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Winsor Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Winsor vacation rentals

A modern interior with a red sofa, black chairs, and a patterned floor.

1. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,363 reviews)
"Great location and friendly staff!"
United States
Gary
The price is ￥13,529
￥16,235 total
includes taxes & fees
Nov 30 - Dec 1
Second Nature Southampton
A bedroom with a large bed, a wooden ceiling, and a view of a brick building outside.

2. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.2 out of 10, Very good, (14 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
The price is ￥8,289
￥19,441 total
includes taxes & fees
Nov 15 - Nov 16
Settle Southampton
A balcony with wicker chairs, a table with a fruit basket and wine glasses, and a view of houses and trees.

3. Southampton Serviced Apartment

Southampton Serviced Apartment
4.0 star property
Bassett
8.6 out of 10, Excellent, (188 reviews)
"Clean rooms, spacious enough for two for a weekend/long weekend. Easy access to Southampton City centre on the No1 bus, which runs right past the front door. Plenty of parking front and rear to service all the apartments."
United Kingdom
Emma
The price is ￥29,748
￥35,698 total
includes taxes & fees
Dec 1 - Dec 2
Southampton Serviced Apartment
A bedroom with a large bed, a sofa, a TV, and a window with blinds.

4. QE2 Loft Apartments

QE2 Loft Apartments
3.0 star property
Southampton City Centre
5.8 out of 10, (17 reviews)
"They sent me an email at the last minute saying that it was double booked and they canceled my reservation that was already prepaid"
United States
kia
The price is ￥29,052
￥34,863 total
includes taxes & fees
Nov 5 - Nov 6
QE2 Loft Apartments
A sign for Hotel Peartree, a serviced apartment, with contact information and website.

5. Peartree Serviced Apartments

Peartree Serviced Apartments
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (327 reviews)
"Great. They have everything you could need - well appointed kitchen, milk and breakfast provided, plenty of fluffy towels even down to non stick bath mats"
Australia
Stephanie
The price is ￥18,931
￥22,717 total
includes taxes & fees
Nov 8 - Nov 9
Peartree Serviced Apartments
Property grounds

6. Roslyn

Roslyn
3.0 star property
Romsey
The price is ￥99,836
￥119,803 total
includes taxes & fees
Nov 4 - Nov 5
Roslyn
A living room with a dark blue sofa, a round wooden coffee table, a dining table with chairs, a large abstract painting, a round mirror, and a window with curtains.

7. Charles Hope Salisbury Centre

Charles Hope Salisbury Centre
4.0 star property
Salisbury
9.4 out of 10, Exceptional, (10 reviews)
"Clean modern room, well equipped and great locaton"
United Kingdom
Theodros
The price is ￥14,526
￥17,431 total
includes taxes & fees
Nov 18 - Nov 19
Charles Hope Salisbury Centre
A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a radiator.

8. Settle Winchester

Settle Winchester
2.0 star property
Winchester City Center
The price is ￥6,530
￥19,235 total
includes taxes & fees
Nov 1 - Nov 2
Settle Winchester
A bedroom with a bed, a TV, and a window with curtains.

9. Bayview Apartments

Bayview Apartments
2.0 star property
Southampton City Centre
7.8 out of 10, Good, (7 reviews)
"The apartment was reasonably priced, conveniently located to our destination and perfectly adequate for our needs."
United States
Donald
The price is ￥36,922
￥44,307 total
includes taxes & fees
Nov 3 - Nov 4
Bayview Apartments
A bedroom with a bed, a wooden bench, a staircase, and a wall-mounted light fixture.

10. Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.2 out of 10, Wonderful, (41 reviews)
"A great stay in this unique, cool venue."
United Kingdom
Simon
The price is ￥21,812
￥26,174 total
includes taxes & fees
Nov 10 - Nov 11
Pinnacle Suites
A dining area with a wooden table, chairs, a vase with flowers, and a television on a wooden stand.

