Title: Winchester Vacation Home Rentals from CA $137: Search Top Private Vacation Homes for Rent | Expedia.ca

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![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)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winchester vacation homes

![Interior](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882133/8af8844f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882133/d2f5b779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882133/8260a4e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882133/b48ff27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Birdsong House

[](https://www.expedia.ca/Winchester-Hotels-Birdsong-House.h76882133.Hotel-Information)

Winchester

10/10

Exceptional

(1 review)

"We had a wonderful stay at Birdsong house. The owner was always available and the house was so cozy and comfortable! Thank you"

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

Judith D.

CA $1,439

CA $1,465 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Winchester-Hotels-Birdsong-House.h76882133.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882120/81ff3273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882120/7f31934a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882120/0fb958ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![8 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882120/ee9207f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Birdsong Mansion sleeps 12 Twyford Winchester

[](https://www.expedia.ca/Winchester-Hotels-Birdsong-Mansion-Sleeps-12-Twyford-Winchester.h76882120.Hotel-Information)

Winchester

CA $1,828

CA $1,854 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Winchester-Hotels-Birdsong-Mansion-Sleeps-12-Twyford-Winchester.h76882120.Hotel-Information)

![4 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882122/b263005b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882122/600c976e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882122/64ec86b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882122/d3c67c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Piping House 4bedroom

[](https://www.expedia.ca/Winchester-Hotels-Piping-House-4bedroom.h76882122.Hotel-Information)

Colden Common

CA $490

CA $524 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Winchester-Hotels-Piping-House-4bedroom.h76882122.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183237/d22e552e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183237/178af1ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183237/b1fc34ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183237/0f155587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Piping Green 4Bedroom House

[](https://www.expedia.ca/Winchester-Hotels-Piping-Green-4Bedroom-House.h89183237.Hotel-Information)

Colden Common

CA $523

CA $557 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Winchester-Hotels-Piping-Green-4Bedroom-House.h89183237.Hotel-Information)

![](https://images.trvl-media.com/lodging/127000000/126940000/126937800/126937730/001f5b7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/127000000/126940000/126937800/126937730/8fe24a37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/127000000/126940000/126937800/126937730/feb0d68c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/127000000/126940000/126937800/126937730/f24b4c99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Southsea Home

[](https://www.expedia.ca/Portsmouth-Hotels-Stylish-Southsea-Home.h126937730.Hotel-Information)

Southsea

CA $182

CA $211 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Portsmouth-Hotels-Stylish-Southsea-Home.h126937730.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/40000000/39440000/39439300/39439208/e37e129f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/40000000/39440000/39439300/39439208/9477e879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/40000000/39440000/39439300/39439208/d0fa93c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/40000000/39440000/39439300/39439208/e006066e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bury Villa - sleeping 18 guests

[](https://www.expedia.ca/Gosport-Hotels-Bury-Villa-Sleeping-18-Guests.h39439208.Hotel-Information)

Gosport

9.6/10

Exceptional

(19 reviews)

"Property was exactly how it was listed. Great location, short walk to the ferry to get over to Portsmouth & short drive to the closest beach. "

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

Zoe C.

CA $2,061

CA $2,061 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Gosport-Hotels-Bury-Villa-Sleeping-18-Guests.h39439208.Hotel-Information)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/110000000/109110000/109109100/109109004/43ccc555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109110000/109109100/109109004/5c403351.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/110000000/109110000/109109100/109109004/24e109ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/110000000/109110000/109109100/109109004/b282913c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 2 bedroom full-furnished semi-detached house with parking 

[](https://www.expedia.ca/Southampton-Hotels-Beautiful-2-Bedroom-Full-Furnished-Semi-Detached-House-With-Parking.h109109004.Hotel-Information)

Dibden Purlieu

9.4/10

Exceptional

(6 reviews)

"Accommodation was beautifully clean and well equipped in a great location. "

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

Julie P.

