Title: Holiday Rentals Winsor from £54: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

[Winsor Travel Guide](https://expedia.co.uk/Winsor.dx3000381484)[Hotels in Winsor](https://expedia.co.uk/Winsor-Hotels.d3000381484.Travel-Guide-Hotels)[Flights to Winsor](https://expedia.co.uk/Cheap-Flights-To-Winsor.d3000381484.Travel-Guide-Flights)[Winsor Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winsor.d3000381484.Car-Hire-Guide)[Winsor Holidays](https://expedia.co.uk/Winsor.d3000381484.Holidays-City-Breaks)

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## Check prices for these dates

In two weeks

[20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[1 May - 3 May](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&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 four months

[29 May - 31 May](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&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)

## Our top choices for Winsor holiday rentals

![Interior entrance](https://images.trvl-media.com/lodging/23000000/22610000/22608700/22608660/4b40b014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/23000000/22610000/22608700/22608660/884f1de7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/23000000/22610000/22608700/22608660/50fcb967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/23000000/22610000/22608700/22608660/1ed0110d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### room2 Southampton Hometel

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

Southampton City Centre

9.4/10

Exceptional

(1,192 reviews)

"Great location and vibe"

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

Paul

£79

includes taxes & fees

19 Feb - 20 Feb

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

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/121000000/120310000/120303000/120302948/2ad6e529.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/121000000/120310000/120303000/120302948/37c93dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/121000000/120310000/120303000/120302948/c9f87aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120310000/120303000/120302948/631612f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Adorable 2-bedroom apartment in Southampton

[](https://www.expedia.co.uk/Southampton-Hotels-Adorable-2-Bedroom-Apartment-In-Southampton.h120302948.Hotel-Information)

Freemantle

10/10

Exceptional

(2 reviews)

"Apartment was in great condition, no complaints!"

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

Bethany M.

£138

includes taxes & fees

9 Feb - 10 Feb

[](https://www.expedia.co.uk/Southampton-Hotels-Adorable-2-Bedroom-Apartment-In-Southampton.h120302948.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/14000000/13060000/13055800/13055764/127852ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/14000000/13060000/13055800/13055764/e4a162bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Apartment | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/14000000/13060000/13055800/13055764/722a192b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/14000000/13060000/13055800/13055764/45330449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peartree Serviced Apartments

[](https://www.expedia.co.uk/Salisbury-Hotels-Peartree-Serviced-Apartments.h13055764.Hotel-Information)

Salisbury

9.6/10

Exceptional

(308 reviews)

"Enjoyable stay, handy to Salisbury landmarks."

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

Heather

£104

includes taxes & fees

23 Feb - 24 Feb

[](https://www.expedia.co.uk/Salisbury-Hotels-Peartree-Serviced-Apartments.h13055764.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)

![Executive Double Room, Ensuite, Sea View (Plymouth) | 1 bedroom](https://images.trvl-media.com/lodging/7000000/6180000/6175200/6175183/fd724375.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)

### The Cliff House Hotel

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

New Milton

9.4/10

Exceptional

(409 reviews)

"Room and staff excellent enjoyed our stay food good"

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

Keith

£128

includes taxes & fees

11 Feb - 12 Feb

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

![Free WiFi](https://images.trvl-media.com/lodging/124000000/123550000/123548600/123548561/76f59696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/124000000/123550000/123548600/123548561/677227d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/124000000/123550000/123548600/123548561/d7bea290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/124000000/123550000/123548600/123548561/f6645f29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pebbles Guest House - Flat 7

[](https://www.expedia.co.uk/Southampton-Hotels-Pebbles-Guest-House-Flat-7.h123548561.Hotel-Information)

Freemantle

£51

includes taxes & fees

14 Feb - 15 Feb

[](https://www.expedia.co.uk/Southampton-Hotels-Pebbles-Guest-House-Flat-7.h123548561.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/91000000/90320000/90319500/90319428/1662d1e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/91000000/90320000/90319500/90319428/7fb51fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90320000/90319500/90319428/7a9e45be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/91000000/90320000/90319500/90319428/98352fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Two bedroom Cottage walled garden

[](https://www.expedia.co.uk/Christchurch-Hotels-Two-Bedroom-Cottage-Walled-Garden.h90319428.Hotel-Information)

Christchurch

9.6/10

Exceptional

(10 reviews)

"Absolutely perfect stay"

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

Louise M.

