Lodging Image

Search Holiday Rentals in Winsor

  • 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

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Winsor holiday rentals

An outdoor patio with a round table, two chairs, a small round table, and a covered umbrella.

1. Stunning two Bedroom Apartment in The New Forest With Private Courtyard

Stunning two Bedroom Apartment in The New Forest With Private Courtyard
4.0 star property
Southampton
The price is ₹15,769
₹27,378 total
includes taxes & fees
4 Oct - 5 Oct
Stunning two Bedroom Apartment in The New Forest With Private Courtyard
A modern interior with a red sofa, black chairs, and a patterned floor.

2. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,337 reviews)
"Great place to stay on the way to our cruise…would definitely recommend!!"
Canada
Shelly
The price is ₹8,692
₹10,431 total
includes taxes & fees
4 Oct - 5 Oct
Second Nature Southampton
A small bedroom with a single bed, a nightstand, a wooden wardrobe, and a chair.

3. Coventry Road Apartments Flat 1

Coventry Road Apartments Flat 1
2.0 star property
The Polygon
The price is ₹5,765
₹6,918 total
includes taxes & fees
26 Sept - 27 Sept
Coventry Road Apartments Flat 1
A bedroom with a large bed, a wooden ceiling, and a view of a brick building outside.

4. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.0 out of 10, Very good, (10 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
The price is ₹6,711
₹13,818 total
includes taxes & fees
5 Oct - 6 Oct
Settle Southampton
A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a radiator.

5. Settle Winchester

Settle Winchester
2.0 star property
Winchester City Center
The price is ₹4,996
₹12,913 total
includes taxes & fees
4 Oct - 5 Oct
Settle Winchester
A bedroom with a large bed, a sofa, a TV, and a window with blinds.

6. QE2 Loft Apartments

QE2 Loft Apartments
3.0 star property
Southampton City Centre
5.0 out of 10, (12 reviews)
"They sent me an email at the last minute saying that it was double booked and they canceled my reservation that was already prepaid"
United States
kia
The price is ₹17,641
₹21,170 total
includes taxes & fees
30 Sept - 1 Oct
QE2 Loft Apartments
A single bed with orange bedding, a wooden nightstand, and a wall-mounted decorative item.

7. Property

Property
3.0 star property
Bevois Valley
The price is ₹17,458
₹20,949 total
includes taxes & fees
11 Oct - 12 Oct
Property
A narrow stream with clear water, surrounded by lush greenery and wildflowers.

8. Roslyn

Roslyn
2.0 star property
Romsey
The price is ₹55,211
₹66,253 total
includes taxes & fees
3 Oct - 4 Oct
Roslyn
A bedroom with a bed, a wooden bench, a staircase, and a wall-mounted light fixture.

9. Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.2 out of 10, Wonderful, (41 reviews)
"Very friendly host with modern suites"
United Kingdom
Samuel
The price is ₹13,623
₹16,347 total
includes taxes & fees
6 Oct - 7 Oct
Pinnacle Suites
A modern kitchen with white cabinets, a built-in oven, and a green backsplash.

10. Student Only Park House

Student Only Park House
2.0 star property
Southampton City Centre
The price is ₹115,302
₹144,769 total
includes taxes & fees
3 Oct - 4 Oct
Student Only Park House
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

voco Southampton by IHG

voco Southampton by IHG

8/10 Good
"Great place to stay the night before your cruise!"
Robert 1-night trip
Posted 5 hours ago
voco Southampton by IHG

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!

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 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.