Winsor Vacation Rentals

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Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Winsor

Front of property
room2 Southampton Hometel

room2 Southampton Hometel

4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1159)
"staff was very friendly and rooms we clean and comfortable "
Canada
Kathy
The price is ￥13,699
￥16,439 total
includes taxes & fees
Nov 23 - Nov 24
room2 Southampton Hometel
Luxury Suite, Ensuite | Private kitchen
Stonehenge Cottages

Stonehenge Cottages

5.0 star property
Salisbury
9.8 out of 10, Exceptional, (105)
"The property is beautifully designed. It is compact but well planned out and very tasteful. Everything you need is there. The breakfast basket is delightful! The cottage is attractive and in a lovely location. It is so easy to just walk across the road for dinner. We loved it!!"
United States
ian
The price is ￥29,455
￥35,346 total
includes taxes & fees
Nov 18 - Nov 19
Stonehenge Cottages
Studio, 1 Queen Bed | Private kitchen | Fridge, microwave, stovetop, dishwasher
Peartree Serviced Apartments

Peartree Serviced Apartments

3.5 star property
Salisbury
9.6 out of 10, Exceptional, (295)
"The place was right around the corner of rail station, so easy to get to. Was quiet for being so near to railway. The free laundry set up was very convenient; even provided detergent. Would stay there again. Thank you."
United States
Brenda
The price is ￥14,229
￥17,075 total
includes taxes & fees
Dec 14 - Dec 15
Peartree Serviced Apartments
Luxury Apartment, Accessible, Private Bathroom | Dining
The Itchen River Apartments

The Itchen River Apartments

4.0 star property
Southampton
10.0 out of 10, Exceptional, (1)
"Check-in was quite complicated but the support was good "
United Kingdom
Robert
The price is ￥20,357
￥36,643 total
includes taxes & fees
Nov 22 - Nov 23
The Itchen River Apartments
Cottage | Interior
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 ￥54,624
￥65,550 total
includes taxes & fees
Nov 22 - Nov 23
5 Yarmouth Cottages
Exterior
Farm Cottage on a Secluded 9-acre Equestrian Small Holding

Farm Cottage on a Secluded 9-acre Equestrian Small Holding

Salisbury
10.0 out of 10, Exceptional, (10)
"Such a lovely place to stay. Very peaceful locstion. We felt right at home. The place was very clean and comfortable."
United States
Adrian R.
The price is ￥33,894
￥37,558 total
includes taxes & fees
Nov 18 - Nov 19
Farm Cottage on a Secluded 9-acre Equestrian Small Holding
Family Apartment | Living area | Flat-screen TV
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
Deluxe Room, 1 Double Bed, Harbor View | 1 bedroom, premium bedding, Select Comfort beds, desk
Pinnacle Suites

Pinnacle Suites

3.0 star property
Cowes
9.8 out of 10, Exceptional, (25)
"Had a great time here, in town for a wedding. The location is perfect and right off the red jet ferry. Zoe was also super helpful "
Canada
Andre
The price is ￥25,670
￥30,804 total
includes taxes & fees
Nov 18 - Nov 19
Pinnacle Suites
Interior
The Charming Redwood Escape, New Forest

The Charming Redwood Escape, New Forest

Southampton
10.0 out of 10, Exceptional, (1)
"Lovely place to stay. Right next to the new forest national park with easy access to so many nearby attractions. Will definitely return again. "
United Kingdom
Geoff
The price is ￥21,253
￥41,610 total
includes taxes & fees
Nov 19 - Nov 20
The Charming Redwood Escape, New Forest
Marina
Beautiful 4 Berth Boat on the Isle of Wight for the Ultimate Relaxation

Beautiful 4 Berth Boat on the Isle of Wight for the Ultimate Relaxation

Binfield
10.0 out of 10, Exceptional, (1)
"Best stay! Very new experience of staying in a boat. Amazing location for public services as well. "
United Kingdom
srini k.
The price is ￥34,607
￥38,271 total
includes taxes & fees
Nov 18 - Nov 19
Beautiful 4 Berth Boat on the Isle of Wight for the Ultimate Relaxation
Exterior
The Cliff House Hotel

The Cliff House Hotel

4.0 star property
New Milton
9.4 out of 10, Exceptional, (403)
"Great location, food, accomodation and pleasant staff."
United Kingdom
Anthony
The price is ￥21,205
￥25,446 total
includes taxes & fees
Nov 23 - Nov 24
The Cliff House Hotel
TV
Stunner Sea View 2 bedroom Sleeps 6-Free Parking