£155

includes taxes & fees

18 Feb - 19 Feb

[](https://www.expedia.co.uk/Christchurch-Hotels-Two-Bedroom-Cottage-Walled-Garden.h90319428.Hotel-Information)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/126000000/125540000/125536100/125536078/7d6cb050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Free WiFi](https://images.trvl-media.com/lodging/126000000/125540000/125536100/125536078/793ff297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Bathroom](https://images.trvl-media.com/lodging/126000000/125540000/125536100/125536078/747ab6dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Free WiFi](https://images.trvl-media.com/lodging/126000000/125540000/125536100/125536078/dc8c9631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coventry Road Studio Flat

[](https://www.expedia.co.uk/Southampton-Hotels-Coventry-Road-Studio-Flat.h125536078.Hotel-Information)

The Polygon

£51

includes taxes & fees

10 Feb - 11 Feb

[](https://www.expedia.co.uk/Southampton-Hotels-Coventry-Road-Studio-Flat.h125536078.Hotel-Information)

![Luxury Suite | Premium bedding, Select Comfort beds, desk, laptop workspace](https://images.trvl-media.com/lodging/98000000/97020000/97013300/97013242/540ddf7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/98000000/97020000/97013300/97013242/d90ab9c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Suite | Premium bedding, Select Comfort beds, desk, laptop workspace](https://images.trvl-media.com/lodging/98000000/97020000/97013300/97013242/1729e13d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, Select Comfort beds, desk, laptop workspace](https://images.trvl-media.com/lodging/98000000/97020000/97013300/97013242/a5c23c9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pinnacle Suites

[](https://www.expedia.co.uk/Cowes-Hotels-Pinnacle.h97013242.Hotel-Information)

Cowes

9.8/10

Exceptional

(25 reviews)

"Great place to stay. Facilities are very nice and clean. Zoe is a very helpful and kind host. "

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

Sebastian

£124

includes taxes & fees

14 Feb - 15 Feb

[](https://www.expedia.co.uk/Cowes-Hotels-Pinnacle.h97013242.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/115000000/114100000/114091100/114091071/22b2257a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114100000/114091100/114091071/3958db32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114100000/114091100/114091071/0cf42a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114100000/114091100/114091071/3d26e244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Little Timbers

[](https://www.expedia.co.uk/Ringwood-Hotels-Little-Timbers.h114091071.Hotel-Information)

Ringwood

£287

includes taxes & fees

18 Feb - 19 Feb

[](https://www.expedia.co.uk/Ringwood-Hotels-Little-Timbers.h114091071.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/88000000/87580000/87571900/87571873/bd2fcef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87580000/87571900/87571873/85e63944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/88000000/87580000/87571900/87571873/3cd8f450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87580000/87571900/87571873/0a2ba3a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Farm Cottage on a Secluded 9-acre Equestrian Small Holding

[](https://www.expedia.co.uk/Salisbury-Hotels-Farm-Cottage-On-A-Secluded-9-Acre-Equestrian-Small-Holding.h87571873.Hotel-Information)

Salisbury

10/10

Exceptional

(10 reviews)

"Lovely 1 night stay in beautiful location. Louise very welcoming and property was perfect and very clean."

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

Emily S.

£192

includes taxes & fees

9 Feb - 10 Feb

[](https://www.expedia.co.uk/Salisbury-Hotels-Farm-Cottage-On-A-Secluded-9-Acre-Equestrian-Small-Holding.h87571873.Hotel-Information)

![Spa](https://images.trvl-media.com/lodging/96000000/95050000/95045500/95045482/b4dd21bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Games room](https://images.trvl-media.com/lodging/96000000/95050000/95045500/95045482/a32d826a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95050000/95045500/95045482/f5936e63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/96000000/95050000/95045500/95045482/4b86d2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 4 berth boat on the Isle of Wight for the ultimate relaxation 

[](https://www.expedia.co.uk/Newport-Hotels-Beautiful-4-Berth-Boat-On-The-Isle-Of-Wight-For-The-Ultimate-Relaxation.h95045482.Hotel-Information)

Binfield

10/10

Exceptional

(1 review)

"Best stay! Very new experience of staying in a boat. Amazing location for public services as well. "

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

srini k.

