Title: Winchester Vacation Home Rentals from CA $93: 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

Next weekend

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

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 one month

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In 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)

## 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)

![Dining](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882133/b48ff27b.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)

![Interior](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882133/b9f804d6.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 $1,465

CA $1,491 total

includes taxes & fees

Jan 16 - Jan 17

[](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)

![Interior](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882120/2ca8078e.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)

### Birdsong Mansion sleeps 12 Twyford Winchester

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

Winchester

CA $1,861

CA $1,887 total

includes taxes & fees

Jan 16 - Jan 17

[](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)

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

![Smart TV](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882122/6d5e54fe.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 $498

CA $534 total

includes taxes & fees

Jan 16 - Jan 17

[](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)

![Interior](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183237/e55f5143.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)

![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)

### Piping Green 4Bedroom House

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

Colden Common

CA $532

CA $567 total

includes taxes & fees

Jan 16 - Jan 17

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

![Property grounds](https://images.trvl-media.com/lodging/40000000/39440000/39439300/39439208/102ab6c6.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

(18 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 $2,052

CA $2,052 total

includes taxes & fees

Jan 19 - Jan 20

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

![TV](https://images.trvl-media.com/lodging/123000000/122860000/122859200/122859167/e510f1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122860000/122859200/122859167/35614543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122860000/122859200/122859167/0bde08f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122860000/122859200/122859167/f4a39dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Contractor &Leisure stay.4BR all en-suite +Parking

[](https://www.expedia.ca/Portsmouth-Hotels-Contractor-Leisure-Stay4BR-All-En-Suite-Parking.h122859167.Hotel-Information)

Cosham

10/10

Exceptional

(1 review)

"Everything was lovely. Bedrooms were so cozy. The host answered every question really well (I asked a lot). Honestly such a lovely place to stay. I loved that every room had a bathroom and that there was anything you could need in the kitchen. Honestly amazing. "

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

Kim G.

CA $347

CA $347 total

includes taxes & fees

Feb 6 - Feb 7

[](https://www.expedia.ca/Portsmouth-Hotels-Contractor-Leisure-Stay4BR-All-En-Suite-Parking.h122859167.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)

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

![Property grounds](https://images.trvl-media.com/lodging/100000000/99510000/99502700/99502695/ad8e280e.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)

### 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 $298

CA $369 total

includes taxes & fees

Feb 2 - Feb 3

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

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/106000000/105350000/105346900/105346886/193052f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/106000000/105350000/105346900/105346886/6a1c04a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105350000/105346900/105346886/25a84a40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105350000/105346900/105346886/934db791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### modern Bungalow with hot tub, garden, bbq & Netflix 10 min drive to city centre

[](https://www.expedia.ca/Southampton-Hotels-Modern-Bungalow-With-Hot-Tub.h105346886.Hotel-Information)

Southampton

10/10

Exceptional

(3 reviews)

"The accommodation was very comfortable and perfectly situated for a pre cruise stay! The beds were comfortable and the kitchen was very well equipped! Comfy sofas in the lounge and great internet! Highly recommended! Would definitely book again! Great host too! "

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

Michael H.

CA $302

CA $472 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Southampton-Hotels-Modern-Bungalow-With-Hot-Tub.h105346886.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)

![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)

![TV, fireplace](https://images.trvl-media.com/lodging/115000000/114220000/114217400/114217322/d7a4c792.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)

### 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 $651

CA $782 total

includes taxes & fees

Jan 29 - Jan 30

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

![Dining](https://images.trvl-media.com/lodging/110000000/109370000/109364500/109364432/1a3df95a.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)

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109370000/109364500/109364432/bd344e28.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 $756

CA $864 total

includes taxes & fees

Jan 23 - Jan 24

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

![Dining](https://images.trvl-media.com/lodging/108000000/107910000/107909900/107909839/343545fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/108000000/107910000/107909900/107909839/19dc081f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107910000/107909900/107909839/8a911f58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/108000000/107910000/107909900/107909839/d0b4d027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish 3 Bedroom Getaway | City Central

[](https://www.expedia.ca/Portsmouth-Hotels-City-Central-Stylish-3BR-Getaway.h107909839.Hotel-Information)

Southsea

CA $161

CA $348 total

includes taxes & fees

Jan 17 - Jan 18

[](https://www.expedia.ca/Portsmouth-Hotels-City-Central-Stylish-3BR-Getaway.h107909839.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183245/5a42b9a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183245/f924e1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183245/dc9c2d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183245/135c3411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Frankland - Emsworth 3 Bedroom

[](https://www.expedia.ca/Emsworth-Hotels-Frankland-Emsworth-3-Bedroom.h89183245.Hotel-Information)

Emsworth

8.0/10

Very good

(1 review)

"The property had everything that you needed. The area is lovely. The host answered all our questions and was very helpful. Was clean and tidy. We will definitely stay again when we are next visiting family."

