $294 CA $352 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Salisbury-Hotels-Stonehenge-Cottages.h9360141.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59649900/59649802/7c38e6fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Balcony](https://images.trvl-media.com/lodging/60000000/59650000/59649900/59649802/ba3187d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage](https://images.trvl-media.com/lodging/60000000/59650000/59649900/59649802/5ad4e1e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59649900/59649802/8988d2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Groomes Country House [](https://www.expedia.ca/Bordon-Hotels-Groomes-Country-House.h59649802.Hotel-Information) Bordon CA $4,830 CA $5,796 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Bordon-Hotels-Groomes-Country-House.h59649802.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113060000/113055100/113055063/bef96acb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113060000/113055100/113055063/5a52be3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113060000/113055100/113055063/12d4b9bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113060000/113055100/113055063/bb698db9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flowering - Ashling Park - sleeps 4 guests in 2 bedrooms [](https://www.expedia.ca/Chichester-Hotels-Flowering-Ashling-Park-Sleeps-4-Guests-In-2-Bedrooms.h113055063.Hotel-Information) Chichester CA $1,052 CA $1,052 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Chichester-Hotels-Flowering-Ashling-Park-Sleeps-4-Guests-In-2-Bedrooms.h113055063.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95300000/95290300/95290240/fe38b59b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, electric kettle](https://images.trvl-media.com/lodging/96000000/95300000/95290300/95290240/3f6b68ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95300000/95290300/95290240/9c74950f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95300000/95290300/95290240/18c4e3a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bell Cottage [](https://www.expedia.ca/Cowes-Hotels-Bell-Cottage.h95290240.Hotel-Information) Cowes 10/10 Exceptional (8 reviews) "Anonymous: Accommodation lovely. Owners seem to have thought of everything to make our stay very pleasant. Nicely situated to explore the Island. Enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $5,966 CA $6,646 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Cowes-Hotels-Bell-Cottage.h95290240.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87580000/87571900/87571873/bd2fcef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87580000/87571900/87571873/8550fbe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/88000000/87580000/87571900/87571873/3cd8f450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87580000/87571900/87571873/85e63944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Farm Cottage on a Secluded 9-acre Equestrian Small Holding [](https://www.expedia.ca/Salisbury-Hotels-Farm-Cottage-On-A-Secluded-9-Acre-Equestrian-Small-Holding.h87571873.Hotel-Information) Salisbury 10/10 Exceptional (10 reviews) "Lovely 1 night stay in beautiful location. Louise very welcoming and property was perfect and very clean." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Emily S. CA $310 CA $344 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Salisbury-Hotels-Farm-Cottage-On-A-Secluded-9-Acre-Equestrian-Small-Holding.h87571873.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/56000000/55590000/55585900/55585810/3791bfe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/56000000/55590000/55585900/55585810/6535d06a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/56000000/55590000/55585900/55585810/90-0e8ccd82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/56000000/55590000/55585900/55585810/0a1fb011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester. [](https://www.expedia.ca/Stockbridge-Hotels-Charming-3-Bed-Thatched-Cottage-In-Rural-Village-Near-Stockbridge-Winchester.h55585810.Hotel-Information) Stockbridge 9.6/10 Exceptional (99 reviews) "Charming cottage. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie CA $294 CA $335 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Stockbridge-Hotels-Charming-3-Bed-Thatched-Cottage-In-Rural-Village-Near-Stockbridge-Winchester.h55585810.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106300000/106291100/106291012/61f95231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106300000/106291100/106291012/71e1caa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106300000/106291100/106291012/68945235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106300000/106291100/106291012/962475d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Box - Oasis Farm [](https://www.expedia.ca/Chichester-Hotels-1-Bedroom-Accommodation-In-Oving.h106291012.Hotel-Information) Fareham CA $352 CA $352 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Chichester-Hotels-1-Bedroom-Accommodation-In-Oving.h106291012.