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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Winsor vacation homes

Fridge, microwave, oven, dishwasher
Beautiful 2 bedroom full-furnished semi-detached house with parking

Vacation Home in Dibden Purlieu

Beautiful 2 bedroom full-furnished semi-detached house with parking
9.4 out of 10, Exceptional, (6)
"Great location, xxx"
United Kingdom
Christopher K.
The price is AED 619
AED 708 total
includes taxes & fees
22 Dec - 23 Dec
Beautiful 2 bedroom full-furnished semi-detached house with parking
Exterior
The Cliff House Hotel

Vacation Home in New Milton

The Cliff House Hotel
4.0 star property
9.4 out of 10, Exceptional, (403)
"Great location, food, accomodation and pleasant staff."
United Kingdom
Anthony
The price is AED 696
AED 835 total
includes taxes & fees
22 Dec - 23 Dec
The Cliff House Hotel
Dining
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

Vacation Home in Cowes Isle of Wight

The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
10.0 out of 10, Exceptional, (4)
"Unassuming from the outside, excellently decorated and equipped internally, including a nice garden."
United Kingdom
Simon S.
The price is AED 734
AED 1,309 total
includes taxes & fees
22 Dec - 23 Dec
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
1 bedroom, WiFi, bed sheets
Cosy En-suite Room in the City Centre Room 14

Vacation Home in Freemantle

Cosy En-suite Room in the City Centre Room 14
The price is AED 138
AED 241 total
includes taxes & fees
18 Jan - 19 January 2026
Cosy En-suite Room in the City Centre Room 14
Interior
The Charming Redwood Escape, New Forest

Vacation Home in Southampton

The Charming Redwood Escape, New Forest
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 AED 749
AED 1,565 total
includes taxes & fees
29 Dec - 30 Dec
The Charming Redwood Escape, New Forest
Smart TV, books, stereo
Peaceful barn stay near Lymington with private garden

Vacation Home in Lymington

Peaceful barn stay near Lymington with private garden
8.0 out of 10, Very Good, (1)
"Great host and property had a lovely stay"
United Kingdom
Carly
The price is AED 634
AED 978 total
includes taxes & fees
12 Jan - 13 January 2026
Peaceful barn stay near Lymington with private garden
Terrace/patio
Luxury shepherd's hut

Vacation Home in Bransgore

Luxury shepherd's hut
9.8 out of 10, Exceptional, (41)
"Great little place in great location plenty of space to relax and unwind"
United Kingdom
Paul C.
The price is AED 590
AED 673 total
includes taxes & fees
22 Dec - 23 Dec
Luxury shepherd's hut
1 bedroom, WiFi
Darwin road guest house room 3

Vacation Home in Freemantle

Darwin road guest house room 3
2.0 star property
The price is AED 118
AED 118 total
includes taxes & fees
11 Jan - 12 January 2026
Darwin road guest house room 3
TV
The Annex Ferndown

Vacation Home in Ferndown

The Annex Ferndown
8.6 out of 10, Excellent, (7)
"I plan to stay here again the next time I come to Ferndown. Great location, small but perfectly designed space, very comfortable and well equipped. Comfortable beds."
United States
claire c.
The price is AED 442
AED 1,032 total
includes taxes & fees
4 Jan - 5 January 2026
The Annex Ferndown
Exterior
The Annex is a delightful one-bedroom property that offers a cosy atmosphere

Vacation Home in Salisbury

The Annex is a delightful one-bedroom property that offers a cosy atmosphere
2.0 star property
The price is AED 197
AED 275 total
includes taxes & fees
3 Jan - 4 January 2026
The Annex is a delightful one-bedroom property that offers a cosy atmosphere
Property grounds
modern Bungalow with hot tub, garden, bbq & Netflix 10 min drive to city centre

Vacation Home in Southampton

modern Bungalow with hot tub, garden, bbq & Netflix 10 min drive to city centre
10.0 out of 10, Exceptional, (3)
"The accommodation was very comfortable and perfectly situated for a pre cruise stay! The beds were comfortable and the kitchen was very well equipped! Comfy sofas in the lounge and great internet! Highly recommended! Would definitely book again! Great host too! "
United Kingdom
Michael H.
The price is AED 796
AED 1,238 total
includes taxes & fees
22 Dec - 23 Dec
modern Bungalow with hot tub, garden, bbq & Netflix 10 min drive to city centre
Outdoor dining
Cosy retreat in Ringwood New Forest Town Centre

