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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Winsor vacation homes

Beach

Water Mill Vacations, Badgers Oak

Water Mill Vacations, Badgers Oak
Calbourne
8.8 out of 10, Excellent, (6 reviews)
"Clean and comfortable - great location for exploring the Isle. Staff were friendly and at the Calbourne Water Mill (the lodges are on the site) they were super friendly. All the facilities you’d need for a week (or longer) with lovely countryside walks around the area. Would recommend for a younger family 👍"
United States
Anonymous traveler
The price is AED 2,312
AED 2,766 total
includes taxes & fees
7 Aug - 8 Aug
Water Mill Vacations, Badgers Oak
Beach

4 The Old Smithy, Freshwater

4 The Old Smithy, Freshwater
Freshwater
The price is AED 4,441
AED 4,441 total
includes taxes & fees
19 Jul - 20 Jul
4 The Old Smithy, Freshwater
Beach nearby

Morningside, Totland Bay. WiFi

Morningside, Totland Bay. WiFi
Totland Bay
10.0 out of 10, Exceptional, (1 review)
"Very enjoyable. Clean and tidy, lots of space. Practical and perfect for a family. "
United Kingdom
Jason A.
The price is AED 4,955
AED 4,955 total
includes taxes & fees
19 Jul - 20 Jul
Morningside, Totland Bay. WiFi
Beach nearby

CHINEFIELDS, enclosed garden, Freshwater

CHINEFIELDS, enclosed garden, Freshwater
Freshwater
The price is AED 3,911
AED 3,911 total
includes taxes & fees
22 Jul - 23 Jul
CHINEFIELDS, enclosed garden, Freshwater
Interior

Seapie Corner in Isle of Wight

Seapie Corner in Isle of Wight
Yarmouth
The price is AED 2,450
AED 2,450 total
includes taxes & fees
27 Jul - 28 Jul
Seapie Corner in Isle of Wight
Property grounds

Blue Horizon in Milford On Sea

Blue Horizon in Milford On Sea
Lymington
The price is AED 4,311
AED 4,311 total
includes taxes & fees
17 Aug - 18 Aug
Blue Horizon in Milford On Sea
Exterior detail

Beachfront Beach Hut with Stunning coastal views

Beachfront Beach Hut with Stunning coastal views
Bournemouth
10.0 out of 10, Exceptional, (5 reviews)
"We were very impressed with how well the hut was set up & the efficiency of the storage. It was a fabulous location with all of the information that we needed to stay there. Highly recommended & would love to return again!"
United Kingdom
Hannah N.
The price is AED 1,343
AED 1,541 total
includes taxes & fees
14 Aug - 15 Aug
Beachfront Beach Hut with Stunning coastal views
Exterior detail

Stargaze from a beach hut on the Mudeford Sandbank

Stargaze from a beach hut on the Mudeford Sandbank
Bournemouth
The price is AED 1,225
AED 1,443 total
includes taxes & fees
14 Aug - 15 Aug
Stargaze from a beach hut on the Mudeford Sandbank
Beach

Coastal 2-Bed Apartment Sleeps 5 · 5-Min Walk to Beach · Milford-on-Sea

Coastal 2-Bed Apartment Sleeps 5 · 5-Min Walk to Beach · Milford-on-Sea
Milford on Sea
The price is AED 994
AED 1,193 total
includes taxes & fees
29 Jul - 30 Jul
Coastal 2-Bed Apartment Sleeps 5 · 5-Min Walk to Beach · Milford-on-Sea
Interior

47 Brabazon Drive, Christchurch

47 Brabazon Drive, Christchurch
Christchurch
The price is AED 12,814
AED 12,814 total
includes taxes & fees
25 Jul - 26 Jul
47 Brabazon Drive, Christchurch
Smart TV, books, stereo

Peaceful barn stay near Lymington with private garden

Peaceful barn stay near Lymington with private garden
Lymington
8.0 out of 10, Very Good, (1 review)
"Great host and property had a lovely stay"
United Kingdom
Carly
The price is AED 1,093
AED 1,439 total
includes taxes & fees
21 Jul - 22 Jul
Peaceful barn stay near Lymington with private garden
Beach

