Search Holiday Rentals in Winsor

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
This weekend
24 Oct - 26 Oct
Next weekend
31 Oct - 2 Nov

Top Holiday Rentals in Winsor

Front of property
room2 Southampton Hometel
room2 Southampton Hometel
4.0 star property
9.4 out of 10, Exceptional, (1132)
"Friendly staff, good breakfast, easy parking, comfortable bed"
United Kingdom
Janice
The price is ₹7,879
₹9,455 total
includes taxes & fees
26 Oct - 27 Oct
room2 Southampton Hometel
Deluxe Room, 1 Double Bed, Harbour View | 1 bedroom, premium bedding, Select Comfort beds, desk
Pinnacle Suites
Pinnacle Suites
3.0 star property
9.8 out of 10, Exceptional, (24)
"Great place to stay. Facilities are very nice and clean. Zoe is a very helpful and kind host. "
Denmark
Sebastian
The price is ₹15,221
₹18,266 total
includes taxes & fees
25 Oct - 26 Oct
Pinnacle Suites
Studio, 1 Queen Bed | Private kitchen | Fridge, microwave, stovetop, dishwasher
Peartree Serviced Apartments
Peartree Serviced Apartments
3.5 star property
9.6 out of 10, Exceptional, (294)
"Enjoyable stay, handy to Salisbury landmarks."
Australia
Heather
The price is ₹11,366
₹13,640 total
includes taxes & fees
2 Nov - 3 Nov
Peartree Serviced Apartments
Exterior
The Cliff House Hotel
The Cliff House Hotel
4.0 star property
9.4 out of 10, Exceptional, (401)
"Great location, food, accomodation and pleasant staff."
United Kingdom
Anthony
The price is ₹15,124
₹18,149 total
includes taxes & fees
26 Oct - 27 Oct
The Cliff House Hotel
Balcony view
Southampton Serviced Apartment
Southampton Serviced Apartment
4.0 star property
8.4 out of 10, Very good, (174)
"Close to workplace. Nice heated apartment, has all the things you would need highly recommend. "
United Kingdom
Sheena
Southampton Serviced Apartment
Shared kitchen
Bayview Apartments
Bayview Apartments
2.0 star property
7.0 out of 10, Good, (2)
"To be honest although the apartment was really nice we didn’t have hardly any knives and forks and spoons for 5 people, the fridge was filthy and the cooking equipment was old worn out and filthy. For nearly £300 for one night we expected better "
United Kingdom
Derek
The price is ₹27,320
₹32,785 total
includes taxes & fees
31 Oct - 1 Nov
Bayview Apartments
Fridge, microwave, oven, stovetop
Daisy Haven in Southampton
Daisy Haven in Southampton
2.0 star property
The price is ₹18,331
₹21,998 total
includes taxes & fees
23 Nov - 24 Nov
Daisy Haven in Southampton
Apartment | Private kitchen | Fridge, microwave, oven, stovetop
2 Bed Flat - Sleeps 4 - Parking - Wifi
2 Bed Flat - Sleeps 4 - Parking - Wifi
3.0 star property
10.0 out of 10, Exceptional, (1)
"Great apartment, super friendly host!"
United Kingdom
Amy
The price is ₹28,308
₹33,970 total
includes taxes & fees
26 Oct - 27 Oct
2 Bed Flat - Sleeps 4 - Parking - Wifi
Superior Studio | 1 bedroom, premium bedding, individually decorated
The Madison
The Madison
3.0 star property
9.6 out of 10, Exceptional, (28)
"Clean, modern, quiet and great communication from company before and during my stay - very helpful. "
United Kingdom
Sabrina
The Madison
Fridge, dishwasher, electric kettle, cookware/dishes/utensils
Bailey Cottage
Bailey Cottage
3.0 star property
The price is ₹142,458
₹170,949 total
includes taxes & fees
31 Oct - 1 Nov
Bailey Cottage
Cottage | Interior
Aquanaut
Aquanaut
3.5 star property
The price is ₹308,820
₹370,584 total
includes taxes & fees
31 Oct - 1 Nov
Aquanaut
Family Apartment | Living area | Flat-screen TV
Charles Hope Salisbury Centre
Charles Hope Salisbury Centre
3.5 star property
9.4 out of 10, Exceptional, (3)
"Contemporary, new feel and even new like smell! Overall experience here was fabulous indeed "
United Kingdom
Anonymous traveller
Charles Hope Salisbury Centre
House | Private kitchen | Fridge, microwave, oven, stovetop
Family House in Eastleigh
Family House in Eastleigh
2.0 star property
Family House in Eastleigh
Outdoor dining
The Cabin at Little Timbers
The Cabin at Little Timbers
3.0 star property
The price is ₹35,224
₹42,269 total
includes taxes & fees
14 Nov - 15 Nov
The Cabin at Little Timbers
Bungalow, 2 Bedrooms, Patio, City View | Property grounds
Peaceful Retreat in Southampton's Countryside
Peaceful Retreat in Southampton's Countryside
2.0 star property
The price is ₹19,354
₹28,526 total
includes taxes & fees
10 Nov - 11 Nov
Peaceful Retreat in Southampton's Countryside
Cabin | Terrace/patio
Luxury Shepherds Hut set in a Countryside Setting
Luxury Shepherds Hut set in a Countryside Setting
2.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing stay, great-friendly customer service. Everything been well thought out everything included definitely worth a stay . Highly recommended. "
United Kingdom
Adam
Luxury Shepherds Hut set in a Countryside Setting
Luxury House, 4 Bedrooms | 4 bedrooms, individually decorated, individually furnished, desk
Four Corners Holiday Home with Hot Tub & Sauna
Four Corners Holiday Home with Hot Tub & Sauna
5.0 star property
10.0 out of 10, Exceptional, (2)
"A group of us stayed for a weekend around a wedding. Excellent communication from booking onwards. A couple of tiny niggles were sorted straight away Everything was clean and we all had enough room (not your typical holiday let without enough room to open a suitcase)"
United Kingdom
Nicholas
Four Corners Holiday Home with Hot Tub & Sauna
House, Ensuite | Exterior
The Cheese House
The Cheese House
3.0 star property
10.0 out of 10, Exceptional, (1)
"Loved this house. Beautiful spaces, lots of room, all modern updates with rustic farm feel. Gorgeous property."
United States
Bobby
The price is ₹157,776
₹189,331 total
includes taxes & fees
14 Nov - 15 Nov
The Cheese House
Family Suite, Ensuite, Garden View | Lounge
Pinewood Cottage Deluxe Self Catering Apartments
Pinewood Cottage Deluxe Self Catering Apartments
3.0 star property
9.0 out of 10, Wonderful, (19)
"Lovely property and had a great time, I will certainly be coming back. Particularly enjoyed the jacuzzi bath in the deluxe room."
United Kingdom
Mathew
Pinewood Cottage Deluxe Self Catering Apartments
Cottage | Interior
Willow Cabin
Willow Cabin
3.0 star property
The price is ₹29,955
₹35,946 total
includes taxes & fees
31 Oct - 1 Nov
Willow Cabin
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winsor Hotel Reviews

Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

10/10 Excellent
"Very good location."
SUE 1-night trip
Posted 2 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
  • 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!

Explore a world of travel with Expedia

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.