Title: Winsor Vacation Home Rentals from CA $44: 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)

![Enclosure on Copythorne Common. Copythorne Common was once part of the New Forest's adjacent commons, but was annexed when the Forest's perambulation was fenced and gridded in the 1960s. The Common is now privately owned, but a portion of it north of the M27 motorway is Access Land. On the left of this photo is the southern edge of a four-sided enclosure defined by a bank and external ditch (marked on the OS 1:25000 Explorer map). Mature oak trees are growing on the bank, showing that the enclosure is at least a few hundred years old.](https://images.trvl-media.com/place/3000381484/8babd6a8-30e6-4da0-97ec-a8c79df3f3e3.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Winsor Vacation Rentals

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## Check prices for these dates

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=3000381484&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[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)

In one month

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000381484&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=3000381484&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)

## Our top choices for Winsor vacation homes

![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/110000000/109110000/109109100/109109004/9e4f30ae.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)

### 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)

"Great location, xxx"

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

Christopher K.

CA $232

CA $264 total

includes taxes & fees

Dec 24 - Dec 25

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

![Restaurant](https://images.trvl-media.com/lodging/7000000/6180000/6175200/6175183/7ea4dce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Double Room, Ensuite, Sea View (Wright)](https://images.trvl-media.com/lodging/7000000/6180000/6175200/6175183/8bf421a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Double Room, Ensuite, Sea View (Plymouth)](https://images.trvl-media.com/lodging/7000000/6180000/6175200/6175183/fd724375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Cliff House Hotel

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

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 $261

CA $313 total

includes taxes & fees

Dec 22 - Dec 23

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

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/74000000/73450000/73441000/73440982/66c99cde.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)

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

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

Cowes Isle of Wight

10/10

Exceptional

(4)

"Unassuming from the outside, excellently decorated and equipped internally, including a nice garden."

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

Simon S.

CA $224

CA $432 total

includes taxes & fees

Dec 20 - Dec 21

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

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

![Bathroom](https://images.trvl-media.com/lodging/107000000/106550000/106544900/106544866/03746b2a.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)

### 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 $52

CA $90 total

includes taxes & fees

Jan 18 - Jan 19, 2026

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

![Smart TV](https://images.trvl-media.com/lodging/114000000/113940000/113932500/113932435/f891c9e3.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/114000000/113940000/113932500/113932435/db9e43db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113940000/113932500/113932435/87f62765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/114000000/113940000/113932500/113932435/8e4e4bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Charming Redwood Escape, New Forest

[](https://www.expedia.ca/Southampton-Hotels-Charming-Redwood-Escape.h113932435.Hotel-Information)

Southampton

10/10

Exceptional

(1)

"Lovely place to stay. Right next to the new forest national park with easy access to so many nearby attractions. Will definitely return again. "

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

Geoff

CA $283

CA $590 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Southampton-Hotels-Charming-Redwood-Escape.h113932435.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)

![Interior](https://images.trvl-media.com/lodging/114000000/113880000/113877800/113877774/b62a76d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/114000000/113880000/113877800/113877774/e471b377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful barn stay near Lymington with private garden

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

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 $238

CA $367 total

includes taxes & fees

Jan 13 - Jan 14, 2026

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

![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)

![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)

### Luxury shepherd's hut

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

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 $253 total

includes taxes & fees

Dec 21 - Dec 22

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

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/122000000/121080000/121072400/121072395/507fe50a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/122000000/121080000/121072400/121072395/2051ca86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/122000000/121080000/121072400/121072395/94c3d647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/122000000/121080000/121072400/121072395/4a91eefb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Darwin road guest house room 3

[](https://www.expedia.ca/Southampton-Hotels-Darwin-Road-Guest-House-Room-3.h121072395.Hotel-Information)

Freemantle

CA $44

CA $44 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Southampton-Hotels-Darwin-Road-Guest-House-Room-3.h121072395.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)

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

![Outdoor dining](https://images.trvl-media.com/lodging/47000000/46380000/46373700/46373621/5d5399db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Annex Ferndown

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

Ferndown

8.6/10

Excellent

(7)

"I plan to stay here again the next time I come to Ferndown. Great location, small but perfectly designed space, very comfortable and well equipped. Comfortable beds."

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

claire c.

CA $166

CA $387 total

includes taxes & fees

Jan 12 - Jan 13, 2026

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

![Exterior](https://images.trvl-media.com/lodging/124000000/123760000/123756700/123756623/65d3b667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123760000/123756700/123756623/c2a611b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123760000/123756700/123756623/70c8bd1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/124000000/123760000/123756700/123756623/2f973b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Annex is a delightful one-bedroom property that offers a cosy atmosphere

[](https://www.expedia.ca/Salisbury-Hotels-The-Annex-Is-A-Delightful-One-Bedroom-Property-That-Offers-A-Cosy-Atmosphere.h123756623.Hotel-Information)

Salisbury

CA $74

CA $103 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Salisbury-Hotels-The-Annex-Is-A-Delightful-One-Bedroom-Property-That-Offers-A-Cosy-Atmosphere.h123756623.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)

![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)

![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/106000000/105350000/105346900/105346886/5656cf8f.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

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

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 $467 total

includes taxes & fees

Dec 21 - Dec 22

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

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/114000000/113780000/113777500/113777408/e26ff703.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)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113780000/113777500/113777408/b82c6dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Cosy retreat in Ringwood New Forest Town Centre

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

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 $207

CA $278 total

includes taxes & fees

Dec 21 - Dec 22

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

![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)

![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)

"Great location, lovely clean property can recommend."