Luxury Escape Forest-to-Coast | 5BR Family Retreat

Luxury Escape Forest-to-Coast | 5BR Family Retreat
Pennington
The price is AED 2,088
AED 3,276 total
includes taxes & fees
16 Aug - 17 Aug
Luxury Escape Forest-to-Coast | 5BR Family Retreat
TV

Rena's Retreat

Rena's Retreat
Gurnard
The price is AED 6,049
AED 7,916 total
includes taxes & fees
24 Jul - 25 Jul
Rena's Retreat
Living area

Aquanaut: A Gem in Gurnard

Aquanaut: A Gem in Gurnard
Cowes
The price is AED 17,825
AED 17,825 total
includes taxes & fees
19 Jul - 20 Jul
Aquanaut: A Gem in Gurnard
4 bedrooms, desk, iron/ironing board, travel crib

Lymington Retreat with Garden

Lymington Retreat with Garden
Hampshire
10.0 out of 10, Exceptional, (2 reviews)
"The property has no immediate outside parking so you need to park with hazards on to unload then move to a car park 50m away. It is spread over numerous floors so not wheelchair friendly. This aside the property is spacious, clean, well appointed with a great outside area as well as indoor entertaining areas and relaxing areas.The kitchen is sizeable as is the dining area.We didn’t have pets with us yet apart from the steps access it is pet friendly and the owners have provided pet treats, foul...
United States
Neil L.
The price is AED 3,398
AED 4,119 total
includes taxes & fees
22 Jul - 23 Jul
Lymington Retreat with Garden
TV

The Deck House, Isle of Wight

The Deck House, Isle of Wight
Gurnard
The price is AED 4,455
AED 5,224 total
includes taxes & fees
11 Aug - 12 Aug
The Deck House, Isle of Wight
Dining

The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
Cowes Isle of Wight
10.0 out of 10, Exceptional, (4 reviews)
"Unassuming from the outside, excellently decorated and equipped internally, including a nice garden."
United Kingdom
Simon S.
The price is AED 793
AED 1,382 total
includes taxes & fees
21 Jul - 22 Jul
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
TV

Stylish two-bedroom yacht stay in the heart of Lymington

Stylish two-bedroom yacht stay in the heart of Lymington
Lymington
10.0 out of 10, Exceptional, (2 reviews)
"Melissa was super helpful"
United States
Scott B.
The price is AED 2,373
AED 3,206 total
includes taxes & fees
11 Aug - 12 Aug
Stylish two-bedroom yacht stay in the heart of Lymington
Fridge, microwave, oven, stovetop

Stylish 4BR Coastal Forest Retreat | Pet Friendly

Stylish 4BR Coastal Forest Retreat | Pet Friendly
Hampshire
The price is AED 820
AED 1,666 total
includes taxes & fees
19 Jul - 20 Jul
Stylish 4BR Coastal Forest Retreat | Pet Friendly
Interior

Quirky Railway Carriages

Quirky Railway Carriages
Hinton
10.0 out of 10, Exceptional, (4 reviews)
"We booked a last minute short break with our dog Bear. The Railway Carriages was a lovely quirky place with a fabulous big fully enclosed garden which Bear loved. It was lovely and clean with comfy beds. Great location for New Forest and local beaches. We will definitely come again."
United States
Sally
The price is AED 1,188
AED 1,311 total
includes taxes & fees
2 Aug - 3 Aug
Quirky Railway Carriages
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

Premier Inn Southampton City Centre - West Quay

Premier Inn Southampton City Centre - West Quay

8/10 Good
"There is actually ac at this hotel which is not advertised. It’s also walkable from the railway station. We took uber from the train station to the hotel. It’s only cost us 8 pounds. We could have walked to the hotel if we knew it’s only 400 meters away. It’s literally just around the corner if you know the way. However, The road to the cruise ship on the other hand was harder and not well signed. We missed a few turns but eventually got to the ship in an hour!!! We found that there’s no use asking for directions in Southampton. People don’t seem to know the place very well even the receptionist at the hotel…they just tell you to get a taxi. We probably could have done so to save time and our insanity!!! Good that we didn’t miss our ship 👏👏👏nice hotel next to shops, historic buildings, waterfront, restaurants and train stations. Would like to go back. Southampton has lots to see. One day is not enough…"
WaiChunBeggy 1-night trip
Posted 6 hours ago
Premier Inn Southampton City Centre - West Quay