£195

includes taxes & fees

9 Feb - 10 Feb

[](https://www.expedia.co.uk/Newport-Hotels-Beautiful-4-Berth-Boat-On-The-Isle-Of-Wight-For-The-Ultimate-Relaxation.h95045482.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108400000/108398400/108398396/649a6a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108400000/108398400/108398396/0bc70961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/109000000/108400000/108398400/108398396/184a6efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108400000/108398400/108398396/3002a450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool

[](https://www.expedia.co.uk/Eastleigh-Hotels-Romantic-Swiss-Cabin-Hideaway-Hot-Tub-Spa-Pool.h108398396.Hotel-Information)

Chandler's Ford

£98

includes taxes & fees

15 Feb - 16 Feb

[](https://www.expedia.co.uk/Eastleigh-Hotels-Romantic-Swiss-Cabin-Hideaway-Hot-Tub-Spa-Pool.h108398396.Hotel-Information)

![Deluxe Apartment | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/110000000/109070000/109065200/109065173/41e26587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/110000000/109070000/109065200/109065173/acdc998e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/110000000/109070000/109065200/109065173/28caec92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/110000000/109070000/109065200/109065173/5d2db63a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charles Hope Salisbury Centre

[](https://www.expedia.co.uk/Salisbury-Hotels-Charles-Hope-Salisbury-Centre.h109065173.Hotel-Information)

Salisbury

9.6/10

Exceptional

(5 reviews)

"Great location and well appointed apartment"

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

Greg

£149

includes taxes & fees

22 Feb - 23 Feb

[](https://www.expedia.co.uk/Salisbury-Hotels-Charles-Hope-Salisbury-Centre.h109065173.Hotel-Information)

![Luxury Apartment, Accessible, Private Bathroom | Terrace/patio](https://images.trvl-media.com/lodging/119000000/118160000/118157200/118157109/39cdae1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Elite Apartment, Accessible, Private Bathroom (Moss Green) | Dining](https://images.trvl-media.com/lodging/119000000/118160000/118157200/118157109/3820c4a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment, Accessible, Private Bathroom | Dining](https://images.trvl-media.com/lodging/119000000/118160000/118157200/118157109/a7803b18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118160000/118157200/118157109/ab995357.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Itchen River Apartments 

[](https://www.expedia.co.uk/Southampton-Hotels-The-Itchen-River-Apartments.h118157109.Hotel-Information)

Southampton

10/10

Exceptional

(1 review)

"Check-in was quite complicated but the support was good "

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

Robert

£189

includes taxes & fees

16 Feb - 17 Feb

[](https://www.expedia.co.uk/Southampton-Hotels-The-Itchen-River-Apartments.h118157109.Hotel-Information)

![Exclusive Apartment, Private Bathroom | Interior](https://images.trvl-media.com/lodging/84000000/83410000/83402400/83402310/883a24e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Apartment, Private Bathroom | Exterior](https://images.trvl-media.com/lodging/84000000/83410000/83402400/83402310/4115628f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Apartment, Private Bathroom | 1 bedroom](https://images.trvl-media.com/lodging/84000000/83410000/83402400/83402310/4b02dd4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Apartment, Private Bathroom | Shared kitchen | High chair](https://images.trvl-media.com/lodging/84000000/83410000/83402400/83402310/9d9a494c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4thedome

[](https://www.expedia.co.uk/New-Milton-Hotels-4thedome.h83402310.Hotel-Information)

New Milton

9.4/10

Exceptional

(12 reviews)

"Had a lovely stay in this apartment . It was excellent. Very very clean and comfortable, with everything you could need and a lot of little extras. Just a couple of steps over to the clifftop in Barton on sea. Would definitely stay again."

