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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Winsor holiday rentals

Interior entrance

Aparthotel in Southampton City Centre

room2 Southampton Hometel
4.0 star property
9.4 out of 10, Exceptional, (1,187 reviews)
"Staff were very helpful. Room is very well maintained and it's a warm feeling through out. "
United Kingdom
Trevor Charles
The price is ₹7,735
₹9,282 total
includes taxes & fees
25 Jan - 26 Jan
room2 Southampton Hometel
Luxury Suite, Ensuite | 1 bedroom

Cottage in Salisbury

Stonehenge Cottages
5.0 star property
9.8 out of 10, Exceptional, (106 reviews)
"Information, including a video, provided by the friendly owners before and during our stay was excellent. The beautifully appointed cottage was convenient for Salisbury and for the nearby pub which serves good food. We will definitely stay there again, if in the area."
United Kingdom
Fiona
The price is ₹19,480
₹23,376 total
includes taxes & fees
25 Jan - 26 Jan
Stonehenge Cottages
Cottage | Interior

Cottage in Cowes

Aquanaut
3.5 star property
The price is ₹342,618
₹411,142 total
includes taxes & fees
27 Jan - 28 Jan
Aquanaut
Free WiFi

Apartment in Freemantle

Pebbles Guest House - Flat 6
2.0 star property
The price is ₹4,036
₹4,843 total
includes taxes & fees
25 Jan - 26 Jan
Pebbles Guest House - Flat 6
Front of property

Aparthotel in Salisbury

Peartree Serviced Apartments
3.5 star property
9.6 out of 10, Exceptional, (307 reviews)
"Everything and everyone excellent "
Australia
Elda
The price is ₹7,851
₹9,422 total
includes taxes & fees
8 Feb - 9 Feb
Peartree Serviced Apartments
Exterior

Apartment in Fareham

The South Coast Snug
2.0 star property
The price is ₹6,651
₹7,981 total
includes taxes & fees
25 Jan - 26 Jan
The South Coast Snug
Deluxe Apartment | Living area | Flat-screen TV

Apartment in Salisbury

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

Villa in Salisbury

Bridge Farmhouse
4.0 star property
9.2 out of 10, Wonderful, (19 reviews)
"Staying here felt like you walked into a story book; beautiful gardens, bridge over the creek with swans swimming up and down, sheep in the fields, views of Salisbury Cathedral, stylish decorated rooms. We greatly enjoyed our stay. "
Canada
Jennifer E
The price is ₹190,357
₹228,428 total
includes taxes & fees
30 Jan - 31 Jan
Bridge Farmhouse
Cottage | Interior

Cottage in Salisbury

4 Holt Court
3.0 star property
9.0 out of 10, Wonderful, (2 reviews)
"Fabulous location within easy walking distance of the key shops, restaurants, and cathedral, parks etc. Amazing property which is well equipped too. Only downside for us was some minor dirty bits that had been missed off on the cleaning schedule, and the welcome pack needs updating e.g. WiFi was different, and this didn;t include instructions/code for the bin stores (that was on the back of the front door). Would be helpful to have everything in one place. However, that didn't spoil an...
United Kingdom
Karl
The price is ₹134,230
₹134,230 total
includes taxes & fees
27 Jan - 28 Jan
4 Holt Court
Luxury Suite | Premium bedding, Select Comfort beds, desk, laptop workspace

Aparthotel in Cowes

Pinnacle Suites
3.0 star property
9.8 out of 10, Exceptional, (25 reviews)
"Great place to stay. Facilities are very nice and clean. Zoe is a very helpful and kind host. "
Denmark
Sebastian
The price is ₹13,758
₹16,509 total
includes taxes & fees
25 Jan - 26 Jan
Pinnacle Suites
Marina

Residence in Bassett Green

Daisy Haven in Southampton
2.0 star property
The price is ₹12,514
₹15,017 total
includes taxes & fees
4 Feb - 5 Feb
Daisy Haven in Southampton
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

Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

10/10 Excellent
"Very clean, lovely staff & delicious food!"
Joanne 1-night trip
Posted 3 days ago
Leonardo Royal Southampton Grand Harbour

Find out more about Winsor

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

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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.