Search Chalets in Winsor

Most accommodation are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Featured Chalets in Winsor

Shorefield Lodge is in the multi award winning 5-star Shorefield Country Park.
10.0 out of 10, Exceptional, (30)
"We had a fantastic stay at this wonderful lodge in April 2024. Travelling with two small children this accommodation was perfect and the facilities were excellent. The cleanliness was to an extremely high standard and location within Shorefeild is perfect for accessing the amenities. Anna was very helpful and always prompt in our communications. We will defiantly be returning again very soon!"
Shorefield Lodge is in the multi award winning 5-star Shorefield Country Park.
Luxury SeaWay sleeps 12, playroom/xbox/hot tub/private chef
10.0 out of 10, Exceptional, (1)
"For our 50th wedding anniversary we rented Seaway with our family group of 10 - ranging in ages from 22 months to 72 years ! We had a lovely stay and the accommodation was very clean and comfortable and well equipped just as the photographs . Lovely garden area too . Short drive to nearest beach with easy parking . Very nice area with plenty to do . Would recommend."
Luxury SeaWay sleeps 12, playroom/xbox/hot tub/private chef
Holiday Chalet with stunning sea views
10.0 out of 10, Exceptional, (2)
"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
Save an average of 15% on thousands of hotels when you're signed in
Sunny View, a modern 4 star relaxing base for exploring the Isle of Wight
10.0 out of 10, Exceptional, (1)
"We were very impressed with Sunnyview . The owners were lovely and really made our stay a happy one. They left us a goody basket of fresh bread, tea, coffee, biscuits, chocolates and fresh milk in the fridge bless them. The accommodation was spaciously set out. Comfortable furniture and all very clean. A home from home. Comfy beds for a good night's sleep. WiFi too. The area was peaceful ,. The beech a few mins walk away. We hope to stay here again."
Sunny View, a modern 4 star relaxing base for exploring the Isle of Wight
Coastal Country Park Holiday Home
9.8 out of 10, Exceptional, (31)
"We had a wonderful 3 nights here. Host gave very clear directions, communicated well. Accommodation was clean and had everything we needed. Will definitely like to return in the Summer."
Coastal Country Park Holiday Home
The Lymington Hub Slps 13 hot tub/chef/spa
The Lymington Hub Slps 13 hot tub/chef/spa
Sandpiper - a new, pet friendly property on Sandhills Holiday Park.
Sandpiper - a new, pet friendly property on Sandhills Holiday Park.
Luxury holiday retreat set within Oakdene Forest
Luxury holiday retreat set within Oakdene Forest
Chalet Full Panoramic Sea views. Quiet, relaxing, Beach, slipway & Cliffs
Chalet Full Panoramic Sea views. Quiet, relaxing, Beach, slipway & Cliffs
Cartref - our home from home in Mudeford
Cartref - our home from home in Mudeford
Glamping In Traditional Huts
Glamping In Traditional Huts
Charming and Peaceful 2-bed Chalet in Hampshire
3.5 star property
Charming and Peaceful 2-bed Chalet in Hampshire
Charming and peaceful 2-Bed Chalet in Hampshire
Charming and peaceful 2-Bed Chalet in Hampshire
Amberley - a luxury, pet friendly lodge on the popular Sandhills Holiday Park
Amberley - a luxury, pet friendly lodge on the popular Sandhills Holiday Park
New Forest 2-bed Premium Holiday Home, New Milton
New Forest 2-bed Premium Holiday Home, New Milton
New Forest 2-Bed Premium Holiday Home, New Milton
New Forest 2-Bed Premium Holiday Home, New Milton
Don't see what you're looking for?
See all available properties in Winsor
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.

Other property types in Winsor

Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
10.0 out of 10, Exceptional, (166)
"We travelled to Thatch Cottage for a three night stay for my 50th birthday extravaganza. The communication with our hosts as excellent and the check-in process was simple. The property is amazing and the facilities were perfect for our needs. The local area is lovely with plenty of things to do for all ages and interests and the property is the perfect base if you just want to relax. Thank you to Susanna, Steven & Timo for making my birthday everything I wanted, and very much needed, after an...
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
room2 Southampton Hometel
4.0 star property
9.6 out of 10, Exceptional, (773)
"Perfect place to stay the night before our cruise. The little cafe in the lobby is charming. Our room had a kitchenette. It is within walking distance to many restaurants and the pier"
The price is NZ$206
per night
19 May - 20 May
room2 Southampton Hometel
Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig
9.4 out of 10, Exceptional, (112)
"We had a lovely time. We were staying to visit Paultons park and it was a 7 minute drive away. The cottage is spacious and well equipped. Beds were comfortable. Would book again"
Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig
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.