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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan
In four months
30 Jan - 1 Feb

Top Holiday Rentals in Winsor

room2 Southampton Hometel
Front of property

room2 Southampton Hometel

4.0 star property
9.4 out of 10, Exceptional, (1119)
"Great location. "
The price is ฿2,692
฿3,230 total
includes taxes & fees
3 Nov - 4 Nov
room2 Southampton Hometel
Pinnacle Suites
Deluxe Room, 1 Double Bed, Harbour View | 1 bedroom, premium bedding, Select Comfort beds, desk

Pinnacle Suites

3.0 star property
9.8 out of 10, Exceptional, (23)
"Very nice "
Pinnacle Suites
The Cliff House Hotel
Exterior

The Cliff House Hotel

4.0 star property
9.4 out of 10, Exceptional, (398)
"Great location, food, accomodation and pleasant staff."
The price is ฿6,175
฿7,410 total
includes taxes & fees
16 Oct - 17 Oct
The Cliff House Hotel
Peartree Serviced Apartments
Studio, 1 Queen Bed | Private kitchen | Fridge, microwave, stovetop, dishwasher

Peartree Serviced Apartments

3.5 star property
9.6 out of 10, Exceptional, (291)
"Enjoyable stay, handy to Salisbury landmarks."
The price is ฿4,031
฿4,838 total
includes taxes & fees
9 Nov - 10 Nov
Peartree Serviced Apartments
The Cabin at Little Timbers
Outdoor dining

The Cabin at Little Timbers

3.0 star property
The Cabin at Little Timbers
Southampton Serviced Apartment
Balcony view

Southampton Serviced Apartment

4.0 star property
8.4 out of 10, Very good, (174)
"Close to workplace. Nice heated apartment, has all the things you would need highly recommend. "
Southampton Serviced Apartment
Bayview Apartments
Shared kitchen

Bayview Apartments

2.0 star property
7.0 out of 10, Good, (2)
"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 "
The price is ฿10,171
฿12,205 total
includes taxes & fees
17 Oct - 18 Oct
Bayview Apartments
Daisy Haven in Southampton
Fridge, microwave, oven, stovetop

Daisy Haven in Southampton

2.0 star property
The price is ฿6,964
฿8,356 total
includes taxes & fees
12 Oct - 13 Oct
Daisy Haven in Southampton
The Madison
Superior Studio | 1 bedroom, premium bedding, individually decorated

The Madison

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. "
The Madison
2 Bed Flat - Sleeps 4 - Parking - Wifi
Apartment | Private kitchen | Fridge, microwave, oven, stovetop

2 Bed Flat - Sleeps 4 - Parking - Wifi

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great apartment, super friendly host!"
The price is ฿10,539
฿12,647 total
includes taxes & fees
12 Oct - 13 Oct
2 Bed Flat - Sleeps 4 - Parking - Wifi
Bailey Cottage
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Bailey Cottage

3.0 star property
The price is ฿53,036
฿63,643 total
includes taxes & fees
14 Oct - 15 Oct
Bailey Cottage
Charles Hope Salisbury Centre
Family Apartment | Living area | Flat-screen TV

Charles Hope Salisbury Centre

3.5 star property
9.4 out of 10, Exceptional, (3)
"Contemporary, new feel and even new like smell! Overall experience here was fabulous indeed "
Charles Hope Salisbury Centre
Aquanaut
Cottage | Interior

Aquanaut

3.5 star property
The price is ฿114,971
฿137,965 total
includes taxes & fees
14 Oct - 15 Oct
Aquanaut
Family House in Eastleigh
House | Private kitchen | Fridge, microwave, oven, stovetop

Family House in Eastleigh

2.0 star property
Family House in Eastleigh
Chelsea Hotel
Exterior

Chelsea Hotel

3.0 star property
9.2 out of 10, Wonderful, (81)
"Overall a good place to stay."
The price is ฿4,541
฿5,449 total
includes taxes & fees
11 Oct - 12 Oct
Chelsea Hotel
Oceanview Gem in Southampton
Apartment | Private kitchen | Fridge, microwave, oven, stovetop

Oceanview Gem in Southampton

3.0 star property
2.0 out of 10, (2)
Oceanview Gem in Southampton
Peaceful Retreat in Southampton's Countryside
Bungalow, 2 Bedrooms, Patio, City View | Property grounds

Peaceful Retreat in Southampton's Countryside

2.0 star property
The price is ฿7,461
฿10,928 total
includes taxes & fees
23 Oct - 24 Oct
Peaceful Retreat in Southampton's Countryside
Luxury Shepherds Hut set in a Countryside Setting
Cabin | Terrace/patio

Luxury Shepherds Hut set in a Countryside Setting

2.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing stay, great-friendly customer service. Everything been well thought out everything included definitely worth a stay . Highly recommended. "
Luxury Shepherds Hut set in a Countryside Setting
Holiday Home With Hot Tub & Sauna
Property amenity

Holiday Home With Hot Tub & Sauna

4.0 star property
9.0 out of 10, Wonderful, (4)
" What the full holiday with my kids thanks guys"
The price is ฿5,875
฿14,897 total
includes taxes & fees
20 Oct - 21 Oct
Holiday Home With Hot Tub & Sauna
Four Corners Holiday Home with Hot Tub & Sauna
Luxury House, 4 Bedrooms | 4 bedrooms, individually decorated, individually furnished, desk

Four Corners Holiday Home with Hot Tub & Sauna

5.0 star property
10.0 out of 10, Exceptional, (2)
"A group of us stayed for a weekend around a wedding. Excellent communication from booking onwards. A couple of tiny niggles were sorted straight away Everything was clean and we all had enough room (not your typical holiday let without enough room to open a suitcase)"
Four Corners Holiday Home with Hot Tub & Sauna
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

Meon Valley Hotel, Golf & Country Club

Meon Valley Hotel, Golf & Country Club

10/10 Excellent
"Very professional and well appointed hotel."
David 1-night trip
Posted 1 day ago
Meon Valley Hotel, Golf & Country Club

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 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.