Winsor Vacation Rentals

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Check prices for these dates

In two weeks
24 Apr - 26 Apr
In two months
5 Jun - 7 Jun
In three months
3 Jul - 5 Jul
In four months
31 Jul - 2 Aug

Our top choices for Winsor holiday rentals

Free WiFi

Pebbles Guest House - Flat 7

Pebbles Guest House - Flat 7
2.0 star property
Freemantle
The price is RM267
RM320 total
includes taxes & fees
11 Apr - 12 Apr
Pebbles Guest House - Flat 7
Interior entrance

room2 Southampton Hometel

room2 Southampton Hometel
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,207 reviews)
"Great location and vibe"
United Kingdom
Paul
The price is RM363
RM435 total
includes taxes & fees
12 Apr - 13 Apr
room2 Southampton Hometel
Room

Settle Southampton

Settle Southampton
Freemantle
10.0 out of 10, Exceptional, (1 review)
"I had trouble getting in so I messaged and received a response very quickly Good location Clean room"
United Kingdom
elysha
The price is RM220
RM393 total
includes taxes & fees
12 Apr - 13 Apr
Settle Southampton
Balcony view

Southampton Serviced Apartment

Southampton Serviced Apartment
4.0 star property
Bassett
8.4 out of 10, Very good, (180 reviews)
"Ideal, close to Univeristy. "
United Kingdom
Sheena
The price is RM755
RM906 total
includes taxes & fees
13 Apr - 14 Apr
Southampton Serviced Apartment
Premium bedding, Select Comfort beds, desk, laptop workspace

Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.8 out of 10, Exceptional, (26 reviews)
"Great place to stay. Facilities are very nice and clean. Zoe is a very helpful and kind host. "
Denmark
Sebastian
The price is RM556
RM667 total
includes taxes & fees
11 Apr - 12 Apr
Pinnacle Suites
Private kitchen

Coventry Road Studio Flat

Coventry Road Studio Flat
2.0 star property
The Polygon
The price is RM267
RM320 total
includes taxes & fees
13 Apr - 14 Apr
Coventry Road Studio Flat
Restaurant

The Cliff House Hotel

The Cliff House Hotel
4.0 star property
New Milton
9.4 out of 10, Exceptional, (415 reviews)
"Friendly staff, wonderful food, beautiful location "
United Kingdom
Chris
The price is RM853
RM1,024 total
includes taxes & fees
22 Apr - 23 Apr
The Cliff House Hotel
Interior

Relax in This Charming East Cowes House With Garden and BBQ

Relax in This Charming East Cowes House With Garden and BBQ
2.0 star property
East Cowes
The price is RM833
RM999 total
includes taxes & fees
16 Apr - 17 Apr
Relax in This Charming East Cowes House With Garden and BBQ
Front of property

Peartree Serviced Apartments

Peartree Serviced Apartments
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (312 reviews)
"Great place if you want close to the railway: just across the street and around the corner. Very clean, room was small but comfortable, very clean. It did have too much of an air freshener odor so we hid the freshener sticks and didn't use the smelly soap. Staff were very helpful and friendly, and they stored our luggage in the early morning because we went to Stonehenge. I'd stay here again."
United States
Susan
The price is RM618
RM741 total
includes taxes & fees
12 Apr - 13 Apr
Peartree Serviced Apartments
Marina

Daisy Haven in Southampton

Daisy Haven in Southampton
2.0 star property
Bassett Green
The price is RM852
RM1,022 total
includes taxes & fees
12 Apr - 13 Apr
Daisy Haven in Southampton
Interior

Willow Cabin

Willow Cabin
3.0 star property
Cowes
The price is RM1,418
RM1,702 total
includes taxes & fees
12 Apr - 13 Apr
Willow Cabin
Room

Stargaze From a Beach hut on the Mudeford Sandbank

Stargaze From a Beach hut on the Mudeford Sandbank
2.0 star property
Bournemouth
The price is RM165
RM466 total
includes taxes & fees
12 Apr - 13 Apr
Stargaze From a Beach hut on the Mudeford Sandbank
Living area