11. Isle 2-bed Retreat- Sleeps 4, Garden & Games Room

Isle 2-bed Retreat- Sleeps 4, Garden & Games Room
3.0 star property
Cowes
The price is ￥22,244
￥41,884 total
includes taxes & fees
Nov 3 - Nov 4
Isle 2-bed Retreat- Sleeps 4, Garden & Games Room
Exterior

12. The South Coast Snug

The South Coast Snug
2.0 star property
Fareham
7.4 out of 10, Good, (6 reviews)
"Fantastic place great location everything close by"
United Kingdom
Nikki
The price is ￥9,841
￥11,809 total
includes taxes & fees
Nov 4 - Nov 5
The South Coast Snug
A wooden cabin with a glass table and wicker chairs on a deck.

13. Foxes Earth

Foxes Earth
3.0 star property
Salisbury
The price is ￥78,510
￥94,211 total
includes taxes & fees
Nov 4 - Nov 5
Foxes Earth
A traditional brick house with a garden in front, featuring a pathway and a metal fence.

14. The Cheese House

The Cheese House
3.0 star property
Salisbury
10.0 out of 10, Exceptional, (1 review)
"Loved this house. Beautiful spaces, lots of room, all modern updates with rustic farm feel. Gorgeous property."
United States
Bobby
The price is ￥284,215
￥341,058 total
includes taxes & fees
Nov 1 - Nov 2
The Cheese House
A wooden door with a black handle, a wooden console table with a basket and a plant, and a dark wooden floor.

15. Stunning 2-bed Apt, Sleeps 6 in The New Forest

Stunning 2-bed Apt, Sleeps 6 in The New Forest
4.0 star property
Southampton
The price is ￥28,101
￥50,186 total
includes taxes & fees
Nov 6 - Nov 7
Stunning 2-bed Apt, Sleeps 6 in The New Forest
Living room

16. 2 Bedroom Apartment With Balcony, Double Bed & Single Bed in Living Room

2 Bedroom Apartment With Balcony, Double Bed & Single Bed in Living Room
2.0 star property
Boscombe
The price is ￥24,614
￥29,536 total
includes taxes & fees
Nov 5 - Nov 6
2 Bedroom Apartment With Balcony, Double Bed & Single Bed in Living Room
A red brick building with a white door, numbered 22, and a small garden area with potted plants.

17. 19 Quayside Walk

19 Quayside Walk
3.5 star property
Southampton
The price is ￥108,283
￥129,940 total
includes taxes & fees
Nov 5 - Nov 6
19 Quayside Walk
A modern kitchen with a built-in island, a sink, and a clock on the wall.

18. 4thedome

4thedome
3.5 star property
New Milton
9.4 out of 10, Exceptional, (13 reviews)
"Lovely peaceful location just around the corner from the beach. Small shop, cafes and bar near by, we’d recommend a visit to the ice cream parlour - lots of flavours with vegan and doggy options. The accommodation was spotlessly clean, comfortable and well equipped. Check-in was seamless and the host responded quickly to all communications. Only downside was no enclosed outside space for our dogs"
United Kingdom
Ceri
The price is ￥17,581
￥28,482 total
includes taxes & fees
Nov 5 - Nov 6
4thedome
A hot tub on a rooftop with a view of residential buildings and a cloudy sky.

19. 1 Bedroom Flat Apartment With hot tub on the Balcony & City View, Sleeps 4ppl

1 Bedroom Flat Apartment With hot tub on the Balcony & City View, Sleeps 4ppl
2.0 star property
Boscombe
The price is ￥22,947
￥27,537 total
includes taxes & fees
Nov 4 - Nov 5
1 Bedroom Flat Apartment With hot tub on the Balcony & City View, Sleeps 4ppl
A bedroom with a wooden door, a bed with a beige and white striped bedspread, a fluffy beige throw blanket, and a pink pillow. There are framed pictures on the wall and a window with curtains.

20. The Bike Shed

The Bike Shed
3.0 star property
Romsey
The price is ￥71,244
￥85,494 total
includes taxes & fees
Nov 4 - Nov 5
The Bike Shed
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

New Place

New Place

10/10 Excellent
"2nd stay here , great place . Will be back soon"
Rachel 1-night trip
Posted 10 hours ago
New Place

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?

Unique waterside home in stunning location.: You might want to consider this vacation home rental near Winsor, which is located on the waterfront and has a balcony, a garden, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.