Title: Winsor Vacation Home Rentals from CA $51: Search Top Private Vacation Homes for Rent | Expedia.ca

 

[Winsor Travel Guide](https://expedia.ca/Winsor.dx3000381484)[Hotels in Winsor](https://expedia.ca/Winsor-Hotels.d3000381484.Travel-Guide-Hotels)[Vacation Rentals in Winsor](https://expedia.ca/Winsor-Vacation-Rentals.d3000381484.Travel-Guide-VacationRentals)[Winsor Car Rentals](https://expedia.ca/Car-Rentals-In-Winsor.d3000381484.Car-Rental-Guide)[Winsor Vacation Packages](https://expedia.ca/Winsor.d3000381484.Destination-Travel-Guides)

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# Winsor Vacation Rentals

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## Check prices for these dates

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=3000381484&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=3000381484&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3000381484&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=3000381484&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Winsor Vacation Homes

![Exterior](https://images.trvl-media.com/lodging/7000000/6180000/6175200/6175183/ce714431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/7000000/6180000/6175200/6175183/d8418138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/7000000/6180000/6175200/6175183/ec85f2da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/7000000/6180000/6175200/6175183/9391f155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Cliff House Hotel

New Milton

9.4/10

Exceptional

(403)

"Great location, food, accomodation and pleasant staff."

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

Anthony

CA $198

CA $238 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/New-Milton-Hotels-The-Cliff-House-Hotel.h6175183.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113940000/113932900/113932890/84ac05ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113940000/113932900/113932890/47faca3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113940000/113932900/113932890/22c63f56.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/114000000/113940000/113932900/113932890/70c13f4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Enchanting Silver Birch Retreat, New Forest

Southampton

10/10

Exceptional

(1)

"Exceptional new renovation. Spectacular kitchen facilities and provisions. Great location for access to The New Forest. Wish we were staying here longer. One of the best properties of our trip. "

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

Gail V.

CA $199

CA $383 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Southampton-Hotels-The-Enchanting-Silver-Birch-Retreat.h113932890.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/74000000/73450000/73441000/73440982/273cf557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/74000000/73450000/73441000/73440982/cfc1b571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73450000/73441000/73440982/4ea0d243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/74000000/73450000/73441000/73440982/7fe23adb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

Cowes Isle of Wight

10/10

Exceptional

(4)

"High quality property. Everything is spotless and to a high standard. Amazing bed sheets and bed. Some great toys for the kids. Highly recommended (and I NEVER leave reviews) "

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

julien

CA $166

CA $357 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Cowes-Hotels-The-Nautilus-Cowes-IOW-2-Bedroom-Bungalowgarden.h73440982.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/25000000/24920000/24910200/24910197/762189db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free toiletries, hair dryer, towels, toilet paper](https://images.trvl-media.com/lodging/25000000/24920000/24910200/24910197/45c5bc10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24920000/24910200/24910197/d02626dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/25000000/24920000/24910200/24910197/53b70ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury shepherd's hut

Bransgore

9.8/10

Exceptional

(41)

"Great little place in great location plenty of space to relax and unwind"

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

Paul C.

CA $221

CA $252 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Christchurch-Hotels-Luxury-Shepherds-Hut.h24910197.Hotel-Information)

![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)

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

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106550000/106544900/106544866/61e09019.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)

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

Freemantle

CA $52

CA $90 total

includes taxes & fees

Nov 16 - Nov 17

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

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/114000000/113880000/113877800/113877774/304c4d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113880000/113877800/113877774/9b1d12da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113880000/113877800/113877774/13bd4782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113880000/113877800/113877774/7e779d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful barn stay near Lymington with private garden

Lymington

8.0/10

Very good

(1)

"Great host and property had a lovely stay"

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

Carly

CA $258

CA $387 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Lymington-Hotels-Beautiful-Escape-In-New-Forest-With-Hot-Hub.h113877774.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)

![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)

![Smart TV](https://images.trvl-media.com/lodging/110000000/109110000/109109100/109109004/2acfa574.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)

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

Dibden Purlieu

9.4/10

Exceptional

(6)

"Great location, xxx"

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

Christopher K.

CA $299

CA $339 total

includes taxes & fees

Nov 10 - Nov 11

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

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/122000000/121080000/121072600/121072511/6717e74f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/122000000/121080000/121072600/121072511/cc426e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/122000000/121080000/121072600/121072511/cfd86baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/122000000/121080000/121072600/121072511/29730edf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Darwin road guest house room 2

Freemantle

CA $42

CA $51 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Southampton-Hotels-Darwin-Road-Guest-House-Room-2.h121072511.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/47000000/46380000/46373700/46373621/ef89722f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/47000000/46380000/46373700/46373621/125f158e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/47000000/46380000/46373700/46373621/cce6e007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/47000000/46380000/46373700/46373621/b4e91da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Annex Ferndown

Ferndown

8.6/10

Excellent

(7)

"The main door is awkward. The joining instructions said the indoor handle might break if the door is opened too wide without care. The handle was broken before we arrived, but still operated. The beds are very low, and could be awkward for anyone with a disability. Similarly, the main door, although perfectly wide for a wheelchair doesn't have a ramp, so there is a step, perhaps a surprise for a ground floor property. The bedrooms could do with chairs. The property details folder was on the...

