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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 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, (1,366 reviews)
"Great location and friendly staff!"
United States
Gary
The price is ₹8,041
₹9,650 total
includes taxes & fees
13 Nov - 14 Nov
Second Nature Southampton
A bedroom with a large bed, a nightstand, a wall-mounted lamp, and a window with blinds.

2. 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 ₹18,810
₹22,572 total
includes taxes & fees
12 Nov - 13 Nov
Southampton Serviced Apartment
A bedroom with a bed, a chair, a wardrobe, and a radiator.

3. Coventry Road Apartments Flat 1

Coventry Road Apartments Flat 1
2.0 star property
The Polygon
10.0 out of 10, Exceptional, (1 review)
The price is ₹6,270
₹7,524 total
includes taxes & fees
9 Nov - 10 Nov
Coventry Road Apartments Flat 1
A bedroom with a large bed, a wooden ceiling, and a view of a brick building outside.

4. 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 ₹5,565
₹12,321 total
includes taxes & fees
15 Nov - 16 Nov
Settle Southampton
A red brick building with a white door, numbered 22, and a small garden area with potted plants.

5. 19 Quayside Walk

19 Quayside Walk
3.5 star property
Southampton
The price is ₹71,512
₹85,814 total
includes taxes & fees
11 Nov - 12 Nov
19 Quayside Walk
A bedroom with a large bed, a sofa, a TV, and a window with blinds.

6. 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 ₹17,268
₹20,721 total
includes taxes & fees
9 Nov - 10 Nov
QE2 Loft Apartments
A bedroom with a bed, a TV, and a window with curtains.

7. 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 ₹21,945
₹26,334 total
includes taxes & fees
9 Nov - 10 Nov
Bayview Apartments
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 ₹3,880
₹11,427 total
includes taxes & fees
9 Nov - 10 Nov
Settle Winchester
Room

9. Cosy studio flat in the Polygon

Cosy studio flat in the Polygon
2.0 star property
The Polygon
4.0 out of 10, (1 review)
"It did not satisfy us at all. We left after 4 hours and did not stay the night as we didn’t feel comfortable to. it was a very tiny place compared to the pictures. The toilet seat was yellow, and there was no evidence of the place being cleaned. It was very dusty and the oven had a dirty pan in there. It looked like food had been cooked on it and not washed. There was no cutlery or anything the microwave seemed broken. The bed was uncomfortable and the pillows very light. The cover felt like...
United Kingdom
Aminah
The price is ₹6,583
₹7,900 total
includes taxes & fees
9 Nov - 10 Nov
Cosy studio flat in the Polygon
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.

10. 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 ₹10,157
₹15,324 total
includes taxes & fees
23 Nov - 24 Nov
Charles Hope Salisbury Centre
A bathroom with a sink, toilet, and bathtub.

11. Peartree Serviced Apartments

Peartree Serviced Apartments
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (329 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 ₹10,176
₹12,211 total
includes taxes & fees
22 Nov - 23 Nov
Peartree Serviced Apartments
A bedroom with a bed, a wooden bench, a staircase, and a wall-mounted light fixture.

12. Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.2 out of 10, Wonderful, (42 reviews)
"A great stay in this unique, cool venue."
United Kingdom
Simon
The price is ₹12,854
₹15,424 total
includes taxes & fees
26 Nov - 27 Nov
Pinnacle Suites
Exterior

13. 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 ₹5,870
₹7,044 total
includes taxes & fees
9 Nov - 10 Nov
The South Coast Snug
A modern living room with a grey sofa, a coffee table, and a chandelier.

14. Luxury Flat With Parking & Underfloor Heating

Luxury Flat With Parking & Underfloor Heating
3.0 star property
Bournemouth
10.0 out of 10, Exceptional, (1 review)
"A lovely, modern, spacious, flat. Private entrance with a huge driveway to park your car. Spotlessly clean, very comfortable bed, lovely & warm with the underfloor heating. Host left tea, coffee sugar there was also salt, pepper & cleaning items. A great location & short walk to a main high street with lots of shops, bars & restaurants. Quick communication from host, also explaining well how to gain access in to the property. I wouldn't hesitate staying here again."
United Kingdom
Steven
The price is ₹7,492
₹13,505 total
includes taxes & fees
2 Dec - 3 Dec
Luxury Flat With Parking & Underfloor Heating
A narrow stream with clear water, surrounded by lush greenery and wildflowers.

15. Roslyn

Roslyn
3.0 star property
Romsey
The price is ₹59,340
₹71,207 total
includes taxes & fees
11 Nov - 12 Nov
Roslyn
A modern house with a patio area featuring a sofa, chairs, and a dining table.

16. Pamper House Holiday Home And Annex

Pamper House Holiday Home And Annex
3.0 star property
Ferndown
The price is ₹76,557
₹126,980 total
includes taxes & fees
9 Nov - 10 Nov
Pamper House Holiday Home And Annex
A kitchen counter with vegetables, a sink, and potted plants.

17. Beddoe Apartments

Beddoe Apartments
3.0 star property
Eastleigh
7.8 out of 10, Good, (20 reviews)
"Ideal for couple of nights stay. Easy parking was a bonus. "
United Kingdom
Alan
The price is ₹15,675
₹24,453 total
includes taxes & fees
15 Nov - 16 Nov
Beddoe Apartments
A living room with a sofa, a coffee table, and a TV. There is a dining area with a table and chairs in the background.

18. Salisbury Residences by Charles Hope

Salisbury Residences by Charles Hope
4.0 star property
Salisbury
10.0 out of 10, Exceptional, (1 review)
Salisbury Residences by Charles Hope
A pier extending into calm waters with a clear sky above.

19. 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 ₹14,678
₹17,614 total
includes taxes & fees
9 Nov - 10 Nov
2 Bedroom Apartment With Balcony, Double Bed & Single Bed in Living Room
A beach with boats, a pier, and beach huts.

20. 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 ₹11,886
₹23,292 total
includes taxes & fees
10 Nov - 11 Nov
Isle 2-bed Retreat- Sleeps 4, Garden & Games Room
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

Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

10/10 Excellent
"Would stay again"
Debra 2-night trip
Posted 2 hours ago
Leonardo Royal Southampton Grand Harbour

Find out more about Winsor

Holiday Rentals in Winsor

Search for holiday rentals in Winsor on Expedia.co.uk! 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 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.