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102370000/102360100/102360036/w2595h1949x3y0-967b11c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/103000000/102370000/102360100/102360036/w2598h1946x0y0-5c7bfaaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/103000000/102370000/102360100/102360036/28b08f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/103000000/102370000/102360100/102360036/6bc7b52a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning property and location with fabulous views overlooking Wootton Creek. [](https://www.expedia.ca/Ryde-Hotels-2-Bedroom-Accommodation-In-Wootton-Bridge.h102360036.Hotel-Information) Wootton Bridge 10/10 Exceptional (3 reviews) "very comfortable and cozy cottage, well equipped and fabulous view" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Rosalind M. CA $352 CA $352 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Ryde-Hotels-2-Bedroom-Accommodation-In-Wootton-Bridge.h102360036.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96370000/96366900/96366850/92eafc5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96370000/96366900/96366850/23546db0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96370000/96366900/96366850/4e16ea5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96370000/96366900/96366850/d017429c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Taylors Copse Cottage by inspirestays.com - a cottage that sleeps 5 guests in 2 bedrooms [](https://www.expedia.ca/Petersfield-Hotels-Taylors-Copse-Cottage-By-Inspirestayscom-A-Cottage-That-Sleeps-5-Guests-In-2-Bedrooms.h96366850.Hotel-Information) Steep Marsh 10/10 Exceptional (9 reviews) "Beautiful holiday cottage, wonderful surroundings, lovely hosts. We have had a wonderful holiday." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) S v. CA $1,083 CA $1,083 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Petersfield-Hotels-Taylors-Copse-Cottage-By-Inspirestayscom-A-Cottage-That-Sleeps-5-Guests-In-2-Bedrooms.h96366850.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/45000000/44530000/44522100/44522035/f0aac7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/45000000/44530000/44522100/44522035/e9c658fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/45000000/44530000/44522100/44522035/23ae073a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/45000000/44530000/44522100/44522035/f8bb2aa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large Arts & Crafts Cottage with 7 bedrooms in Lymington near the coast [](https://www.expedia.ca/Lymington-Hotels-Large-Arts-Crafts-Cottage-With-7-Bedrooms-In-Lymington-Near-The-Coast.h44522035.Hotel-Information) Lymington 8.0/10 Very good (1 review) "Stayed with 10 friends with average age of 60\. Photos of house interior on Vrbo are generally accurate - those on the website for Wheathill show different furniture and soft furnishings. Overall1930s shabby chic vibe is very nice and as expected. Good location in rural residential area10 mins walk to nearest shop and a pub. Neighbours are very close by and pay close attention to people coming and going. Rooms were clean and beds had clean white bedding. Mattresses were very comfortable. There... ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Tina J. CA $1,864 CA $2,094 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Lymington-Hotels-Large-Arts-Crafts-Cottage-With-7-Bedrooms-In-Lymington-Near-The-Coast.h44522035.Hotel-Information) ![House, Ensuite | Exterior](https://images.trvl-media.com/lodging/75000000/74900000/74899200/74899128/b9f72ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Ensuite | Interior](https://images.trvl-media.com/lodging/75000000/74900000/74899200/74899128/392c3b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/75000000/74900000/74899200/74899128/49a489c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared kitchen](https://images.trvl-media.com/lodging/75000000/74900000/74899200/74899128/e27c8270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cheese House [](https://www.expedia.ca/Salisbury-Hotels-The-Cheese-House.h74899128.Hotel-Information) Salisbury 10/10 Exceptional (1 review) "Loved this house. Beautiful spaces, lots of room, all modern updates with rustic farm feel. Gorgeous property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bobby CA $2,034 CA $2,440 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Salisbury-Hotels-The-Cheese-House.h74899128.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/32000000/31010000/31005700/31005694/cdacb152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31005700/31005694/c53942dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31005700/31005694/0b177059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31005700/31005694/13923695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 Holt Court [](https://www.expedia.ca/Salisbury-Hotels-4-Holt-Court.h31005694.Hotel-Information) Salisbury 9.0/10 Wonderful (2 reviews) "Fabulous location within easy walking distance of the key shops, restaurants, and cathedral, parks etc. Amazing property which is well equipped too. Only downside for us was some minor dirty bits that had been missed off on the cleaning schedule, and the welcome pack needs updating e.g. WiFi was different, and this didn;t include instructions/code for the bin stores (that was on the back of the front door). Would be helpful to have everything in one place. However, that didn't spoil an... ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Karl CA $2,023 CA $2,023 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Salisbury-Hotels-4-Holt-Court.h31005694.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90310000/90304600/90304572/7808ec90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/91000000/90310000/90304600/90304572/b2c5ad5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90310000/90304600/90304572/72974475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90310000/90304600/90304572/12d3d4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A spacious and well presented bungalow with amazing views over Berkshire. [](https://www.expedia.ca/Reading-Hotels-2-Bedroom-Accommodation-In-Reading.h90304572.Hotel-Information) Reading 10/10 Exceptional (1 review) "Great location and beautiful garden with views across the hills. Spotlessly clean and well maintained with all the things you may need for your holiday. The caretakers were very friendly and helpful and cared about us and the property with pride. Local supermarkets, petrol station and IKEA were only a mile down the road plus a five minute walk from the property was a pub serving food and an excellent fish n chips shop! Buses into town from outside the chippy were every 10 minutes or sooner!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael Jeffs CA $871 CA $871 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Reading-Hotels-2-Bedroom-Accommodation-In-Reading.h90304572.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/46000000/45190000/45181700/45181662/cda4a746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/46000000/45190000/45181700/45181662/c13cdde8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/46000000/45190000/45181700/45181662/afff0d93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/46000000/45190000/45181700/45181662/aec94524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A family friendly or couples base to explore the local sights and attractions. [](https://www.expedia.ca/Southampton-Hotels-2-Bedroom-Accommodation-In-Hamble.h45181662.Hotel-Information) Hamble 10/10 Exceptional (1 review) "Very homely and comfortable with all the needs to make it a pleasant and lovely stay. The location very good for access to motorway and other routes to places of interest. As we are familiar with area it was ideal for visiting family and friends .Very Good" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Stella C. CA $494 CA $494 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Southampton-Hotels-2-Bedroom-Accommodation-In-Hamble.h45181662.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113060000/113055100/113055079/50a21b53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113060000/113055100/113055079/6e375934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/114000000/113060000/113055100/113055079/81e42edd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/114000000/113060000/113055100/113055079/c70d0465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Veraison - Ashling Park - sleeps 4 guests in 2 bedrooms [](https://www.expedia.ca/Chichester-Hotels-Veraison-Ashling-Park-Sleeps-4-Guests-In-2-Bedrooms.h113055079.Hotel-Information) Chichester CA $1,052 CA $1,052 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Chichester-Hotels-Veraison-Ashling-Park-Sleeps-4-Guests-In-2-Bedrooms.h113055079.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113060000/113055100/113055059/8bc6a096.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113060000/113055100/113055059/1971926d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113060000/113055100/113055059/1d747dd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113060000/113055100/113055059/eeb4f63a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Budburst - Ashling Park - sleeps 4 guests in 2 bedrooms [](https://www.expedia.ca/Chichester-Hotels-Budburst-Ashling-Park-Sleeps-4-Guests-In-2-Bedrooms.h113055059.Hotel-Information) Chichester CA $1,052 CA $1,052 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Chichester-Hotels-Budburst-Ashling-Park-Sleeps-4-Guests-In-2-Bedrooms.h113055059.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/83000000/82510000/82509000/82508966/881ac8e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/83000000/82510000/82509000/82508966/808df9b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82510000/82509000/82508966/255d24ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82510000/82509000/82508966/8cc54b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Abbey Farmhouse [](https://www.expedia.ca/Ryde-Hotels-The-Old-Abbey-Farmhouse.h82508966.Hotel-Information) Ryde 10/10 Exceptional (27 reviews) "Everything, the cleanliness, the facilities, the location, the thoughtfulness of the essentials provided" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gavin CA $1,193 CA $1,415 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Ryde-Hotels-The-Old-Abbey-Farmhouse.h82508966.