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Check prices for these dates

In two weeks
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Winsor holiday rentals

Outdoor dining

1. Stunning two Bedroom Apartment in The New Forest With Private Courtyard

Stunning two Bedroom Apartment in The New Forest With Private Courtyard
3.5 star property
Southampton
The price is 4.332.167 ₫
7.521.603 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Stunning two Bedroom Apartment in The New Forest With Private Courtyard
Interior entrance

2. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,325 reviews)
"Great place to stay on the way to our cruise…would definitely recommend!!"
Canada
Shelly
The price is 2.633.177 ₫
3.159.812 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Second Nature Southampton
Studio, Non Smoking, Kitchenette | Private kitchen

3. Student Only Park House

Student Only Park House
2.0 star property
Southampton City Centre
The price is 31.677.319 ₫
39.772.634 ₫ total
includes taxes & fees
12 Sept - 13 Sept
Student Only Park House
Deluxe Apartment | Iron/ironing board, free WiFi, bed sheets

4. QE2 Loft Apartments

QE2 Loft Apartments
3.0 star property
Southampton City Centre
6.4 out of 10, (8 reviews)
"No Air conditioning! Bar under with loud party all night long. Windows open for air. You book this room only if you want to party. Otherwise you will be kept up all night long. 90 degrees outside and hotter inside do to restaurant ovens directly under room. It was the worst experience. Jet lag turned into nightmare 😫"
United States
BRIAN
The price is 4.846.630 ₫
5.815.956 ₫ total
includes taxes & fees
13 Sept - 14 Sept
QE2 Loft Apartments
Property grounds

5. Roslyn

Roslyn
2.0 star property
Romsey
The price is 15.168.156 ₫
18.201.787 ₫ total
includes taxes & fees
16 Sept - 17 Sept
Roslyn
Deluxe Studio | Iron/ironing board, free WiFi

6. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.6 out of 10, Excellent, (9 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
The price is 1.821.446 ₫
3.769.601 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Settle Southampton
Miscellaneous

7. Bayview Apartments

Bayview Apartments
2.0 star property
Southampton City Centre
8.0 out of 10, Very good, (5 reviews)
"The apartment was reasonably priced, conveniently located to our destination and perfectly adequate for our needs."
United States
Donald
The price is 4.692.819 ₫
5.631.524 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Bayview Apartments
Double Room | Iron/ironing board, free WiFi

8. Settle Winchester

Settle Winchester
2.0 star property
Winchester City Center
The price is 1.399.187 ₫
3.579.663 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Settle Winchester
Front of property

9. Peartree Serviced Apartments

Peartree Serviced Apartments
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (325 reviews)
"Clean and quiet. Had what we needed to cook. Walkable distance from grocery store, pharmacy. Next to train station. Would go back!"
Canada
Karine
The price is 4.467.030 ₫
5.360.436 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Peartree Serviced Apartments
Exterior

10. Pamper House Holiday Home And Annex

Pamper House Holiday Home And Annex
3.0 star property
Ferndown
The price is 21.487.675 ₫
35.640.376 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Pamper House Holiday Home And Annex
1 bedroom, iron/ironing board, free WiFi, bed sheets

11. Apartment Sleeps 4 With Garden & Parking

Apartment Sleeps 4 With Garden & Parking
3.0 star property
Bournemouth
The price is 4.997.977 ₫
6.842.300 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Apartment Sleeps 4 With Garden & Parking
Deluxe Apartment | Living area | 38-inch flat-screen TV with digital channels, streaming services

12. Charles Hope Salisbury Centre

Charles Hope Salisbury Centre
4.0 star property
Salisbury
9.4 out of 10, Exceptional, (9 reviews)
"Clean modern room, well equipped and great locaton"
United Kingdom
Theodros
The price is 4.252.680 ₫
5.103.216 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Charles Hope Salisbury Centre
Deluxe Suite | Premium bedding, Select Comfort beds, desk, laptop workspace

13. Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.2 out of 10, Wonderful, (41 reviews)
"Very friendly host with modern suites"
United Kingdom
Samuel
The price is 4.351.232 ₫
5.221.478 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Pinnacle Suites
Three Bedroom House | Living area | 40-inch Smart TV with digital channels, TV

14. Salisbury Residences by Charles Hope

Salisbury Residences by Charles Hope
4.0 star property
Salisbury
Salisbury Residences by Charles Hope
Property grounds

15. Foxes Earth

Foxes Earth
3.0 star property
Salisbury
The price is 13.253.438 ₫
15.904.126 ₫ total
includes taxes & fees
23 Sept - 24 Sept
Foxes Earth
Apartment, 2 Bedrooms, Smoking, Balcony | 3 bedrooms

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 4.116.389 ₫
4.939.667 ₫ total
includes taxes & fees
10 Sept - 11 Sept
2 Bedroom Apartment With Balcony, Double Bed & Single Bed in Living Room
House, Ensuite | Exterior

17. 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 57.745.113 ₫
69.294.135 ₫ total
includes taxes & fees
2 Oct - 3 Oct
The Cheese House
House | 1 bedroom

18. Stargaze From a Beach hut on the Mudeford Sandbank

Stargaze From a Beach hut on the Mudeford Sandbank
2.0 star property
Bournemouth
Stargaze From a Beach hut on the Mudeford Sandbank
Apartment | Beach

19. 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 3.748.483 ₫
7.032.364 ₫ total
includes taxes & fees
11 Sept - 12 Sept
Isle 2-bed Retreat- Sleeps 4, Garden & Games Room
3 bedrooms, free WiFi, individually decorated, individually furnished

20. Horseshoe Cottage

Horseshoe Cottage
3.0 star property
Romsey
10.0 out of 10, Exceptional, (1 review)
"Well presented and well equipped home. All the essentials plus more. Very family friendly."
United Kingdom
Peter
The price is 20.104.538 ₫
24.125.446 ₫ total
includes taxes & fees
10 Oct - 11 Oct
Horseshoe Cottage
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

Macdonald Botley Park Hotel & Spa

Macdonald Botley Park Hotel & Spa

8/10 Good
"I had to get help from a member of staff with my heavy case bringing it up from the 'basement'."
John 1-night trip
Posted 1 hour ago
Macdonald Botley Park Hotel & Spa

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.