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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 51 Chalets in Winsor with updated reviews, rates, and availability.

Coastal Country Park Holiday Home
Exterior

Coastal Country Park Holiday Home

9.8 out of 10, Exceptional, (33)
"Lovely accommodation, great location for exploring the surrounding area. Brilliant communication with the owner"
Coastal Country Park Holiday Home
Luxe Ocean +playroom +Seascape/sleeps 12
5 bedrooms, desk, iron/ironing board, travel crib

Luxe Ocean +playroom +Seascape/sleeps 12

9.6 out of 10, Exceptional, (5)
"Lovely place to stay, well set up to keep the kids entertained and close to the sea. Seamless checkin and check out. Would stay again. "
Luxe Ocean +playroom +Seascape/sleeps 12
Sandpiper - a new, pet friendly property on Sandhills Holiday Park.
Beach nearby

Sandpiper - a new, pet friendly property on Sandhills Holiday Park.

10.0 out of 10, Exceptional, (2)
"Lovely location, lovely and quiet and lovely beach."
Sandpiper - a new, pet friendly property on Sandhills Holiday Park.
Luxury SeaWay sleeps 12, playroom/xbox/hot tub/private chef
Outdoor dining

Luxury SeaWay sleeps 12, playroom/xbox/hot tub/private chef

9.0 out of 10, Wonderful, (2)
"5 ladies enjoyed 2 nights in the New Forest visiting new places, eating great food and catching up. We enjoyed our stay greatly the property really worked for us and we were able to sit around the dining table in a light and airy space."
Luxury SeaWay sleeps 12, playroom/xbox/hot tub/private chef
Holiday Chalet with stunning sea views
Beach nearby

Holiday Chalet with stunning sea views

10.0 out of 10, Exceptional, (3)
"From start to finish we had a brilliant experience! The Chalet offers a fantastic home-away-from-home stay. Everything you require is provided. Sitting on the patio enjoying a sea-view breakfast or a sundowner in the evening was special. Can't wait to return here!"
Holiday Chalet with stunning sea views
Tennyson Premier Lodge
Fridge, oven, stovetop, dishwasher

Tennyson Premier Lodge

10.0 out of 10, Exceptional, (2)
"Brilliant lovely property"
Tennyson Premier Lodge
Carisbrooke Premier Lodge
Fridge, oven, stovetop, dishwasher

Carisbrooke Premier Lodge

9.0 out of 10, Wonderful, (2)
"Lovely Lodge with a hot tub and well equipped."
Carisbrooke Premier Lodge
Luxury holiday retreat set within Oakdene Forest
Outdoor dining

Luxury holiday retreat set within Oakdene Forest

9.4 out of 10, Exceptional, (3)
"Had a lovely weekend break at Oakdene......beautiful walks in the near by New Forest and also caught up with family. Would highly recommend this site, so clean and quiet but lots to do if you so need the facial"
Luxury holiday retreat set within Oakdene Forest
The Lymington Hub Slps 13 hot tub/chef/spa
Fridge, microwave, oven, stovetop

The Lymington Hub Slps 13 hot tub/chef/spa

10.0 out of 10, Exceptional, (1)
"My wife and I had a wonderful weekend at Brook House with our family. Brook House was the perfect place to celebrate our Diamond Wedding anniversary. We had a great time. "
The Lymington Hub Slps 13 hot tub/chef/spa
Glamping In Traditional Huts
Property grounds

Glamping In Traditional Huts

Glamping In Traditional Huts
Osborne Premier Lodge
Fridge, oven, stovetop, dishwasher

Osborne Premier Lodge

Osborne Premier Lodge
'The Shed', A luxury lodge with a view, Sandhills Holiday Park Mudeford
Beach nearby

'The Shed', A luxury lodge with a view, Sandhills Holiday Park Mudeford

10.0 out of 10, Exceptional, (1)
"Spacious, clean, good facilities and great views. I would recommend."
'The Shed', A luxury lodge with a view, Sandhills Holiday Park Mudeford
Cartref - our home from home in Mudeford
Beach nearby

Cartref - our home from home in Mudeford

Cartref - our home from home in Mudeford
Amberley - a luxury, pet friendly lodge on the popular Sandhills Holiday Park
Outdoor dining

Amberley - a luxury, pet friendly lodge on the popular Sandhills Holiday Park

Amberley - a luxury, pet friendly lodge on the popular Sandhills Holiday Park
The Great Escape - a frontline lodge overlooking Avon Beach
Interior

The Great Escape - a frontline lodge overlooking Avon Beach

The Great Escape - a frontline lodge overlooking Avon Beach
Superior Lodge Plus 4
Exterior

Superior Lodge Plus 4

10.0 out of 10, Exceptional, (1)
"Fast easy clean warm wonderful would book again in a heartbeat"
Superior Lodge Plus 4
2br-seeps4-beachfront-parking-pool-petsok
Chalet | Beach

2br-seeps4-beachfront-parking-pool-petsok

3.5 star property
2br-seeps4-beachfront-parking-pool-petsok
Thorness Bay - 3-bed Cabin - Sleeps 6 - Petsok
Chalet | Children's area

Thorness Bay - 3-bed Cabin - Sleeps 6 - Petsok

3.0 star property
Thorness Bay - 3-bed Cabin - Sleeps 6 - Petsok
2BR-Seeps4-Beachfront-Parking-Pool-PetsOK
Beach nearby

2BR-Seeps4-Beachfront-Parking-Pool-PetsOK

2BR-Seeps4-Beachfront-Parking-Pool-PetsOK
3 bedroom accommodation in Wootton, Nr Cowes
Outdoor dining

3 bedroom accommodation in Wootton, Nr Cowes

3 bedroom accommodation in Wootton, Nr Cowes
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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Other property types in Winsor

Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig
Outdoor dining

Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig

9.4 out of 10, Exceptional, (115)
"Lovely time spent in a great location for visiting the new forest."
Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig
room2 Southampton Hometel
Front of property

room2 Southampton Hometel

4.0 star property
9.6 out of 10, Exceptional, (985)
"Great place to stay"
The price is AED 363
AED 435 total
includes taxes & fees
26 May - 27 May
room2 Southampton Hometel
Pinnacle Suites
Deluxe Room, 1 King Bed | Premium bedding, Select Comfort beds, desk, laptop workspace

Pinnacle Suites

3.0 star property
9.6 out of 10, Exceptional, (13)
"Excellent location, friendly, very modern spotless rooms."
The price is AED 597
AED 717 total
includes taxes & fees
19 May - 20 May
Pinnacle Suites
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.