Lodging Image

Search Vacation Homes in Winsor

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Winsor vacation homes

WiFi

Radstock Road - Room 2

Radstock Road - Room 2
Southampton
The price is AED 339
AED 339 total
includes taxes & fees
27 Jun - 28 Jun
Radstock Road - Room 2
WiFi, bed sheets, wheelchair access

Cozy detached bungalow with sunny garden

Cozy detached bungalow with sunny garden
Southampton
The price is AED 769
AED 1,044 total
includes taxes & fees
28 Jun - 29 Jun
Cozy detached bungalow with sunny garden
Outdoor dining

Beautiful New Forest Hideaway

Beautiful New Forest Hideaway
West Wellow
The price is AED 605
AED 847 total
includes taxes & fees
29 Jun - 30 Jun
Beautiful New Forest Hideaway
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 703
AED 896 total
includes taxes & fees
2 Jul - 3 Jul
Coastal 2-Bed Apartment Sleeps 5 · 5-Min Walk to Beach · Milford-on-Sea
Fridge, microwave, oven, dishwasher

Beautiful 2 bedroom full-furnished semi-detached house with parking

Beautiful 2 bedroom full-furnished semi-detached house with parking
Dibden Purlieu
9.6 out of 10, Exceptional, (8 reviews)
"Accommodation was beautifully clean and well equipped in a great location. "
United Kingdom
Julie P.
The price is AED 611
AED 688 total
includes taxes & fees
7 Jul - 8 Jul
Beautiful 2 bedroom full-furnished semi-detached house with parking
Terrace/patio

Luxury shepherd's hut

Luxury shepherd's hut
Bransgore
9.8 out of 10, Exceptional, (43 reviews)
"The hut was in great condition, with luxurious amenities and amazing views of the countryside. It made for a very peaceful and welcoming stay!"
United States
Paul A.
The price is AED 738
AED 830 total
includes taxes & fees
1 Jul - 2 Jul
Luxury shepherd's hut
TV, stereo

Charming Barn Annex with Stables New Forest Escape

Charming Barn Annex with Stables New Forest Escape
Ringwood
The price is AED 774
AED 1,015 total
includes taxes & fees
1 Jul - 2 Jul
Charming Barn Annex with Stables New Forest Escape
Interior

Seapie Corner in Isle of Wight

Seapie Corner in Isle of Wight
Yarmouth
The price is AED 2,279
AED 2,279 total
includes taxes & fees
29 Jun - 30 Jun
Seapie Corner in Isle of Wight
Interior

New Forest Guest Suite, Dog Friendly and with Private Garden

New Forest Guest Suite, Dog Friendly and with Private Garden
Sopley
The price is AED 675
AED 762 total
includes taxes & fees
30 Jun - 1 Jul
New Forest Guest Suite, Dog Friendly and with Private Garden
Property grounds

Cozy & Self Contained The Garden Annex 306

Cozy & Self Contained The Garden Annex 306
Salisbury
10.0 out of 10, Exceptional, (1 review)
"This place was lovely! Incredibly quiet for being in the city."
United States
Dala B.
The price is AED 423
AED 501 total
includes taxes & fees
29 Jun - 30 Jun
Cozy & Self Contained The Garden Annex 306
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 1,076
AED 1,197 total
includes taxes & fees
28 Jun - 29 Jun
Quirky Railway Carriages
Property grounds

The Happy Hut nr Christchurch.

The Happy Hut nr Christchurch.
Christchurch
The price is AED 1,776
AED 1,776 total
includes taxes & fees
1 Jul - 2 Jul
The Happy Hut nr Christchurch.
Interior

Room 4 - The Archers

Room 4 - The Archers
Banister's Park
The price is AED 237
AED 237 total
includes taxes & fees
29 Jun - 30 Jun
Room 4 - The Archers
TV

The Annex Ferndown

The Annex Ferndown
Ferndown
8.6 out of 10, Excellent, (7 reviews)
"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 1,209
AED 1,789 total
includes taxes & fees
2 Jul - 3 Jul
The Annex Ferndown
Living area

Southampton Spacious & Comfy 2-Bed Home, Sleeps 5

Southampton Spacious & Comfy 2-Bed Home, Sleeps 5
Bevois Valley
Southampton Spacious & Comfy 2-Bed Home, Sleeps 5
Interior

Stapleton Farm Bungalow, Alderholt

Stapleton Farm Bungalow, Alderholt
Fordingbridge
The price is AED 2,879
AED 2,879 total
includes taxes & fees
4 Jul - 5 Jul
Stapleton Farm Bungalow, Alderholt
Dining

3 Bedrooms house ideal for long Stays!

3 Bedrooms house ideal for long Stays!
Southampton
10.0 out of 10, Exceptional, (3 reviews)
"Great location, lovely clean property can recommend."
United Kingdom
Michael R.
The price is AED 759
AED 1,117 total
includes taxes & fees
7 Jul - 8 Jul
3 Bedrooms house ideal for long Stays!
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 727
AED 1,302 total
includes taxes & fees
28 Jun - 29 Jun
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
Interior

Chic Home w/ Garden & Free On-Street Parking

Chic Home w/ Garden & Free On-Street Parking
Winchester
10.0 out of 10, Exceptional, (1 review)
"Perfect location and layout for a family!"
United States
Casye M.
Chic Home w/ Garden & Free On-Street Parking
WiFi

Poddington Cottage, Salisbury

Poddington Cottage, Salisbury
Salisbury
The price is AED 2,376
AED 2,376 total
includes taxes & fees
30 Jun - 1 Jul
Poddington Cottage, Salisbury
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winsor Hotel Reviews

Botleigh Grange Hotel & Spa

Botleigh Grange Hotel & Spa

10/10 Excellent
"Great location with welcoming proffessional staff. Amazing menu containing well prepared fresh food to a great standard."
Richard 1-night trip
Posted less than an hour ago
Botleigh Grange Hotel & Spa