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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Top Holiday Rentals in Winsor

Front of property
room2 Southampton Hometel

Aparthotel in Southampton City Centre

4.0 star property
9.4 out of 10, Exceptional, (1166)
"staff was very friendly and rooms we clean and comfortable "
Canada
Kathy
The price is ฿2,856
฿3,428 total
includes taxes & fees
30 Nov - 1 Dec
room2 Southampton Hometel
Studio, 1 Queen Bed | Private kitchen | Fridge, microwave, stovetop, dishwasher
Peartree Serviced Apartments

Aparthotel in Salisbury

3.5 star property
9.6 out of 10, Exceptional, (297)
"Enjoyable stay, handy to Salisbury landmarks."
Australia
Heather
The price is ฿3,393
฿4,072 total
includes taxes & fees
14 Dec - 15 Dec
Peartree Serviced Apartments
Marina
Daisy Haven in Southampton

Residence in Bassett Green

2.0 star property
The price is ฿5,726
฿6,872 total
includes taxes & fees
7 Dec - 8 Dec
Daisy Haven in Southampton
Apartment | Private kitchen | Fridge, microwave, oven, stovetop
2 Bed Flat - Sleeps 4 - Parking - Wifi

Apartment in The Polygon

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great apartment, super friendly host!"
United Kingdom
Amy
The price is ฿3,732
฿4,478 total
includes taxes & fees
7 Dec - 8 Dec
2 Bed Flat - Sleeps 4 - Parking - Wifi
Exterior
The Cliff House Hotel

Holiday Home in New Milton

4.0 star property
9.4 out of 10, Exceptional, (403)
"Great location, food, accomodation and pleasant staff."
United Kingdom
Anthony
The price is ฿4,422
฿5,306 total
includes taxes & fees
26 Nov - 27 Nov
The Cliff House Hotel
Deluxe Room, 1 Double Bed, Harbour View | 1 bedroom, premium bedding, Select Comfort beds, desk
Pinnacle Suites

Aparthotel in Cowes

3.0 star property
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 ฿5,515
฿6,618 total
includes taxes & fees
29 Nov - 30 Nov
Pinnacle Suites
Balcony view
Southampton Serviced Apartment

Apartment in Bassett

4.0 star property
8.4 out of 10, Very good, (177)
"Close to workplace. Nice heated apartment, has all the things you would need highly recommend. "
United Kingdom
Sheena
The price is ฿5,267
฿6,321 total
includes taxes & fees
3 Dec - 4 Dec
Southampton Serviced Apartment
Shared kitchen
Bayview Apartments

Apartment in Southampton City Centre

2.0 star property
8.0 out of 10, Very good, (3)
"To be honest although the apartment was really nice we didn’t have hardly any knives and forks and spoons for 5 people, the fridge was filthy and the cooking equipment was old worn out and filthy. For nearly £300 for one night we expected better "
United Kingdom
Derek
The price is ฿9,898
฿11,878 total
includes taxes & fees
4 Dec - 5 Dec
Bayview Apartments
Fridge, dishwasher, electric kettle, cookware/dishes/utensils
Bailey Cottage

Cottage in Southampton

3.0 star property
The price is ฿51,614
฿61,936 total
includes taxes & fees
9 Dec - 10 Dec
Bailey Cottage
Cottage | Interior
Aquanaut

Cottage in Cowes

3.5 star property
The price is ฿111,888
฿134,266 total
includes taxes & fees
29 Nov - 30 Nov
Aquanaut
Family Apartment | Living area | Flat-screen TV
Charles Hope Salisbury Centre

Apartment in Salisbury

3.5 star property
9.6 out of 10, Exceptional, (4)
"Great location and well appointed apartment"
Australia
Greg
Charles Hope Salisbury Centre
Superior Studio | 1 bedroom, premium bedding, individually decorated
The Madison

Aparthotel in Banister's Park

3.0 star property
9.6 out of 10, Exceptional, (28)
"Clean, modern, quiet and great communication from company before and during my stay - very helpful. "
United Kingdom
Sabrina
The Madison
House | Private kitchen | Fridge, microwave, oven, stovetop
Family House in Eastleigh

Residence in Eastleigh

2.0 star property
Family House in Eastleigh
Cottage | Private kitchen | Fridge, dishwasher, electric kettle, toaster
19 Quayside Walk

Cottage in Marchwood

3.5 star property
The price is ฿21,564
฿25,877 total
includes taxes & fees
9 Dec - 10 Dec
19 Quayside Walk
Bungalow, 2 Bedrooms, Patio, City View | Property grounds
Peaceful Retreat in Southampton's Countryside

Holiday Home in Southampton

2.0 star property
The price is ฿6,234
฿9,393 total
includes taxes & fees
26 Nov - 27 Nov
Peaceful Retreat in Southampton's Countryside
Fridge, dishwasher, electric kettle, toaster
Bayview Cottage

Cottage in Bournemouth

3.0 star property
The price is ฿23,933
฿28,720 total
includes taxes & fees
7 Dec - 8 Dec
Bayview Cottage
Outdoor dining
Suetts Farm Barns

Cottage in Southampton

2.0 star property
The price is ฿29,006
฿34,808 total
includes taxes & fees
1 Dec - 2 Dec
Suetts Farm Barns
House | 4 bedrooms, free WiFi, bed sheets
4 Bedroom Haven in Southampton

Residence in Bassett

2.0 star property
8.0 out of 10, Very good, (1)
"It is good area, good host, almost on M3 motorway. Supermarkets are very close. "
United Kingdom
Sadaqat
4 Bedroom Haven in Southampton
Living area
6 Inveravon

Cottage in Christchurch

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is ฿25,382
฿30,459 total
includes taxes & fees
7 Dec - 8 Dec
6 Inveravon
Cottage | Private kitchen | Dishwasher, high chair, cookware/dishes/utensils
Fox's Den

Cottage in Fareham

3.5 star property
The price is ฿17,711
฿21,253 total
includes taxes & fees
9 Dec - 10 Dec
Fox's Den
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

Moxy Southampton

Moxy Southampton

10/10 Excellent
"Good clean rooms great helpful staff"
Paul 2-night trip
Posted 1 day ago
Moxy 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 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 are some of the best holiday rentals that Winsor has to offer?

The Cliff House Hotel: This holiday home rental outside of Winsor offers a terrace, a garden and daily housekeeping to help you feel perfectly comfortable in your new surroundings. This holiday 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 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.