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
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Winsor vacation rentals

Deluxe Apartment | Iron/ironing board, free WiFi, bed sheets

QE2 Loft Apartments

QE2 Loft Apartments
3.0 star property
Southampton City Centre
The price is NT$4,792
NT$5,751 total
includes taxes & fees
Jun 29 - Jun 30
QE2 Loft Apartments
Outdoor spa tub

Small Double Room in Family Home

Small Double Room in Family Home
2.0 star property
Fareham
Small Double Room in Family Home
Double Room | Iron/ironing board, free WiFi

Settle Winchester

Settle Winchester
2.0 star property
Winchester
The price is NT$1,631
NT$4,215 total
includes taxes & fees
Jul 5 - Jul 6
Settle Winchester
Deluxe Studio | Iron/ironing board, free WiFi

Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.4 out of 10, Very Good, (6 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
The price is NT$1,819
NT$4,065 total
includes taxes & fees
Jun 28 - Jun 29
Settle Southampton
Interior entrance

room2 Southampton Hometel

room2 Southampton Hometel
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,240 reviews)
"Beautiful boutique hotel. Breakfast was delicious, room spacious, staff friendly and polite. Very shorth walk to cruise terminal. Would recommend this hotel."
Canada
Lyne
The price is NT$3,277
NT$3,933 total
includes taxes & fees
Jul 5 - Jul 6
room2 Southampton Hometel
Exterior

The South Coast Snug

The South Coast Snug
2.0 star property
Fareham
6.0 out of 10, (3 reviews)
"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 NT$2,256
NT$2,707 total
includes taxes & fees
Jun 30 - Jul 1
The South Coast Snug
Deluxe Suite | Premium bedding, Select Comfort beds, desk, laptop workspace

Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.2 out of 10, Wonderful, (33 reviews)
"Good location. Only 2 minutes walk from ferry terminal"
United Kingdom
harold
The price is NT$5,889
NT$7,067 total
includes taxes & fees
Jun 28 - Jun 29
Pinnacle Suites
Miscellaneous

Beddoe Apartments

Beddoe Apartments
3.0 star property
Eastleigh
8.2 out of 10, Very Good, (19 reviews)
"Ideal for couple of nights stay. Easy parking was a bonus. "
United Kingdom
Alan
The price is NT$5,395
NT$8,353 total
includes taxes & fees
Jul 4 - Jul 5
Beddoe Apartments
Front of property

Peartree Serviced Apartments

Peartree Serviced Apartments
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (316 reviews)
"The location was good, very close to walk to many restaurants/pubs. They offered parking, and had laundry facility. It was quite comfortable for 2 couples or a small family. "
United States
David
The price is NT$4,932
NT$5,918 total
includes taxes & fees
Jun 28 - Jun 29
Peartree Serviced Apartments
1 bedroom, individually decorated, individually furnished, free WiFi

Poddington Cottage

Poddington Cottage
3.0 star property
Salisbury
The price is NT$16,614
NT$19,936 total
includes taxes & fees
Jul 6 - Jul 7
Poddington Cottage
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 Hotel Southampton

Leonardo Hotel Southampton

8/10 Good
"The breakfast is excellent. Staff is super helpful."
Betty 1-night trip
Posted 6 hours ago
Leonardo Hotel Southampton

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.