CA $231

CA $260 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Southampton-Hotels-Beautiful-2-Bedroom-Full-Furnished-Semi-Detached-House-With-Parking.h109109004.Hotel-Information)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/104000000/103070000/103061700/103061695/c570889e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103070000/103061700/103061695/6778a366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/104000000/103070000/103061700/103061695/6fccf5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/104000000/103070000/103061700/103061695/667e9f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Pig Sty \* WOW Factor Countryside Retreat

[](https://www.expedia.ca/Emsworth-Hotels-The-Pig-Sty-WOW-Factor-Countryside-Retreat.h103061695.Hotel-Information)

West Sussex

7.0/10

Good

(2 reviews)

"Cottage was lovely and quirky comfortable and warm, but there was a few issues, cobwebs in the bedroom table lamp in the lounge gave me an electric shock! Stairs outside need looking at as very worn out and not enough utensils pizza tray didn’t fit the small oven. The local Woodmancote pub was great for Sunday lunch and you get a 20% discount too."

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

Lindsay

CA $299

CA $444 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Emsworth-Hotels-The-Pig-Sty-WOW-Factor-Countryside-Retreat.h103061695.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/115000000/114220000/114217400/114217322/25b39a30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/115000000/114220000/114217400/114217322/8629c863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, travel crib, WiFi](https://images.trvl-media.com/lodging/115000000/114220000/114217400/114217322/d525d465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114220000/114217400/114217322/821c2118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming family escape near Calshot Beach & New Forest

[](https://www.expedia.ca/Southampton-Hotels-Cottage-With-Hot-Tub-Garden-Near-Beach.h114217322.Hotel-Information)

Calshot

CA $754

CA $883 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Southampton-Hotels-Cottage-With-Hot-Tub-Garden-Near-Beach.h114217322.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/100000000/99510000/99502700/99502695/1ee7be54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/100000000/99510000/99502700/99502695/b5e1f1e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/100000000/99510000/99502700/99502695/605b1281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99510000/99502700/99502695/6300824a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Iris home in Southsea, Portsmouth. 15 minute walk to the seafront! 

[](https://www.expedia.ca/Portsmouth-Hotels-Iris-Home-In-Southsea.h99502695.Hotel-Information)

Southsea

9.6/10

Exceptional

(5 reviews)

"Excellent stay in a nice area. Property was clean, well appointed and ideal for our stay."

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

Robert B.

CA $293

CA $363 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Portsmouth-Hotels-Iris-Home-In-Southsea.h99502695.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/35000000/34050000/34044400/34044373/efd4c83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34050000/34044400/34044373/c7f569a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34050000/34044400/34044373/72bc9396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/35000000/34050000/34044400/34044373/1d9916c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dairy House - a house that sleeps 16 guests in 7 bedrooms

[](https://www.expedia.ca/Gosport-Hotels-Dairy-House-A-House-That-Sleeps-16-Guests-In-7-Bedrooms.h34044373.Hotel-Information)

Gosport

9.8/10

Exceptional

(30 reviews)

"Lovely well eqipped accommodation which was ideal for our family of 14\. Rooms were spacious and there was lots to do including a games room. Good location right near the sea."

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

Diane S.

CA $2,384

CA $2,384 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Gosport-Hotels-Dairy-House-A-House-That-Sleeps-16-Guests-In-7-Bedrooms.h34044373.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/104000000/103070000/103061700/103061693/4868799c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/104000000/103070000/103061700/103061693/fb7933a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, highchair](https://images.trvl-media.com/lodging/104000000/103070000/103061700/103061693/w1255h853x0y0-f3623ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103070000/103061700/103061693/82a226b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Cow Shed \* WOW Factor Countryside Retreat

[](https://www.expedia.ca/Emsworth-Hotels-The-Cow-Shed-WOW-Factor-Countryside-Retreat.h103061693.Hotel-Information)

West Sussex

4.0/10

(1 review)

"We were excited for our stay as working mums some precious time for R&R was much anticipated. The listing on Arbo looked great … nice setting & a hot tub over looking fields was the tranquil getaway we had in mind. However When we arrived we found the hot tun had not been cleaned (like & mud & hair). Also the temperature was.not hot.The accommodation wa dirty.. cups that were dirty with lisp it marked, shower not cleaned properly & bin dirty too. Worktops also dirty. The response to get it all...

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

Harvinder P.

