Search Guest Houses in Windermere Island from CA $335

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
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Sep 12 - Sep 14
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Oct 10 - Oct 12

Browse Select Windermere Island Guest Houses

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 price is CA $335
CA $475 total
includes taxes & fees
Aug 14 - Aug 15
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 price is CA $335
CA $475 total
includes taxes & fees
Aug 14 - Aug 15
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

Oceanfront- Brand new Eleuthera house

Oceanfront- Brand new Eleuthera house

10/10 Excellent
"we loved everything, the house was great!"
silvia m. 7-night trip
Posted 2 days ago
Oceanfront- Brand new Eleuthera house

Frequently asked questions

What is the nightly rate for a guest house in Windermere Island?
Rates for Windermere Island guest houses vary, but travelers can find great-value prices from CA $335 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Windermere Island guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Windermere Island guest house and a B&B?
A guest house in Windermere Island is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.