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Check prices for these dates

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

Our top choices for Winsor holiday 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 Rp1.558.217
Rp1.869.861 total
includes taxes & fees
13 Nov - 14 Nov
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 Rp984.137
Rp2.274.450 total
includes taxes & fees
15 Nov - 16 Nov
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 Rp3.644.952
Rp4.373.942 total
includes taxes & fees
5 Nov - 6 Nov
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 Rp3.343.774
Rp4.012.529 total
includes taxes & fees
4 Nov - 5 Nov
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 Rp2.318.371
Rp2.782.045 total
includes taxes & fees
8 Nov - 9 Nov
Peartree Serviced Apartments
Property grounds

6. Roslyn

Roslyn
3.0 star property
Romsey
The price is Rp11.490.733
Rp13.788.879 total
includes taxes & fees
5 Nov - 6 Nov
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 Rp1.968.274
Rp2.361.929 total
includes taxes & fees
16 Nov - 17 Nov
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 Rp751.772
Rp2.214.309 total
includes taxes & fees
1 Nov - 2 Nov
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 Rp4.249.531
Rp5.099.437 total
includes taxes & fees
2 Nov - 3 Nov
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 Rp2.510.965
Rp3.013.158 total
includes taxes & fees
10 Nov - 11 Nov
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 Rp2.586.143
Rp4.851.749 total
includes taxes & fees
1 Nov - 2 Nov
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 Rp1.144.834
Rp1.373.801 total
includes taxes & fees
4 Nov - 5 Nov
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 Rp9.036.204
Rp10.843.347 total
includes taxes & fees
13 Nov - 14 Nov
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 Rp32.734.502
Rp39.281.402 total
includes taxes & fees
1 Nov - 2 Nov
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 Rp3.234.895
Rp5.777.249 total
includes taxes & fees
6 Nov - 7 Nov
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 Rp2.834.950
Rp3.401.939 total
includes taxes & fees
11 Nov - 12 Nov
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 Rp12.463.026
Rp14.955.679 total
includes taxes & fees
3 Nov - 4 Nov
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 Rp2.023.505
Rp3.278.210 total
includes taxes & fees
10 Nov - 11 Nov
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 Rp2.669.701
Rp3.203.641 total
includes taxes & fees
6 Nov - 7 Nov
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 Rp8.199.896
Rp9.839.972 total
includes taxes & fees
11 Nov - 12 Nov
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

Moxy Southampton

Moxy Southampton

10/10 Excellent
"Second time and another fantastic stay at the moxy, staff were so friendly, hotel is great, especially breakfast, bed was comfy and the room was clean, perfect for a pre cruise stay."
Mark 1-night trip
Posted 2 hours ago
Moxy Southampton

Find out more about Winsor

Search for holiday rentals in Winsor on Expedia.co.id! 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
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  • 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 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.