CA $401

CA $556 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Emsworth-Hotels-The-Cow-Shed-WOW-Factor-Countryside-Retreat.h103061693.Hotel-Information)

![Flat-screen TV](https://images.trvl-media.com/lodging/62000000/61410000/61401300/61401245/9427bf77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, dishwasher, highchair](https://images.trvl-media.com/lodging/62000000/61410000/61401300/61401245/7e0d028e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, dishwasher, highchair](https://images.trvl-media.com/lodging/62000000/61410000/61401300/61401245/e5540f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/62000000/61410000/61401300/61401245/6ff2076d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Little Lane is a charming, recently refurbished 2 bedroom cottage sleeping 4

[](https://www.expedia.ca/Gosport-Hotels-Little-Lane-Is-A-Charming.h61401245.Hotel-Information)

Gosport

9.8/10

Exceptional

(6 reviews)

"Enjoyable time in Alverstoke. Great place for a mix of excursions and holiday fun."

![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg)

Nadine V.

CA $731

CA $731 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Gosport-Hotels-Little-Lane-Is-A-Charming.h61401245.Hotel-Information)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122860000/122859200/122859168/4b31c4ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122860000/122859200/122859168/fc844e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122860000/122859200/122859168/b6897470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/123000000/122860000/122859200/122859168/b44c3456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Garden Annexe + Parking. Near QA Hospital

[](https://www.expedia.ca/Portsmouth-Hotels-Private-Garden-Annexe-Parking-Near-QA-Hospital.h122859168.Hotel-Information)

Cosham

CA $137

CA $137 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/Portsmouth-Hotels-Private-Garden-Annexe-Parking-Near-QA-Hospital.h122859168.Hotel-Information)

![Smart TV, video games, books, computer monitors](https://images.trvl-media.com/lodging/126000000/125410000/125409400/125409340/0723f903.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125410000/125409400/125409340/ded0938f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/126000000/125410000/125409400/125409340/7ceac8ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/126000000/125410000/125409400/125409340/8baa1bcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5 bedroom family home close to Gosport ferry to Portsmouth and the New Forrest

[](https://www.expedia.ca/Gosport-Hotels-5-Bedroom-Family-Home-Close-To-Gosport-Ferry-To-Portsmouth-And-The-New-Forrest.h125409340.Hotel-Information)

Gosport

CA $176

CA $303 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Gosport-Hotels-5-Bedroom-Family-Home-Close-To-Gosport-Ferry-To-Portsmouth-And-The-New-Forrest.h125409340.Hotel-Information)

![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/110000000/109370000/109364500/109364432/278bd788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109370000/109364500/109364432/6f9d1b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/110000000/109370000/109364500/109364432/1a3df95a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/110000000/109370000/109364500/109364432/81be2206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Self contained large annexe near Stonehenge 

[](https://www.expedia.ca/Salisbury-Hotels-Self-Contained-Large-Annexe-Near-Stonehenge.h109364432.Hotel-Information)

Figheldean

10/10

Exceptional

(1 review)

CA $745

CA $851 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Salisbury-Hotels-Self-Contained-Large-Annexe-Near-Stonehenge.h109364432.Hotel-Information)

![4 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/44000000/43990000/43987500/43987477/3ab4c32d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/44000000/43990000/43987500/43987477/b525f262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/44000000/43990000/43987500/43987477/02634573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/44000000/43990000/43987500/43987477/a3d1a3f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coach House - a house that sleeps 8 guests in 4 bedrooms

[](https://www.expedia.ca/Gosport-Hotels-Coach-House-A-House-That-Sleeps-8-Guests-In-4-Bedrooms.h43987477.Hotel-Information)

Gosport

9.4/10

Exceptional

(3 reviews)

"Peaceful and spacious house with all rooms en suite affording individual privacy when required. Ideally located on bus routes to all attractions. "

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

CHRISTOPHER W.