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

Robert C.

CA $166

CA $387 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Ferndown-Hotels-Ferndown-Holiday-Let.h46373621.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105350000/105346900/105346886/934db791.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)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/106000000/105350000/105346900/105346886/c1a0c8a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105350000/105346900/105346886/5656cf8f.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

Southampton

10/10

Exceptional

(3)

"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 $299

CA $464 total

includes taxes & fees

Nov 4 - Nov 5

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74840000/74837700/74837623/6788a072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74840000/74837700/74837623/7064040d.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/75000000/74840000/74837700/74837623/689d1ec4.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)

### 3 Bedrooms house ideal for long Stays!

Southampton

10/10

Exceptional

(3)

"Great location, lovely clean property can recommend."

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

Michael R.

CA $204

CA $327 total

includes taxes & fees

Nov 13 - Nov 14

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

![Private kitchen](https://images.trvl-media.com/lodging/105000000/104820000/104814800/104814707/df396534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/105000000/104820000/104814800/104814707/0bf0246e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/105000000/104820000/104814800/104814707/04b0b4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, WiFi](https://images.trvl-media.com/lodging/105000000/104820000/104814800/104814707/1e9d002e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Homely 4 Bedroom large house inc free parking

Bournemouth

7.0/10

Good

(2)

CA $173

CA $367 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Bournemouth-Hotels-Homely-4-Bedroom-Large-House-Inc-Free-Parking.h104814707.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/120000000/119950000/119949600/119949570/w4000h2660x0y0-345e4fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119950000/119949600/119949570/w4000h2784x0y0-36220ae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119950000/119949600/119949570/w4000h2785x0y0-61dd061a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119950000/119949600/119949570/w4000h2784x0y0-f2a3612e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Porcupine Cave : Ensuite /self\_check in /private entrance / private parking.

Fareham

CA $105

CA $135 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Fareham-Hotels-Porcupine-Cave-Ensuite-Selfcheck-In-Private-Entrance-Private-Parking.h119949570.Hotel-Information)

![Bungalow, 2 Bedrooms, Patio, City View | Property grounds](https://images.trvl-media.com/lodging/117000000/116890000/116880800/116880757/77a230a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bungalow, 2 Bedrooms, Patio, City View | Laundry](https://images.trvl-media.com/lodging/117000000/116890000/116880800/116880757/14bdbf9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bungalow, 2 Bedrooms, Patio, City View | Exterior detail](https://images.trvl-media.com/lodging/117000000/116890000/116880800/116880757/ab61f940.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bungalow, 2 Bedrooms, Patio, City View](https://images.trvl-media.com/lodging/117000000/116890000/116880800/116880757/30230e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Retreat in Southampton's Countryside

Southampton

CA $299

CA $443 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Southampton-Hotels-Peaceful-Retreat-In-Southamptons-Countryside.h116880757.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113780000/113777500/113777408/5285c0f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113780000/113777500/113777408/4e747410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113780000/113777500/113777408/ee44b6c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/114000000/113780000/113777500/113777408/aaa93d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cosy retreat in Ringwood New Forest Town Centre

Ringwood

9.0/10

Wonderful

(2)

"the house was well presented and comfortable. All aspects of our stay were enjoyable"

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

Charles F.

CA $300

CA $374 total

includes taxes & fees

Nov 28 - Nov 29

[](https://www.expedia.ca/Ringwood-Hotels-Cosy-Retreat-In-Ringwood-New-Forest-Town-Centre.h113777408.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117520000/117512900/117512826/531953ad.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/118000000/117520000/117512900/117512826/77b5cd8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117520000/117512900/117512826/7aa02ebf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117520000/117512900/117512826/c43d6ff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful New Forest Hideaway

West Wellow

CA $193

CA $286 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Romsey-Hotels-Beautiful-New-Forest-Hideaway.h117512826.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/34000000/33600000/33590100/33590007/de98d3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33600000/33590100/33590007/495f4e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33600000/33590100/33590007/b4f80e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33600000/33590100/33590007/1990d064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pamper house holiday home and annex

Ferndown

10/10

Exceptional

(19)

"The house was perfect for our needs, lovely and clean, easy check in and great communication. Would highly recommend."

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

Kristina M.

CA $1,500

CA $2,016 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Ferndown-Hotels-Pamper-House-Holiday-Home-And-Annex.h33590007.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95210000/95201900/95201827/5e1a4dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95210000/95201900/95201827/647dbab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/96000000/95210000/95201900/95201827/9335c9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95210000/95201900/95201827/6ea2f3d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4-bedroom house in prime location

Hampshire

10/10

Exceptional

(2)

"Lovely house, spotlessly clean. Heating was on when we arrived and the Christmas tree was twinkling. The house is spacious and welcoming. The hosts are very helpful. Sky glass tv in the lounge was brilliant Loved the musical theme throughout Would definitely book again We had a great Christmas stay"

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

Yvonne B.