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113060000/113055100/113055099/e601a2ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113060000/113055100/113055099/86f3f151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113060000/113055100/113055099/9922bbc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113060000/113055100/113055099/b68b689e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harvest - Ashling Park - sleeps 2 guests in 1 bedroom [](https://www.expedia.ca/Chichester-Hotels-Harvest-Ashling-Park-Sleeps-2-Guests-In-1-Bedroom.h113055099.Hotel-Information) Chichester CA $810 CA $810 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Chichester-Hotels-Harvest-Ashling-Park-Sleeps-2-Guests-In-1-Bedroom.h113055099.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=2026-01-28&endDate=2026-01-29®ionId=5477&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=CABIN) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=CHALET) Residences [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=RESIDENCE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=CONDO) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=HOUSE_BOAT) ![](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%2FWinchester-Cottages.d5477-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Cottages.d5477-aaCottages.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![DoubleTree by Hilton Southampton](https://images.trvl-media.com/lodging/1000000/20000/10400/10397/545dc144_y.jpg) ### DoubleTree by Hilton Southampton 10/10 Excellent "Great value for money. Very clean, quiet spacious rooms. Great hotel in the right location. Breakfast was five star. Couldn't fault the hotel at all." [](https://expedia.ca/Southampton-Hotels-DoubleTree-By-Hilton-Hotel-Southampton.h10397.Hotel-Information) ![Winchester Wessex Hotel by Sunday](https://images.trvl-media.com/lodging/1000000/10000/4800/4799/3ac6caac_y.jpg) ### Winchester Wessex Hotel by Sunday 10/10 Excellent "Tiptop all round, lovely staff " [](https://expedia.ca/Winchester-Hotels-Winchester-Wessex-Hotel-By-Sunday.h4799.Hotel-Information) ![Leonardo Royal Southampton Grand Harbour](https://images.trvl-media.com/lodging/1000000/20000/20000/19955/662fccb6_y.jpg) ### Leonardo Royal Southampton Grand Harbour 10/10 Excellent "Really nice clean hotel with a decent size swimming pool for exercising in." [](https://expedia.ca/Southampton-Hotels-Leonardo-Royal-Southampton-Grand-Harbour.h19955.Hotel-Information) ![Hilton Southampton - Utilita Bowl](https://images.trvl-media.com/lodging/10000000/9380000/9377900/9377882/69356af6_y.jpg) ### Hilton Southampton - Utilita Bowl 10/10 Excellent "Great spa" [](https://expedia.ca/Southampton-Hotels-Hilton-At-The-Ageas-Bowl-Southampton.h9377882.Hotel-Information) ![Leonardo Hotel Southampton ](https://images.trvl-media.com/lodging/2000000/1180000/1178300/1178290/0c96afed_y.jpg) ### Leonardo Hotel Southampton 10/10 Excellent "Spotless quiet room and comfortable bed" [](https://expedia.ca/Southampton-Hotels-Jurys-Inn-Southampton.h1178290.Hotel-Information) ![Royal Maritime Hotel](https://images.trvl-media.com/lodging/16000000/15090000/15086700/15086665/8c64c9ac_y.jpg) ### Royal Maritime Hotel 10/10 Excellent "Lovely clean room, friendly staff & good food.. stayed here twice now. " [](https://expedia.ca/Portsmouth-Hotels-The-Royal-Maritime-Club.h15086665.Hotel-Information) ![The Winchester Hotel & Spa](https://images.trvl-media.com/lodging/1000000/30000/26100/26080/4127003a_y.jpg) ### The Winchester Hotel & Spa 10/10 Excellent "Beautifully hot" [](https://expedia.ca/Winchester-Hotels-The-Winchester-Hotel-Spa.h26080.Hotel-Information) ![The Star Hotel](https://images.trvl-media.com/lodging/2000000/1230000/1223100/1223013/3d2213f7_y.jpg) ### The Star Hotel 10/10 Excellent "Yes the room was very nice and clean and warm , nice hot shower . Bar wasn’t open but pub next door was ok , staff were very nice . " [](https://expedia.ca/Southampton-Hotels-The-Star-Hotel.h1223013.Hotel-Information) ![Hotel du Vin & Bistro Winchester](https://images.trvl-media.com/lodging/8000000/7730000/7728500/7728491/04abd54d_y.jpg) ### Hotel du Vin & Bistro Winchester 10/10 Excellent "Cost warm room and friendly welcoming staff. Would definitely stay here again !" [](https://expedia.ca/Winchester-Hotels-Hotel-Du-Vin-Bistro-Winchester.h7728491.Hotel-Information) ## Find out more about Winchester ## Winchester Cottages information | Number of reviews | 222 | | ----------------- | ------------ | | Accommodation | 653 Cottages | | Lowest Price | CA $335 | | Highest Price | CA $6,646 | ## Frequently asked questions ### How much do cottages in Winchester cost? ### What are the best cottages in Winchester? ### How many cottages are there in Winchester? ### Are there any family-friendly cottages in Winchester? ### Why book your cottage in Winchester with Expedia? ### How can I find cheap cottages in Winchester? ### What is there to do in Winchester near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [B&B in Alton ](https://www.expedia.ca/Alton-Bed-And-Breakfast.d6052953-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Ampfield Hotels ](https://www.expedia.ca/Ampfield-Hotels.d6048772.Travel-Guide-Hotels) - 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