CA $1,453

CA $1,453 total

includes taxes & fees

Mar 20 - Mar 21

[](https://www.expedia.ca/Gosport-Hotels-Coach-House-A-House-That-Sleeps-8-Guests-In-4-Bedrooms.h43987477.Hotel-Information)

![House, 5 Bedrooms, Accessible, Smoking | Interior](https://images.trvl-media.com/lodging/123000000/122540000/122539100/122539066/3e8e1fba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 5 Bedrooms, Accessible, Smoking](https://images.trvl-media.com/lodging/123000000/122540000/122539100/122539066/c17690d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 5 Bedrooms, Accessible, Smoking | Dining room](https://images.trvl-media.com/lodging/123000000/122540000/122539100/122539066/fae78886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 5 Bedrooms, Accessible, Smoking | Property grounds](https://images.trvl-media.com/lodging/123000000/122540000/122539100/122539066/w2048h2719x0y15-26c04a08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relax in This Charming East Cowes House With Garden and BBQ

[](https://www.expedia.ca/East-Cowes-Hotels-Relax-In-This-Charming-East-Cowes-House-With-Garden-And-BBQ.h122539066.Hotel-Information)

East Cowes

CA $331

CA $397 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/East-Cowes-Hotels-Relax-In-This-Charming-East-Cowes-House-With-Garden-And-BBQ.h122539066.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/75000000/74980000/74970700/74970691/16fdf234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/75000000/74980000/74970700/74970691/f4459897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74980000/74970700/74970691/c77a0d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/75000000/74980000/74970700/74970691/16bb8dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rampart View - a house that sleeps 6 guests in 3 bedrooms

[](https://www.expedia.ca/Gosport-Hotels-Rampart-View-A-House-That-Sleeps-6-Guests-In-3-Bedrooms.h74970691.Hotel-Information)

Gosport

9.6/10

Exceptional

(8 reviews)

"Clean, modern and comfortable. Great location for a stay in Portsmouth/Gosport, especially if using public transport."

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

Marina H.

CA $1,368

CA $1,368 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Gosport-Hotels-Rampart-View-A-House-That-Sleeps-6-Guests-In-3-Bedrooms.h74970691.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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## Find vacation rentals that suit your style

Aparthotels

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Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=APARTMENT)

Cottages

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Cabins

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Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=VACATION_HOME)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=CHALET)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=CONDO)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=RESIDENCE)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=HOUSE_BOAT)

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## Top Winchester Hotel Reviews

![Harbour Hotel Southampton](https://images.trvl-media.com/lodging/20000000/19510000/19504400/19504324/68c45722_y.jpg)

### Harbour Hotel Southampton

10/10 Excellent

"Great room with plenty of space. "

[](https://expedia.ca/Southampton-Hotels-Southampton-Harbour-Hotel.h19504324.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

"Room was spotless, staff were lovely, gym was useful "

[](https://expedia.ca/Winchester-Hotels-The-Winchester-Hotel-Spa.h26080.Hotel-Information)

![Royal Maritime Hotel](https://images.trvl-media.com/lodging/16000000/15090000/15086700/15086665/8c64c9ac_y.jpg)

### Royal Maritime Hotel

10/10 Excellent

"Friendly staff beautifully decorated convenient location"

[](https://expedia.ca/Portsmouth-Hotels-The-Royal-Maritime-Club.h15086665.Hotel-Information)

![Norton Park Hotel, Spa & Manor House](https://images.trvl-media.com/lodging/3000000/2780000/2773900/2773823/757d6db6_y.jpg)

### Norton Park Hotel, Spa & Manor House

10/10 Excellent

"Everything was good"

[](https://expedia.ca/Winchester-Hotels-Norton-Park.h2773823.Hotel-Information)

![Leonardo Hotel Southampton ](https://images.trvl-media.com/lodging/2000000/1180000/1178300/1178290/0c96afed_y.jpg)

### Leonardo Hotel Southampton 

10/10 Excellent

"A very clean room, and very polite staff. "

[](https://expedia.ca/Southampton-Hotels-Jurys-Inn-Southampton.h1178290.Hotel-Information)

![Village Hotel Southampton Eastleigh](https://images.trvl-media.com/lodging/65000000/64270000/64264800/64264792/67cc524a_y.jpg)

### Village Hotel Southampton Eastleigh

10/10 Excellent

"Clean room and well located. A good breakfast selection."

