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Winsor Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Winsor vacation rentals

Interior entrance

1. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,304 reviews)
"Great place to stay on the way to our cruise…would definitely recommend!!"
Canada
Shelly
The price is P7,728
P9,274 total
includes taxes & fees
Aug 23 - Aug 24
Second Nature Southampton
Room

2. QE2 Loft Apartments

QE2 Loft Apartments
3.0 star property
Southampton City Centre
6.4 out of 10, (8 reviews)
"No Air conditioning! Bar under with loud party all night long. Windows open for air. You book this room only if you want to party. Otherwise you will be kept up all night long. 90 degrees outside and hotter inside do to restaurant ovens directly under room. It was the worst experience. Jet lag turned into nightmare 😫"
United States
BRIAN
The price is P11,578
P13,894 total
includes taxes & fees
Aug 22 - Aug 23
QE2 Loft Apartments
Room

3. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.6 out of 10, Excellent, (7 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
The price is P3,216
P7,643 total
includes taxes & fees
Aug 31 - Sep 1
Settle Southampton
Miscellaneous

4. Beddoe Apartments

Beddoe Apartments
3.0 star property
Eastleigh
7.8 out of 10, Good, (20 reviews)
"Ideal for couple of nights stay. Easy parking was a bonus. "
United Kingdom
Alan
The price is P25,226
P34,055 total
includes taxes & fees
Aug 23 - Aug 24
Beddoe Apartments
Property grounds

5. Roslyn

Roslyn
2.0 star property
Romsey
The price is P36,236
P43,483 total
includes taxes & fees
Sep 14 - Sep 15
Roslyn
Lobby sitting area

6. For Students Only Abodus The Walls Southampton - Campus Accommodation

For Students Only Abodus The Walls Southampton - Campus Accommodation
2.0 star property
Southampton City Centre
5.8 out of 10, (9 reviews)
"It was ok for a quick stay. nothing fancy. "
United States
Lamel
The price is P2,198
P5,160 total
includes taxes & fees
Aug 25 - Aug 26
For Students Only Abodus The Walls Southampton - Campus Accommodation
Miscellaneous

7. Bayview Apartments

Bayview Apartments
2.0 star property
Southampton City Centre
8.0 out of 10, Very Good, (5 reviews)
"The apartment and neighborhood were nice. Very convenient location to shopping and the cruise terminal. The amenities were great. Beds were comfortable. "
United States
Kenne
The price is P11,211
P13,453 total
includes taxes & fees
Aug 31 - Sep 1
Bayview Apartments
Room

8. Horseshoe Cottage

Horseshoe Cottage
3.0 star property
Romsey
10.0 out of 10, Exceptional, (1 review)
"Well presented and well equipped home. All the essentials plus more. Very family friendly."
United Kingdom
Peter
The price is P48,028
P57,634 total
includes taxes & fees
Sep 4 - Sep 5
Horseshoe Cottage
Front of property

9. Peartree Serviced Apartments

Peartree Serviced Apartments
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (324 reviews)
"Complimentary breakfast"
United Kingdom
Jayne
The price is P11,408
P13,690 total
includes taxes & fees
Sep 6 - Sep 7
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.
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Top Winsor Hotel Reviews

Leonardo Hotel Southampton

Leonardo Hotel Southampton

10/10 Excellent
"Stayed here the night before a cruise leaving from Southampton. Rooms were very clean, and restaurant on property was good too"
Caitlyn 1-night trip
Posted 1 hour 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:

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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 are some of the best vacation home rentals that Winsor has to offer?

Four Corners Holiday Home with Hot Tub & Sauna: You might want to consider this vacation home rental near Winsor, which is located near the airport and has a furnished patio, a private yard, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and an oven, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

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.