Charles Hope Salisbury Centre

Charles Hope Salisbury Centre
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (5 reviews)
"Great location and well appointed apartment"
Australia
Greg
Charles Hope Salisbury Centre
Exterior

Pamper House Holiday Home And Annex

Pamper House Holiday Home And Annex
3.0 star property
Ferndown
The price is RM3,255
RM5,398 total
includes taxes & fees
16 Apr - 17 Apr
Pamper House Holiday Home And Annex
Free WiFi

Pebbles Guest House - Flat 5

Pebbles Guest House - Flat 5
2.0 star property
Freemantle
2.0 out of 10, (1 review)
"Never got the key access code so I had to book very expensive alternative accommodation on the day"
United Kingdom
Ash
The price is RM180
RM216 total
includes taxes & fees
9 Apr - 10 Apr
Pebbles Guest House - Flat 5
Free WiFi

Pebbles Guest House - Flat 6

Pebbles Guest House - Flat 6
2.0 star property
Freemantle
2.0 out of 10, (1 review)
"Staff support was lacking ,hard to get into my room "
United Kingdom
Sophie
The price is RM200
RM240 total
includes taxes & fees
10 Apr - 11 Apr
Pebbles Guest House - Flat 6
Interior

4thedome

4thedome
3.5 star property
New Milton
9.4 out of 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
Stephen
The price is RM533
RM826 total
includes taxes & fees
21 Apr - 22 Apr
4thedome
Exterior

The South Coast Snug

The South Coast Snug
2.0 star property
Fareham
10.0 out of 10, Exceptional, (1 review)
"Lovely appartment.very welcoming, clean and tidy, all equipment was their to use for a pleasant stay.very quiet.would highly reccomend"
United Kingdom
Ian
The price is RM288
RM345 total
includes taxes & fees
14 Apr - 15 Apr
The South Coast Snug
2 bedrooms, iron/ironing board, free WiFi, bed sheets

2 Bed Flat - Sleeps 4 - Parking - Wifi

2 Bed Flat - Sleeps 4 - Parking - Wifi
3.0 star property
The Polygon
10.0 out of 10, Exceptional, (1 review)
"Great apartment, super friendly host!"
United Kingdom
Amy
The price is RM844
RM1,012 total
includes taxes & fees
1 May - 2 May
2 Bed Flat - Sleeps 4 - Parking - Wifi
Interior

Mary Bowes Terrace

Mary Bowes Terrace
3.0 star property
Bournemouth
The price is RM1,758
RM2,110 total
includes taxes & fees
12 Apr - 13 Apr
Mary Bowes Terrace
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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Top Winsor Hotel Reviews

The Winchester Hotel & Spa

The Winchester Hotel & Spa

10/10 Excellent
"Lovely hotel with very good food in the restaurant and lively facilities in the spa "
Vivian 1-night trip
Posted 8 hours ago
The Winchester Hotel & Spa

Find out more about Winsor

Search for holiday rentals in Winsor on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Winsor using one of the methods below:

  • View our selection of featured holiday rentals in Winsor
  • Use the map to find apartments and other holiday homes in the Winsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winsor while they last

Look no further and take a look at our great range of rental properties in Winsor!

Frequently asked questions

Are there holiday rentals in Winsor?

Yes, there are holiday rentals close to the most popular sights in Winsor, or you can select a more secluded option if you're looking for a relaxing stay.

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

The Cliff House Hotel: This holiday home rental outside of Winsor offers a terrace, a garden and daily housekeeping to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

What can I see and do in Winsor?

While exploring the area, visit family-friendly sights like Paultons Family Theme Park - Home of Peppa Pig World, or get outside and enjoy nature at New Forest National Park. Southampton Cruise Terminal and New Forest Wildlife Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Winsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winsor. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family gatherings.