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Check prices for these dates

Next weekend
14 Saf. - 16 Saf.
In two weeks
21 Saf. - 23 Saf.
In one month
7 Rab. I - 9 Rab. I
In two months
4 Rab. II - 6 Rab. II

Compare 38 Chalets in Winsor with updated reviews, rates, and availability.

Luxe Ocean +playroom +Seascape/sleeps 12
Dining

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
Coastal Country Park Holiday Home
Exterior

Coastal Country Park Holiday Home

9.8 out of 10, Exceptional, (33)
"Lovely caravan in a great location. Had a fantastic few days staying here. Caravan is well equipped with everything you could possibly need and more. Truly enjoyed our stay and are looking forward to coming back in the not to distant future."
Coastal Country Park Holiday Home
Luxury SeaWay sleeps 12, playroom/xbox/hot tub/private chef
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
Tennyson Premier Lodge
Outdoor spa tub

Tennyson Premier Lodge

10.0 out of 10, Exceptional, (2)
"We had a couple of friends staying from Canada and from Leicester we had an amazing time the lodge was better then expected with lots of room to move around inside never feeling like we were on top of each other. I would highly recommend this place and will hopefully be visiting again next year."
Tennyson Premier Lodge
Carisbrooke Premier Lodge
Exterior

Carisbrooke Premier Lodge

Carisbrooke Premier Lodge
Holiday Chalet with stunning sea views
Outdoor dining

Holiday Chalet with stunning sea views

10.0 out of 10, Exceptional, (3)
"The chalet is amazing in every way. From beautiful sea views where we watched the most amazing sunsets, to the best equipped kitchen I've ever used when staying away. Half of the things I packed I didn't need as Amanda has thought of it all. We will be coming back to this beautiful chalet, myself, hubby and my girls have all had a wonderful time. The children's books and games were a life saver on the rainy mornings! Thanks so much for a wonderful stay Amanda! "
Holiday Chalet with stunning sea views
The Lymington Hub Slps 13 hot tub/chef/spa
Dining

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
Osborne Premier Lodge
Outdoor dining

Osborne Premier Lodge

Osborne Premier Lodge
Glamping In Traditional Huts
Property grounds

Glamping In Traditional Huts

Glamping In Traditional Huts
Luxury holiday retreat set within Oakdene Forest

Luxury holiday retreat set within Oakdene Forest

9.0 out of 10, Wonderful, (2)
"My expectations were already set high after reading such positive reviews and I was still so impressed. This property is so spacious, has amble storage and is the ideal spot for an amazing family holiday. The beds were super comfortable, beautiful towels and bed linen provided. Showers were hot and powerful. We have visited the park before in other accommodation, but will be returning here without a second thought! The owners communications is also exceptional, easy and friendly. Thank you for...
Luxury holiday retreat set within Oakdene Forest
Sunny View, a modern 4 star relaxing base for exploring the Isle of Wight
Sunny View

Sunny View, a modern 4 star relaxing base for exploring the Isle of Wight

10.0 out of 10, Exceptional, (2)
"An incredibly high standard of cleanliness and the impressive range of equipment and furnishings reflect great thoughtfulness. The owners are charming and extremely helpful. Very pleased we chose to stay at Sunny View."
Sunny View, a modern 4 star relaxing base for exploring the Isle of Wight
Sandpiper - a new, pet friendly property on Sandhills Holiday Park.
Exterior

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.
Cartref - our home from home in Mudeford
Exterior

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
Exterior

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

Amberley - a luxury, pet friendly lodge on the popular Sandhills Holiday Park
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
Serene Chalet Retreat in Cowes
Image 1

Serene Chalet Retreat in Cowes

Serene Chalet Retreat in Cowes
3 bedroom accommodation in Wootton, Nr Cowes
Property grounds

3 bedroom accommodation in Wootton, Nr Cowes

3 bedroom accommodation in Wootton, Nr Cowes
Charming and Peaceful 2-bed Chalet in Hampshire
Private kitchen

Charming and Peaceful 2-bed Chalet in Hampshire

3.5 star property
Charming and Peaceful 2-bed Chalet in Hampshire
4 bedroom accommodation in Milford-on-Sea, Nr Lymington
Outdoor spa tub

4 bedroom accommodation in Milford-on-Sea, Nr Lymington

4 bedroom accommodation in Milford-on-Sea, Nr Lymington
2 bedroom accommodation in Milford-on-Sea, Nr Lymington
Terrace/patio

2 bedroom accommodation in Milford-on-Sea, Nr Lymington

2 bedroom accommodation in Milford-on-Sea, Nr Lymington
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
Front of cottage

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

9.4 out of 10, Exceptional, (115)
"My friends and I had a wonderful stay here. Beautiful garden, clean and comfortable interior, great spaces for socializing and cooking. Well equipped! Ample parking. Great position for exploring. Would love to come back again with my children as it has everything you need for little ones too. Thanks for a lovely stay."
Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig
room2 Southampton Hometel
Room

room2 Southampton Hometel

4.0 star property
9.6 out of 10, Exceptional, (937)
"We enjoyed our stay here, walking distance to town and local shops/restaurants. Enjoyed being able to have facilities to make our own breakfast, although there is a restaurant downstairs. The shower was brilliant, water pressure was really good and the soaps provided were lovely. If we would niggle at anything it was the kettle took ages to boil, the loft bed light didn't work and the wall had some staining on it. But other than that a great night's sleep!"
The price is SAR 261
SAR 313 total
includes taxes & fees
16 Feb - 17 Feb
room2 Southampton Hometel
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
Courtyard with heated Pool and Jacuzzi

Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!

9.8 out of 10, Exceptional, (179)
"Beautiful thatched cottage, large enough to accommodate 4 generations over the Christmas period. Great communication with the property manager, always very responsive and willing to call round and answer any questions. Easy access to the hot tub was especially appreciated. Location of the property is excellent to access activities without a long drive. We stayed 11 days and didn't run out of things to do and places to visit. Generally furnished to a high standard, but perhpas a couple of the...
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
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.