Stunner Sea View 2 bedroom Sleeps 6-Free Parking

Bournemouth
10.0 out of 10, Exceptional, (1)
"The apartment we rented was very nice, clean & comfortable. We loved the panoramic sea views & fresh sea breeze which came in through the open windows or while sitting on the balcony."
United Kingdom
Jayasheel M.
The price is ￥15,064
￥28,296 total
includes taxes & fees
Nov 18 - Nov 19
Stunner Sea View 2 bedroom Sleeps 6-Free Parking
Fridge, microwave, oven, stovetop
Charming thatched countryside hideaway with beams and garden access

Charming thatched countryside hideaway with beams and garden access

2.0 star property
Fordingbridge
The price is ￥31,757
￥41,935 total
includes taxes & fees
Dec 12 - Dec 13
Charming thatched countryside hideaway with beams and garden access
Dining
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

Cowes Isle of Wight
10.0 out of 10, Exceptional, (4)
"High quality property. Everything is spotless and to a high standard. Amazing bed sheets and bed. Some great toys for the kids. Highly recommended (and I NEVER leave reviews) "
United Kingdom
julien
The price is ￥18,321
￥39,492 total
includes taxes & fees
Nov 18 - Nov 19
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
Private kitchen
1 bedroom accommodation in North Poulner, near Ringwood

1 bedroom accommodation in North Poulner, near Ringwood

North Poulner, near Ringwood
10.0 out of 10, Exceptional, (15)
"The accommodation was spotless, very comfortable, excellent amenities, with a delicious welcoming cake and biscuits. Tea coffee, milk salt n pepper. Absolutely the perfect host in Mrs Brown. If you're looking for accommodation in this area, the I would certainly recommend coming here. 👌"
United States
Peter
The price is ￥30,943
￥30,943 total
includes taxes & fees
Nov 20 - Nov 21
1 bedroom accommodation in North Poulner, near Ringwood
Outdoor spa tub
Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool

Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool

Chandler's Ford
The price is ￥13,008
￥19,319 total
includes taxes & fees
Nov 24 - Nov 25
Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool
Fridge, microwave, oven, coffee/tea maker
Adorable 2-bedroom apartment in Southampton

Adorable 2-bedroom apartment in Southampton

Freemantle
10.0 out of 10, Exceptional, (1)
"We had a great shopping weekend staying at this apartment. The host was super friendly and easy to contact. The property was very sweet, really clean and we felt safe. Access was easy. Parking was good. I really have no complaints. We would not hesitate to stay here again. The host was one of the best we’ve ever had and it was lovely to see the property was well cared for and thoughtfully stocked with little extras like tea coffee and the odd spirit in the bar! I wouldn’t really want to walk...
United Kingdom
Lucy
The price is ￥17,955
￥25,284 total
includes taxes & fees
Nov 18 - Nov 19
Adorable 2-bedroom apartment in Southampton
Marina
Whitfield P10

Whitfield P10

3.0 star property
Yarmouth
10.0 out of 10, Exceptional, (1)
The price is ￥65,482
￥78,578 total
includes taxes & fees
Nov 20 - Nov 21
Whitfield P10
2 bedrooms, WiFi, bed sheets
Cosy A-Frame cabin nestled in the chalk steams of Hampshire

Cosy A-Frame cabin nestled in the chalk steams of Hampshire

Winchester
9.4 out of 10, Exceptional, (3)
"A very unique and beautiful cabin in the garden, in a nice part of Winchester. We had a great time during our stay.The only watch outs would be that the bedrooms are unique and small (but just per the pictures) so more than a night or two might be a bit much! Also it has an inside composting toilet, so may not be to everyone’s taste. Finally, the outside kitchen was very cool, but in mid September was already nippy in the mornings, definitely more of a summer spot!"
United States
Richard N.
The price is ￥29,314
￥39,289 total
includes taxes & fees
Nov 23 - Nov 24
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
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
"Room was clean, staff very helpful as we needed additional pillows and amenities great. We stayed for 1 night to attend a party locally and found it to be the perfect stay "
Julie 1-night trip
Posted 23 hours ago
Meon Valley Hotel, Golf & Country Club

Find out more about Winsor

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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.