CA $670

CA $959 total

includes taxes & fees

Nov 22 - Nov 23

[](https://www.expedia.ca/Southampton-Hotels-4-Bedroom-House-In-Prime-Location.h95201827.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110130000/110126400/110126351/1faef26a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110130000/110126400/110126351/9512edb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110130000/110126400/110126351/36e69041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110130000/110126400/110126351/327a6a7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Perfect 2-bedroom house, Albert cottage with WiFi in charming Southampton

Portswood

CA $240

CA $293 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Southampton-Hotels-Perfect-2-Bedroom-House.h110126351.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/109000000/108020000/108015200/108015134/bc498b35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108020000/108015200/108015134/a1891167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108020000/108015200/108015134/d3270f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/109000000/108020000/108015200/108015134/10c4396c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wilmer House

Eastleigh

6.0/10

(1)

"Paid £74 for a room with no kettle or TV, and wasn't even ensuit, so for me the price was about £24 too much, the bathroom was right next to my room, and the girl in another room was in and out to the bathroom all night, and then decided she was going to have a shower at 6.30am and then dry her hair, the room was comfortable and there was a kitchen and TV downstairs but nowhere to sit and watch TV as. The 1 armchair was covered in laundry and I didn't fancy sitting on a stool at the kitchen...

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

paul

CA $92

CA $122 total

includes taxes & fees

Nov 7 - Nov 8

[](https://www.expedia.ca/Eastleigh-Hotels-Wilmer-Guest-House.h108015134.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=2025-11-17&endDate=2025-11-18&regionId=3000381484&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Winsor Hotel Reviews

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

### Leonardo Hotel Southampton

10/10 Excellent

"clean room and friendly staff. Central location and quiet. Good breakfast selection "

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

![Macdonald Botley Park Hotel & Spa](//images.trvl-media.com/lodging/1000000/10000/9400/9369/4a8e2deb_y.jpg)

### Macdonald Botley Park Hotel & Spa

10/10 Excellent

"Great customer service on check in. Friendly and helpful. Room clean and comfortable."

[](https://expedia.ca/Southampton-Hotels-Macdonald-Botley-Park-Hotel-Spa.h9369.Hotel-Information)

![Moxy Southampton](//images.trvl-media.com/lodging/43000000/42110000/42101700/42101688/92beb57c_y.jpg)

### Moxy Southampton

10/10 Excellent

"No"

[](https://expedia.ca/Southampton-Hotels-Moxy-By-Marriott-Southampton.h42101688.Hotel-Information)

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

### Harbour Hotel Southampton

10/10 Excellent

"Beautiful hotel.Lovely staff .Super rooms and incredibly clean."

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

![Leonardo Royal Southampton Grand Harbour](//images.trvl-media.com/lodging/1000000/20000/20000/19955/662fccb6_y.jpg)

### Leonardo Royal Southampton Grand Harbour

10/10 Excellent

"Breakfast and parking included. I had forgotten my cruise boarding passes and cruise parking certificate. Magdalena on reception was brilliant in getting copies printed from my email."

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

![The Star Hotel](//images.trvl-media.com/lodging/2000000/1230000/1223100/1223013/3d2213f7_y.jpg)

### The Star Hotel

10/10 Excellent

"We had a lovely warm welcome, what a beautiful historic building. We just loved the whole atmosphere of this hotel. It was centrally located as well, making it easy to see Southampton without a vehicle. "

[](https://expedia.ca/Southampton-Hotels-The-Star-Hotel.h1223013.Hotel-Information)

![room2 Southampton Hometel](//images.trvl-media.com/lodging/23000000/22610000/22608700/22608660/884f1de7_y.jpg)

### room2 Southampton Hometel

10/10 Excellent

"Great location and rooms. Very convenient and modern look of hotel was nice. Close to restaurants and sites. Would definitely choose this hotel again"

[](https://expedia.ca/Southampton-Hotels-Room2-Southampton.h22608660.Hotel-Information)

![Holiday Inn Express Southampton M27 Jct7 by IHG](//images.trvl-media.com/lodging/1000000/980000/977300/977282/fc514007_y.jpg)

### Holiday Inn Express Southampton M27 Jct7 by IHG

10/10 Excellent

"I was visiting from the United States. The hotel was very nice. The front desk staff was excellent getting us a taxi to the port. There was only one gentleman who had not a very nice attitude and he worked at the bar, tall white guy. I had a handicap room that I did not care for, but that was all that was available when I checked in overall The hotel was nice."

[](https://expedia.ca/Southampton-Hotels-Holiday-Inn-Express-Southampton-M27-Jct7.h977282.Hotel-Information)

![The Winchester Hotel & Spa](//images.trvl-media.com/lodging/1000000/30000/26100/26080/4127003a_y.jpg)

### The Winchester Hotel & Spa

10/10 Excellent

"Fantastic stay"

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

## Find out more about Winsor

## Winsor Vacation Homes information

| Number of reviews | 485 |
| --- | --- |
| Accommodation | 488 Vacation Homes |
| Lowest Price | CA $51 |
| Highest Price | CA $2,016 |