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

Stephen

£135

includes taxes & fees

9 Feb - 10 Feb

[](https://www.expedia.co.uk/New-Milton-Hotels-4thedome.h83402310.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/119000000/118230000/118221400/118221344/60351ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, toaster](https://images.trvl-media.com/lodging/119000000/118230000/118221400/118221344/c12c5478.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/119000000/118230000/118221400/118221344/e9b6a4a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118230000/118221400/118221344/a18bc463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-Bedroom with Balcony

[](https://www.expedia.co.uk/Southampton-Hotels-Charming-1-Bedroom-With-Balcony.h118221344.Hotel-Information)

Bevois Valley

10/10

Exceptional

(1 review)

"We are a small family. It was that we chose to stay in for 12 nights we loved the place and enjoyed our stay there. Thank you to the host for his kindness "

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

Omer

£164

includes taxes & fees

4 Mar - 5 Mar

[](https://www.expedia.co.uk/Southampton-Hotels-Charming-1-Bedroom-With-Balcony.h118221344.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/120000000/119250000/119246600/119246577/d480aec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119250000/119246600/119246577/ccbeccc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119250000/119246600/119246577/c226a18d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119250000/119246600/119246577/28ab34c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Daisy Haven in Southampton

[](https://www.expedia.co.uk/Southampton-Hotels-Daisy-Haven-In-Southampton.h119246577.Hotel-Information)

Bassett Green

£124

includes taxes & fees

25 Feb - 26 Feb

[](https://www.expedia.co.uk/Southampton-Hotels-Daisy-Haven-In-Southampton.h119246577.Hotel-Information)

![2 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/106000000/105350000/105346900/105346886/193052f7.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)

![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.co.uk/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.

£214

includes taxes & fees

9 Feb - 10 Feb

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

![Cottage | Interior](https://images.trvl-media.com/lodging/69000000/68860000/68857300/68857220/b70ad210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Private kitchen | Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/69000000/68860000/68857300/68857220/71c4ad4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living room](https://images.trvl-media.com/lodging/69000000/68860000/68857300/68857220/7ea37754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/69000000/68860000/68857300/68857220/51a545ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aquanaut

[](https://www.expedia.co.uk/Cowes-Hotels-Aquanaut.h68857220.Hotel-Information)

Cowes

£3,259

includes taxes & fees

11 Feb - 12 Feb

[](https://www.expedia.co.uk/Cowes-Hotels-Aquanaut.h68857220.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/105000000/104820000/104814700/104814695/25d80905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/105000000/104820000/104814700/104814695/26789d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/105000000/104820000/104814700/104814695/06c41139.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/105000000/104820000/104814700/104814695/7e1ddd47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 2 bedroom near the sea with free parking

[](https://www.expedia.co.uk/Bournemouth-Hotels-Beautiful-2-Bedroom-Near-The-Sea-With-Free-Parking.h104814695.Hotel-Information)

Bournemouth

10/10

Exceptional

(1 review)

"Had a lovely stay here. The appartment was great for what we needed. The location was perfect, beach at the end of the street and a nice pub! Short walk back into the main street for the shops. Only issue, there were no curtains/blinds up in the living room, didn't really bother us as not really overlooked. Apart from that would definitely stay here again."

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

tracey f.

£142

includes taxes & fees

9 Feb - 10 Feb

[](https://www.expedia.co.uk/Bournemouth-Hotels-Beautiful-2-Bedroom-Near-The-Sea-With-Free-Parking.h104814695.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.co.uk/Hotel-Search?startDate=2026-02-22&endDate=2026-02-23&regionId=3000381484&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find holiday rentals that suit your style

Aparthotels

[](https://www.expedia.co.uk/Hotel-Search?destination=Winsor%2C+Southampton%2C+England%2C+United+Kingdom&regionId=3000381484&latLong=50.926983%2C-1.552032&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Winsor%2C+Southampton%2C+England%2C+United+Kingdom&regionId=3000381484&latLong=50.926983%2C-1.552032&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APARTMENT)

Villas

[](https://www.expedia.co.uk/Hotel-Search?destination=Winsor%2C+Southampton%2C+England%2C+United+Kingdom&regionId=3000381484&latLong=50.926983%2C-1.552032&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VILLA)

Condos

[](https://www.expedia.co.uk/Hotel-Search?destination=Winsor%2C+Southampton%2C+England%2C+United+Kingdom&regionId=3000381484&latLong=50.926983%2C-1.552032&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CONDO)

Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Winsor%2C+Southampton%2C+England%2C+United+Kingdom&regionId=3000381484&latLong=50.926983%2C-1.552032&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Winsor%2C+Southampton%2C+England%2C+United+Kingdom&regionId=3000381484&latLong=50.926983%2C-1.552032&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=COTTAGE)