Vacation Home in Ringwood

Cosy retreat in Ringwood New Forest Town Centre
9.0 out of 10, Wonderful, (2)
"the house was well presented and comfortable. All aspects of our stay were enjoyable"
United States
Charles F.
The price is AED 553
AED 745 total
includes taxes & fees
1 Jan - 2 January 2026
Cosy retreat in Ringwood New Forest Town Centre
Fridge, microwave, oven, stovetop
3 Bedrooms house ideal for long Stays!

Vacation Home in Southampton

3 Bedrooms house ideal for long Stays!
10.0 out of 10, Exceptional, (3)
"Great location, lovely clean property can recommend."
United Kingdom
Michael R.
The price is AED 712
AED 1,066 total
includes taxes & fees
1 Jan - 2 January 2026
3 Bedrooms house ideal for long Stays!
Outdoor dining
Beautiful New Forest Hideaway

Vacation Home in West Wellow

Beautiful New Forest Hideaway
The price is AED 516
AED 762 total
includes taxes & fees
4 Jan - 5 January 2026
Beautiful New Forest Hideaway
Dining
2 Bed Cosy Christmas Retreat Hot Tub and Fire Dorset

Vacation Home in Wimborne

2 Bed Cosy Christmas Retreat Hot Tub and Fire Dorset
2.0 star property
The price is AED 708
AED 1,165 total
includes taxes & fees
22 Dec - 23 Dec
2 Bed Cosy Christmas Retreat Hot Tub and Fire Dorset
Bungalow, 2 Bedrooms, Patio, City View | Property grounds
Peaceful Retreat in Southampton's Countryside

Vacation Home in Southampton

Peaceful Retreat in Southampton's Countryside
2.0 star property
The price is AED 810
AED 1,193 total
includes taxes & fees
22 Dec - 23 Dec
Peaceful Retreat in Southampton's Countryside
Exterior
Salisbury Residences by Charles Hope

Vacation Home in Salisbury

Salisbury Residences by Charles Hope
4.0 star property
Salisbury Residences by Charles Hope
Oven, stovetop, toaster, spices
Homely 4 Bedroom large house inc free parking

Vacation Home in Bournemouth

Homely 4 Bedroom large house inc free parking
7.0 out of 10, Good, (2)
The price is AED 595
AED 1,111 total
includes taxes & fees
22 Dec - 23 Dec
Homely 4 Bedroom large house inc free parking
Fridge, microwave, oven, stovetop
Perfect 2-bedroom house, Albert cottage with WiFi in charming Southampton

Vacation Home in Portswood

Perfect 2-bedroom house, Albert cottage with WiFi in charming Southampton
The price is AED 681
AED 833 total
includes taxes & fees
22 Dec - 23 Dec
Perfect 2-bedroom house, Albert cottage with WiFi in charming Southampton
Microwave, oven, stovetop, dishwasher
Wilmer House

Vacation Home in Eastleigh

Wilmer House
6.0 out of 10, (1)
"Paid £74 for a room with no kettle or TV, and wasn't even ensuit, so for me the price was about £24 too much, the bathroom was right next to my room, and the girl in another room was in and out to the bathroom all night, and then decided she was going to have a shower at 6.30am and then dry her hair, the room was comfortable and there was a kitchen and TV downstairs but nowhere to sit and watch TV as. The 1 armchair was covered in laundry and I didn't fancy sitting on a stool at the kitchen...
United Kingdom
paul
The price is AED 182
AED 260 total
includes taxes & fees
4 Jan - 5 January 2026
Wilmer House
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

Harbour Hotel Southampton

Harbour Hotel Southampton

10/10 Excellent
"Great apart from the reception in the bar area. Even as hotel guests we were told d we could not have a table standing room only in a five star hotel "
John 1-night trip
Posted 14 hours ago
Harbour Hotel Southampton