Search Guest Houses in Windermere Island

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Check prices for these dates

Next weekend
8 Aug - 10 Aug
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15 Aug - 17 Aug
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29 Aug - 31 Aug
In two months
26 Sep - 28 Sep

Guest Houses in Windermere Island

The Pilot House, Room #2 Beautiful Hotel Style Room in a Private Setting!
Terrace/patio

The Pilot House, Room #2 Beautiful Hotel Style Room in a Private Setting!

9.8 out of 10, Exceptional, (7)
"Beautiful, peaceful, clean and calm atmosphere. My 16 year old and I visited my older daughter who is an intern at CEI. We had spent a fantastic week up north and wanted a place for a few nights close to CEI and airport. This is a little oasis just minutes from RSD airport and it made our departure stress free."
The Pilot House, Room #2 Beautiful Hotel Style Room in a Private Setting!
The Pilot House, Room #1 Beautiful Hotel Style Room in a Private Setting!
Property grounds

The Pilot House, Room #1 Beautiful Hotel Style Room in a Private Setting!

10.0 out of 10, Exceptional, (1)
"My stay at the Pilot House was nothing but amazing. Karen, the owner, was very responsive to messages, making sure I found the place easily and providing great recommendations around the Island. The rooms are newly renovated with a luxury hotel feeling. Staying at the pilot house was above expectations. Looking forward to staying there again."
The Pilot House, Room #1 Beautiful Hotel Style Room in a Private Setting!
The Pilot House, Room #4 Beautiful Hotel Style Room in a Private Setting!
Property grounds

The Pilot House, Room #4 Beautiful Hotel Style Room in a Private Setting!

10.0 out of 10, Exceptional, (1)
"I am originally from The Bahamas and spent every Easter as a child in Rock Sound with my grandparents. My wife and I decided to spend Easter this year with my family. The property is full of history, having been part of the Rock Sound Club started by Arthur Vining Davis. Karen has done an absolutely remarkable job renovating this part of the property - everything from the flooring to the landscaping, interior design...it was all so clean and looked new. AC in the rooms, fridge, good water...
The Pilot House, Room #4 Beautiful Hotel Style Room in a Private Setting!
The Pilot House, Room #3 Beautiful Hotel Style Room in a Private Setting!
Property grounds

The Pilot House, Room #3 Beautiful Hotel Style Room in a Private Setting!

The Pilot House, Room #3 Beautiful Hotel Style Room in a Private Setting!
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 Windermere Island Hotel Reviews

Brand New Designer Home w/Private Heated Pool, Golf Cart, Beach, Snorkeling

Brand New Designer Home w/Private Heated Pool, Golf Cart, Beach, Snorkeling

10/10 Excellent
"We loved our stay this property! It literally has everything you would need for the perfect beach vacation. The kitchen had all the things you need to cook, the beach chairs/umbrella/coolers/floats/Bluetooth speaker/towels were perfect, and the house is in a great location. The owner was also extremely helpful during our stay. She recommended restaurants in the area, beach areas to check out and the best boat tour. The house itself is beautifully decorated and had so many fun things for kids and teens upstairs. "
Anonymous traveler 6-night trip
Posted 4 days ago
Brand New Designer Home w/Private Heated Pool, Golf Cart, Beach, Snorkeling