Winsor Vacation Rentals

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Check prices for these dates

Tonight
Dec 12 - Dec 13
Tomorrow
Dec 13 - Dec 14
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Our top choices for Winsor vacation rentals

Interior entrance
room2 Southampton Hometel

room2 Southampton Hometel

room2 Southampton Hometel
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1172)
"Welcoming staff, clean rooms, cosy reception area, nicely decorated rooms and amenities. Chic bar/cafe/food and work area. Was perfect for my trip, close to the docks and centre of Southampton for tours, shopping and history."
United States
Fiona
The price is NT$2,612
NT$3,135 total
includes taxes & fees
Dec 31 - 2026/1/1
room2 Southampton Hometel
Luxury Suite, Ensuite | 1 bedroom
Stonehenge Cottages

Stonehenge Cottages

Stonehenge Cottages
5.0 star property
Salisbury
9.8 out of 10, Exceptional, (105)
"Information, including a video, provided by the friendly owners before and during our stay was excellent. The beautifully appointed cottage was convenient for Salisbury and for the nearby pub which serves good food. We will definitely stay there again, if in the area."
United Kingdom
Fiona
The price is NT$5,882
NT$7,059 total
includes taxes & fees
Dec 14 - Dec 15
Stonehenge Cottages
Front of property
Peartree Serviced Apartments

Peartree Serviced Apartments

Peartree Serviced Apartments
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (301)
"Enjoyable stay, handy to Salisbury landmarks."
Australia
Heather
The price is NT$3,118
NT$3,742 total
includes taxes & fees
Jan 4 - 2026/1/5
Peartree Serviced Apartments
Luxury Suite | Premium bedding, Select Comfort beds, desk, laptop workspace
Pinnacle Suites

Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.8 out of 10, Exceptional, (25)
"Great place to stay. Facilities are very nice and clean. Zoe is a very helpful and kind host. "
Denmark
Sebastian
The price is NT$5,430
NT$6,516 total
includes taxes & fees
Dec 13 - Dec 14
Pinnacle Suites
Cottage | Living room
5 Yarmouth Cottages

5 Yarmouth Cottages

5 Yarmouth Cottages
3.5 star property
Freshwater
9.4 out of 10, Exceptional, (3)
"Convenient and spotlessly clean small cottage is a great base for exploring the IoW. Only slight downside is that the proximity to other guests means sitting outside can be a little bit of an exercise in hearing other people’s conversation! This small point aside, can recommend for a short stay. "
United Kingdom
Clive
The price is NT$11,207
NT$13,449 total
includes taxes & fees
Dec 15 - Dec 16
5 Yarmouth Cottages
Cottage, Private Bathroom | 3 bedrooms
Meadow Cottage

Meadow Cottage

Meadow Cottage
4.0 star property
Salisbury
10.0 out of 10, Exceptional, (4)
"Perfect for our needs, well furnished, comfortable and lovely walk across the water meadows into town (approx 15-20 mins)"
United Kingdom
Colin
The price is NT$6,241
NT$7,489 total
includes taxes & fees
Jan 5 - 2026/1/6
Meadow Cottage
Deluxe Apartment | Living area | Flat-screen TV
Charles Hope Salisbury Centre

Charles Hope Salisbury Centre

Charles Hope Salisbury Centre
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (4)
"Great location and well appointed apartment"
Australia
Greg
Charles Hope Salisbury Centre
Marina
Whitfield P10

Whitfield P10

Whitfield P10
3.0 star property
Yarmouth
10.0 out of 10, Exceptional, (1)
The price is NT$13,435
NT$16,122 total
includes taxes & fees
Dec 15 - Dec 16
Whitfield P10
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

Holiday Inn Express Southampton M27 Jct7 by IHG

Holiday Inn Express Southampton M27 Jct7 by IHG

10/10 Excellent
"Requested ground floor and got a great room on the ground level "
Ellis 1-night trip
Posted 1 day ago
Holiday Inn Express Southampton M27 Jct7 by IHG

Find out more about Winsor

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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?

The Cliff House Hotel: Visitors like this Winsor vacation home rental. It offers a terrace, a garden, and daily housekeeping to help you feel perfectly comfortable in your new surroundings. This vacation 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 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.