Lodging Image

Winsor Vacation Rentals

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

Our top choices for Winsor vacation rentals

1. Stunning 2-bed Apt, Sleeps 6 in The New Forest

Stunning 2-bed Apt, Sleeps 6 in The New Forest
4.0 star property
Southampton
The price is NT$5,171
NT$8,979 total
includes taxes & fees
Oct 11 - Oct 12
Stunning 2-bed Apt, Sleeps 6 in The New Forest
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, (1,339 reviews)
"Great location and friendly staff!"
United States
Gary
The price is NT$2,844
NT$3,413 total
includes taxes & fees
Oct 4 - Oct 5
Second Nature Southampton
A modern kitchen with black tiled backsplash, wooden cabinets, a Bosch refrigerator, and a built-in washing machine.

3. Coventry Road Apartments Flat 1

Coventry Road Apartments Flat 1
2.0 star property
The Polygon
The price is NT$1,891
NT$2,269 total
includes taxes & fees
Sep 26 - Sep 27
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, (12 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
The price is NT$2,080
NT$4,386 total
includes taxes & fees
Sep 27 - Sep 28
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 NT$1,638
NT$4,235 total
includes taxes & fees
Oct 4 - Oct 5
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 NT$5,786
NT$6,943 total
includes taxes & fees
Sep 27 - Sep 28
QE2 Loft Apartments
A kitchen with white cabinets, a microwave, a sink, and a window.

7. Property

Property
3.0 star property
Bevois Valley
The price is NT$5,725
NT$6,870 total
includes taxes & fees
Oct 6 - Oct 7
Property
A bedroom with a bed, a wooden bench, a staircase, and a wall-mounted light fixture.

8. 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 NT$4,464
NT$5,357 total
includes taxes & fees
Oct 8 - Oct 9
Pinnacle Suites
A narrow stream with clear water, surrounded by lush greenery and wildflowers.

9. Roslyn

Roslyn
2.0 star property
Romsey
The price is NT$18,107
NT$21,728 total
includes taxes & fees
Oct 2 - Oct 3
Roslyn
A bedroom with a bed, a TV, and a window with curtains.

10. Bayview Apartments

Bayview Apartments
2.0 star property
Southampton City Centre
7.8 out of 10, Good, (7 reviews)
"The apartment was reasonably priced, conveniently located to our destination and perfectly adequate for our needs."
United States
Donald
The price is NT$9,804
NT$11,764 total
includes taxes & fees
Oct 1 - Oct 2
Bayview Apartments
A sign for Hotel Peartree, a serviced apartment, with contact information and website.

11. Peartree Serviced Apartments

Peartree Serviced Apartments
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (327 reviews)
"Great. They have everything you could need - well appointed kitchen, milk and breakfast provided, plenty of fluffy towels even down to non stick bath mats"
Australia
Stephanie
The price is NT$5,039
NT$6,047 total
includes taxes & fees
Oct 4 - Oct 5
Peartree Serviced Apartments
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

New Place

New Place

8/10 Good
"Enjoyed my stay. Lovely location."
Hamzah 3-night trip
Posted 13 hours ago
New Place

Find out more about Winsor

Search for holiday rentals in Winsor on Expedia! 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 vacation rentals in Winsor?

Yes, we give you a choice of vacation rentals close to the most popular sights in Winsor, or you can select a more remote option if you're looking for relaxation.

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 larger area.

What are vacation rentals like in Winsor?

Vacation rentals are private properties you can book for several days or longer in Winsor. Vacation rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a small group gathering.