Houseboats

[](https://www.expedia.co.uk/Hotel-Search?destination=Winsor%2C+Southampton%2C+England%2C+United+Kingdom&regionId=3000381484&latLong=50.926983%2C-1.552032&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=HOUSE_BOAT)

Cabins

[](https://www.expedia.co.uk/Hotel-Search?destination=Winsor%2C+Southampton%2C+England%2C+United+Kingdom&regionId=3000381484&latLong=50.926983%2C-1.552032&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CABIN)

Chalets

[](https://www.expedia.co.uk/Hotel-Search?destination=Winsor%2C+Southampton%2C+England%2C+United+Kingdom&regionId=3000381484&latLong=50.926983%2C-1.552032&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CHALET)

Residences

[](https://www.expedia.co.uk/Hotel-Search?destination=Winsor%2C+Southampton%2C+England%2C+United+Kingdom&regionId=3000381484&latLong=50.926983%2C-1.552032&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=RESIDENCE)

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## Top Winsor Hotel Reviews

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

### Harbour Hotel Southampton

10/10 Excellent

"We were upgraded to a huge room! Lovely stay - lovely staff."

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

![Rhinefield House Hotel](https://images.trvl-media.com/lodging/1000000/490000/486300/486289/773e6268_y.jpg)

### Rhinefield House Hotel

10/10 Excellent

"Stunning hotel and event centre. We loved everything about the hotel when we married there 23 years ago, and again when we took our children for a stay this time. Couldnt possibly pick a better situation for this stunning hotel."

[](https://expedia.co.uk/Brockenhurst-Hotels-Rhinefield-House-Hotel.h486289.Hotel-Information)

![Chewton Glen Hotel & Spa - an Iconic Luxury Hotel](https://images.trvl-media.com/lodging/1000000/530000/528500/528432/72d8f6f6_y.jpg)

### Chewton Glen Hotel & Spa - an Iconic Luxury Hotel

10/10 Excellent

"Brilliant staff, nothing too much trouble "

[](https://expedia.co.uk/New-Milton-Hotels-Chewton-Glen-Hotel-Spa.h528432.Hotel-Information)

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

### Moxy Southampton

10/10 Excellent

"The room was great with two double beds and two tv’s for each bed, very clean and modern and a good location for our visit to the mayflower theatre "

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

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

### Leonardo Hotel Southampton 

10/10 Excellent

"Very nice rooms and attentive staff."

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

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

### Holiday Inn Express Southampton M27 Jct7 by IHG

10/10 Excellent

"Yes"

[](https://expedia.co.uk/Southampton-Hotels-Holiday-Inn-Express-Southampton-M27-Jct7.h977282.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

"Courteous staff"

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

![Legacy Rose and Crown Hotel](https://images.trvl-media.com/lodging/1000000/20000/14800/14780/a21dc52e_y.jpg)

### Legacy Rose and Crown Hotel

10/10 Excellent

"Very nice room in the original part of the hotel, comfy bed, excellent breakfast. "

[](https://expedia.co.uk/Salisbury-Hotels-Legacy-Rose-And-Crown-Hotel.h14780.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 spotless Spa great edition Food good "

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

## Find out more about Winsor

**Everything you need to know about** **Winsor** **holiday rentals**

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winsor holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winsor holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Winsor holiday rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Winsor. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winsor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Winsor holiday rentals we have selected for you start as low as £54 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Winsor rentals**

At Expedia, we put the best Winsor holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winsor holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

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- [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals)
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- [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations)
- [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations)
- [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations)
- [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations)
- [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations)