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

Paul C.

CA $274

CA $296 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Emsworth-Hotels-Frankland-Emsworth-3-Bedroom.h89183245.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)

![Dining](https://images.trvl-media.com/lodging/35000000/34050000/34044400/34044373/39914bbf.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 $2,250

CA $2,250 total

includes taxes & fees

Jan 26 - Jan 27

[](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/75000000/74840000/74837700/74837623/e565703b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74840000/74837700/74837623/bc40b114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/75000000/74840000/74837700/74837623/32b4d3de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74840000/74837700/74837623/2853a7f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 Bedrooms house ideal for long Stays!

[](https://www.expedia.ca/Southampton-Hotels-Perfect-For-Contractors.h74837623.Hotel-Information)

Southampton

10/10

Exceptional

(3 reviews)

"Great location, lovely clean property can recommend."

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

Michael R.

CA $168

CA $282 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Southampton-Hotels-Perfect-For-Contractors.h74837623.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183232/18ef8165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183232/d3d2161a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183232/16cea712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183232/b4636dcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Saxon Corner Emsworth 3bed BRAND NEW HOUSE

[](https://www.expedia.ca/Emsworth-Hotels-Saxon-Corner-Emsworth-3bed-BRAND-NEW-HOUSE.h89183232.Hotel-Information)

Emsworth

10/10

Exceptional

(2 reviews)

"Lovely clean house, with all the amenities supplied that are needed. Comfortable and easy to feel at home."

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

Elaine W.

CA $405

CA $437 total

includes taxes & fees

Jan 16 - Jan 17

[](https://www.expedia.ca/Emsworth-Hotels-Saxon-Corner-Emsworth-3bed-BRAND-NEW-HOUSE.h89183232.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)

![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)

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

![TV](https://images.trvl-media.com/lodging/104000000/103070000/103061700/103061695/4b5eace9.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 $236

CA $384 total

includes taxes & fees

Jan 20 - Jan 21

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

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106550000/106544900/106544866/61e09019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/107000000/106550000/106544900/106544866/c1f4e0d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/107000000/106550000/106544900/106544866/108093a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106550000/106544900/106544866/5ca6fe26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cosy En-suite Room in the City Centre Room 14

[](https://www.expedia.ca/Southampton-Hotels-Cosy-En-Suite-Room-In-The-City-Centre-Room-14.h106544866.Hotel-Information)

Freemantle

CA $54

CA $93 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Southampton-Hotels-Cosy-En-Suite-Room-In-The-City-Centre-Room-14.h106544866.Hotel-Information)

![4 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/104000000/103480000/103471600/103471544/cc8c5e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103480000/103471600/103471544/f2daeb25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103480000/103471600/103471544/aaf6696d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103480000/103471600/103471544/48a61373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cedar House 4bedroom

[](https://www.expedia.ca/Eastleigh-Hotels-Cedar-House-4bedroom.h103471544.Hotel-Information)

Hampshire

CA $340

CA $371 total

includes taxes & fees

Jan 16 - Jan 17

[](https://www.expedia.ca/Eastleigh-Hotels-Cedar-House-4bedroom.h103471544.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114310000/114302800/114302745/8ea4a55a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114310000/114302800/114302745/e00f08aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114310000/114302800/114302745/14a6b258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, stereo](https://images.trvl-media.com/lodging/115000000/114310000/114302800/114302745/8a98019a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mill Down Cottage -Hambledon Vineyard

[](https://www.expedia.ca/Waterlooville-Hotels-Mill-Down-Cottage-Hambledon-Vineyard-Estate.h114302745.Hotel-Information)

Hambledon

CA $205

CA $412 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Waterlooville-Hotels-Mill-Down-Cottage-Hambledon-Vineyard-Estate.h114302745.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/104000000/103480000/103471600/103471542/c7385d7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/104000000/103480000/103471600/103471542/95b48015.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/104000000/103480000/103471600/103471542/7c6560c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103480000/103471600/103471542/b87c31be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Heathlands 4bed House

[](https://www.expedia.ca/Eastleigh-Hotels-Heathlands-4bed-House.h103471542.Hotel-Information)

Chandler's Ford

CA $362

CA $397 total

includes taxes & fees

Jan 16 - Jan 17

[](https://www.expedia.ca/Eastleigh-Hotels-Heathlands-4bed-House.h103471542.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

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Villas

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Condos

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Houseboats

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Residences

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## 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 Vacation Homes information

| Number of reviews | 59                 |
| ----------------- | ------------------ |
| Accommodation     | 579 Vacation Homes |
| Lowest Price      | CA $93             |
| Highest Price     | CA $2,250          |

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- [Flights from London (LON) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/lon/sou/london-to-southampton)
- [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)