[](https://expedia.ca/Eastleigh-Hotels-Village-Hotel-Southampton-Eastleigh.h64264792.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

"Spotless and staff very helpful "

[](https://expedia.ca/Southampton-Hotels-Leonardo-Royal-Southampton-Grand-Harbour.h19955.Hotel-Information)

![voco Winchester Hotel & Spa by IHG](https://images.trvl-media.com/lodging/4000000/3440000/3430900/3430824/bec3fe8c_y.jpg)

### voco Winchester Hotel & Spa by IHG

10/10 Excellent

"Breakfast team were really clued up about my coeliac disease and the choices were really good"

[](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester.h3430824.Hotel-Information)

![DoubleTree by Hilton Southampton](https://images.trvl-media.com/lodging/1000000/20000/10400/10397/545dc144_y.jpg)

### DoubleTree by Hilton Southampton

10/10 Excellent

"Clean, comfortable, nice hotel in a convenient location."

[](https://expedia.ca/Southampton-Hotels-DoubleTree-By-Hilton-Hotel-Southampton.h10397.Hotel-Information)

## Find out more about Winchester

## Winchester Vacation Homes information

| Number of reviews | 81                 |
| ----------------- | ------------------ |
| Accommodation     | 579 Vacation Homes |
| Lowest Price      | CA $137            |
| Highest Price     | CA $2,384          |

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- [Flights from Ontario (ONT) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/ont/sou/ontario-to-southampton)
- [Flights from Trieste (TRS) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/trs/sou/trieste-to-southampton)
- [Flights from Edmonton (YEG) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yeg/sou/edmonton-to-southampton)
- [Flights from Hamilton (YHM) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yhm/sou/hamilton-to-southampton)
- [Flights from Halifax (YHZ) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yhz/sou/halifax-to-southampton)
- [Flights from Kitchener (YKF) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/ykf/sou/kitchener-to-southampton)
- [Flights from Owen Sound (YOS) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yos/sou/owen-sound-to-southampton)
- [Flights from Ottawa (YOW) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yow/sou/ottawa-to-southampton)
- [Flights from Windsor (YQG) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yqg/sou/windsor-to-southampton)
- [Flights from Montreal (YUL) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yul/sou/montreal-to-southampton)
- [Flights from Vancouver (YVR) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yvr/sou/vancouver-to-southampton)
- [Flights from Winnipeg (YWG) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/ywg/sou/winnipeg-to-southampton)
- [Flights from Calgary (YYC) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yyc/sou/calgary-to-southampton)
- [Flights from St. John's (YYT) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yyt/sou/st-johns-to-southampton)
- [Flights from Toronto (YYZ) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yyz/sou/toronto-to-southampton)

- [City Museum ](https://www.expedia.ca/City-Museum-Winchester.d6092091.Vacation-Attraction)
- [Visit Chandler's Ford ](https://www.expedia.ca/Eastleigh-Chandlers-Ford.dx553248634839114381)
- [Visit Hinton Ampner ](https://www.expedia.ca/Hinton-Ampner.dx3000402454)
- [Hospital of St Cross ](https://www.expedia.ca/Hospital-Of-St-Cross-Winchester.d6279761.Vacation-Attraction)
- [Visit Itchen Abbas ](https://www.expedia.ca/Itchen-Abbas.dx3000434989)
- [Visit King's Somborne ](https://www.expedia.ca/Kings-Somborne.dx3000410040)
- [Sir Harold Hillier Gardens ](https://www.expedia.ca/Sir-Harold-Hillier-Gardens-Romsey.d6280602.Vacation-Attraction)
- [Winchester Cathedral ](https://www.expedia.ca/Winchester-Cathedral-Winchester.d6092087.Vacation-Attraction)
- [Winchester City Mill ](https://www.expedia.ca/Winchester-City-Mill-Winchester.d6258721.Vacation-Attraction)
- [Winchester Science Centre and Planetarium ](https://www.expedia.ca/Winchester-Science-Centre-And-Planetarium-Winchester.d6265020.Vacation-Attraction)

- [Car rental Eastleigh ](https://www.expedia.ca/Car-Rentals-In-Eastleigh.d4631.Car-Rental-Guide)
- [Car rentals near The Race Centre ](https://www.expedia.ca/Car-Rentals-In-The-Race-Centre.d553248621532491559.Car-Rental-Guide)
- [Car rentals near Hampshire ](https://www.expedia.ca/Destinations-In-Hampshire.d603237.Car-Rental-Destinations)

- [Hampshire Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hampshire.d603237.Vacation-Rental-Destinations)