- [Cottages in Winsor ](https://expedia.co.uk/Winsor-Cottages.d3000381484-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Winsor ](https://expedia.co.uk/Winsor-Apartments.d3000381484-aaApartments.Travel-Guide-Accommodation)
- [Holiday Homes in Winsor ](https://expedia.co.uk/Winsor-Private-Holiday-Homes.d3000381484-aaPrivateHolidayHomes.Travel-Guide-Accommodation)
- [Guest Houses in Winsor ](https://expedia.co.uk/Winsor-Guest-Houses.d3000381484-aaGuestHouses.Travel-Guide-Accommodation)
- [B&B in Winsor ](https://expedia.co.uk/Winsor-Bed-And-Breakfasts.d3000381484-aaBedAndBreakfasts.Travel-Guide-Accommodation)
- [Chalets in Winsor ](https://expedia.co.uk/Winsor-Chalets.d3000381484-aaChalets.Travel-Guide-Accommodation)
- [Inns in Winsor ](https://expedia.co.uk/Winsor-Inns.d3000381484-aaInns.Travel-Guide-Accommodation)
- [Lodges in Winsor ](https://expedia.co.uk/Winsor-Lodges.d3000381484-aaLodges.Travel-Guide-Accommodation)
- [Cabin Rentals in Winsor ](https://expedia.co.uk/Winsor-Cabins.d3000381484-aaCabins.Travel-Guide-Accommodation)
- [Residences in Winsor ](https://expedia.co.uk/Winsor-Residences.d3000381484-aaResidences.Travel-Guide-Accommodation)
- [Houseboats in Winsor ](https://expedia.co.uk/Winsor-Houseboats.d3000381484-aaHouseboats.Travel-Guide-Accommodation)
- [Serviced Apartments in Winsor ](https://expedia.co.uk/Winsor-Apart-Hotels.d3000381484-aaApartHotels.Travel-Guide-Accommodation)
- [Farmstay in Winsor ](https://expedia.co.uk/Winsor-Agritourism.d3000381484-aaAgritourism.Travel-Guide-Accommodation)
- [Condo Rentals in Winsor ](https://expedia.co.uk/Winsor-Condos.d3000381484-aaCondos.Travel-Guide-Accommodation)
- [Villas in Winsor ](https://expedia.co.uk/Winsor-Villas.d3000381484-aaVillas.Travel-Guide-Accommodation)
- [Holiday Parks in Winsor ](https://expedia.co.uk/Winsor-Holiday-Parks.d3000381484-aaHolidayParks.Travel-Guide-Accommodation)
- [Caravan Parks in Winsor ](https://expedia.co.uk/Winsor-Caravan-Parks.d3000381484-aaCaravanParks.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there holiday rentals in Winsor?

### What are some of the best holiday rentals that Winsor has to offer?

### What can I see and do in Winsor?

### What are holiday rentals like in Winsor?

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- [Shedfield Accommodation](https://expedia.co.uk/Shedfield-Hotels.d6053848.Travel-Guide-Hotels)
- [Botley Accommodation](https://expedia.co.uk/Botley-Hotels.d10467.Travel-Guide-Hotels)
- [Bishops Waltham Accommodation](https://expedia.co.uk/Bishops-Waltham-Hotels.d6257676.Travel-Guide-Hotels)
- [Locks Heath Accommodation](https://expedia.co.uk/Locks-Heath-Hotels.d6053849.Travel-Guide-Hotels)

Flights

- [Cheap flights from Hedge End](https://expedia.co.uk/lp/flights/553248634834282912/flights-from-hedge-end)
- [Flights to Fawley](https://expedia.co.uk/Cheap-Flights-To-Fawley.d3000011507.Travel-Guide-Flights)

Cars

- [Car rental in Hythe](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Hythe.d6125404.Car-Hire-Guide)
- [Car rental in Botley](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Botley.d10467.Car-Hire-Guide)
- [Enterprise Car Rentals In Bishops Waltham](https://expedia.co.uk/Enterprise-Car-Rentals-In-Bishops-Waltham.d6257676-c15.Car-Rental-Guide-Suppliers)
- [Car rental in Totton](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Totton.d6257748.Car-Hire-Guide)
- [Enterprise Car Rentals In Totton](https://expedia.co.uk/Enterprise-Car-Rentals-In-Totton.d6257748-c15.Car-Rental-Guide-Suppliers)

General

- [Visit Locks Heath](https://expedia.co.uk/Locks-Heath.dx6053849)
- [Visit Dibden Purlieu](https://expedia.co.uk/Dibden-Purlieu.dx3000427354)
- [Visit Lower Swanwick](https://expedia.co.uk/Lower-Swanwick.dx6257318)
- [Visit Warsash](https://expedia.co.uk/Warsash.dx3000009451)
- [Visit Shirrell Heath](https://expedia.co.uk/Shirrell-Heath.dx6143681)
- [Visit Shedfield](https://expedia.co.uk/Shedfield.dx6053848)

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