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

Michael R.

CA $267

CA $400 total

includes taxes & fees

Jan 1 - Jan 2, 2026

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

![Smart TV](https://images.trvl-media.com/lodging/118000000/117520000/117512900/117512826/d16962e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117520000/117512900/117512826/a55dd11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117520000/117512900/117512826/32b9e4f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful New Forest Hideaway

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

West Wellow

CA $194

CA $286 total

includes taxes & fees

Dec 21 - Dec 22

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

![Interior](https://images.trvl-media.com/lodging/124000000/123610000/123604900/123604814/7c049c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123610000/123604900/123604814/8aa0b13f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123610000/123604900/123604814/bce6effa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123610000/123604900/123604814/aeba8ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Bed Cosy Christmas Retreat Hot Tub and Fire Dorset

[](https://www.expedia.ca/Wimborne-Hotels-2-Bed-Cosy-Christmas-Retreat-Hot-Tub-And-Fire-Dorset.h123604814.Hotel-Information)

Wimborne

CA $266

CA $437 total

includes taxes & fees

Dec 20 - Dec 21

[](https://www.expedia.ca/Wimborne-Hotels-2-Bed-Cosy-Christmas-Retreat-Hot-Tub-And-Fire-Dorset.h123604814.Hotel-Information)

![Bungalow, 2 Bedrooms, Patio, City View](https://images.trvl-media.com/lodging/117000000/116890000/116880800/116880757/3c0ffb47.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)

![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116890000/116880800/116880757/eac60744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bungalow, 2 Bedrooms, Patio, City View | Living room](https://images.trvl-media.com/lodging/117000000/116890000/116880800/116880757/9053f4ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Retreat in Southampton's Countryside

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

Southampton

CA $303

CA $447 total

includes taxes & fees

Jan 19 - Jan 20, 2026

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

![Three Bedroom House | Living area](https://images.trvl-media.com/lodging/75000000/74190000/74189800/74189762/ba883834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Three Bedroom House | Living area](https://images.trvl-media.com/lodging/75000000/74190000/74189800/74189762/46006d6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Three Bedroom House](https://images.trvl-media.com/lodging/75000000/74190000/74189800/74189762/9f14c44a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Three Bedroom House | Private kitchen](https://images.trvl-media.com/lodging/75000000/74190000/74189800/74189762/c4a494e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Salisbury Residences by Charles Hope

[](https://www.expedia.ca/Salisbury-Hotels-Salisbury-Residences-By-Charles-Hope.h74189762.Hotel-Information)

Salisbury

[](https://www.expedia.ca/Salisbury-Hotels-Salisbury-Residences-By-Charles-Hope.h74189762.Hotel-Information)

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

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

![TV](https://images.trvl-media.com/lodging/105000000/104820000/104814800/104814707/8b3e7cee.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/105000000/104820000/104814800/104814707/1e9d002e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Homely 4 Bedroom large house inc free parking

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

Bournemouth

7.0/10

Good

(2)

CA $243

CA $437 total

includes taxes & fees

Dec 21 - Dec 22

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

![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)

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

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

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

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

Portswood

CA $256

CA $313 total

includes taxes & fees

Dec 22 - Dec 23

[](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)

![Exterior detail](https://images.trvl-media.com/lodging/109000000/108020000/108015200/108015134/9ca085da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/109000000/108020000/108015200/108015134/3cb0835c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wilmer House

[](https://www.expedia.ca/Eastleigh-Hotels-Wilmer-Guest-House.h108015134.Hotel-Information)

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 $68

CA $98 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](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.

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## Find vacation rentals that suit your style

Aparthotels

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Apartments

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Villas

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Private vacation homes

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Houseboats

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Chalets

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Residences

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## Top Winsor Hotel Reviews

![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

"Staff very helpful. Food good at the hotel"

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

![voco Southampton by IHG](https://images.trvl-media.com/lodging/1000000/20000/17500/17411/821a0cfd_y.jpg)

### voco Southampton by IHG

10/10 Excellent

"Convenient location"

[](https://expedia.ca/Southampton-Hotels-Voco-Southampton-By-IHG.h17411.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 clean and perfect for us"

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

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

### Moxy Southampton

10/10 Excellent

"Outstanding service, amazing atmosphere and wonderful facilities. Whatever type of trip you're on this hotel has you covered."

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

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

### Macdonald Botley Park Hotel & Spa

10/10 Excellent

"Great service and really like the little things they did for the kids i.e activity books and the hot chocolate in the room."

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

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

### Leonardo Hotel Southampton 

10/10 Excellent

"Nice room. Nice staff. Lewis was really friendly and made us feel welcome. He sorted out the missing hairdyer too. Give that man a pay rise!! "

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

![ibis budget Southampton Centre](https://images.trvl-media.com/lodging/7000000/6180000/6175000/6174943/47b306b7_y.jpg)

### ibis budget Southampton Centre

10/10 Excellent

"Easy to find and very close to station, I checked in late (after midnight), reception was open and staff very friendly. "

[](https://expedia.ca/Southampton-Hotels-Ibis-Budget-Southampton-Centre.h6174943.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

"Great room, location and staff"

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

"Yes very clean and staff very helpful thanks"

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

## Find out more about Winsor

## Winsor Vacation Homes information

| Number of reviews | 468                |
| ----------------- | ------------------ |
| Accommodation     | 491 Vacation Homes |
| Lowest Price      | CA $44             |
| Highest Price     | CA $590            |