Title: Windermere Island Guest Houses | Expedia.ca [Windermere Island Travel Guide](https://expedia.ca/Windermere-Island.dx3000431219)[Hotels in Windermere Island](https://expedia.ca/Windermere-Island-Hotels.d3000431219.Travel-Guide-Hotels)[Vacation Rentals in Windermere Island](https://expedia.ca/Windermere-Island-Vacation-Rentals.d3000431219.Travel-Guide-VacationRentals)[Flights to Windermere Island](https://expedia.ca/Cheap-Flights-To-Windermere-Island.d3000431219.Travel-Guide-Flights)[Windermere Island Car Rentals](https://expedia.ca/Car-Rentals-In-Windermere-Island.d3000431219.Car-Rental-Guide)[Windermere Island Vacation Packages](https://expedia.ca/Windermere-Island.d3000431219.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Windermere Island - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=3000431219&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3000431219&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000431219&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000431219&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Windermere Island Guest Houses ![Property grounds](https://images.trvl-media.com/lodging/61000000/60350000/60346700/60346607/97cc7fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/61000000/60350000/60346700/60346607/2d97c8c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/61000000/60350000/60346700/60346607/c87c9682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/61000000/60350000/60346700/60346607/8914fb57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pilot House, Room #4 Beautiful Hotel Style Room in a Private Setting! Rock Sound 10/10 Exceptional (2) "Loved our stay!!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Claire F. CA $316 CA $449 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Rock-Sound-Hotels-The-Pilot-House.h60346607.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/61000000/60350000/60346000/60345992/w3264h2206x0y1-a2cbdeec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/61000000/60350000/60346000/60345992/5a892915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/61000000/60350000/60346000/60345992/a8ca21a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/61000000/60350000/60346000/60345992/97ae1341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pilot House, Room #2 Beautiful Hotel Style Room in a Private Setting! Rock Sound 9.8/10 Exceptional (7) "My husband and I were looking to get to know different parts of the island and this was a fabulous stop in the south. Learned a lot about the area from Karin and had a great time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria P. CA $348 CA $494 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Rock-Sound-Hotels-The-Pilot-House.h60345992.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/61000000/60350000/60347200/60347108/03ce3441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/61000000/60350000/60347200/60347108/35f9d298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/61000000/60350000/60347200/60347108/w1016h678x4y5-f4dc9732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/61000000/60350000/60347200/60347108/6a9ab15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pilot House, Room #1 Beautiful Hotel Style Room in a Private Setting! Rock Sound 10/10 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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Or D. CA $348 CA $494 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Rock-Sound-Hotels-The-Pilot-House.h60347108.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/61000000/60350000/60343600/60343530/dba28dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/61000000/60350000/60343600/60343530/bfc1e3cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/61000000/60350000/60343600/60343530/8dc37546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/61000000/60350000/60343600/60343530/dfbeff5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pilot House, Room #3 Beautiful Hotel Style Room in a Private Setting! Rock Sound CA $316 CA $458 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Rock-Sound-Hotels-The-Pilot-House.h60343530.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-06®ionId=3000431219&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_3000431219) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindermere-Island-Guest-Houses.d3000431219-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindermere-Island-Guest-Houses.d3000431219-aaGuestHouses.Travel-Guide-Accommodation) ## Top Windermere Island Hotel Reviews ![Sky Beach Club](https://images.trvl-media.com/lodging/4000000/3550000/3542200/3542132/39c03119_y.jpg) ### Sky Beach Club 10/10 Excellent "This place was great, it was our first trip to eleuthera and i took a chance because you never know if reality will match up to the pictures but sky beach club exceeded expectations!! The beach out front is dreamy, the small resort is beautiful and the staff is as friendly and helpful as you could ever hope for! I can't wait to visit again!!" [](https://expedia.ca/Governors-Harbour-Hotels-Sky-Beach-Club.h3542132.Hotel-Information) ![Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location. ](https://images.trvl-media.com/lodging/35000000/34140000/34139500/34139463/abc6a480_y.jpg) ### Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location. 10/10 Excellent "Had a wonderful stay. Everything was clean and in working order. Had plenty of towels, chairs for the beach, and a couple of beach umbrellas. Jethro popped in to say hello and gave wonderful advice that made our trip even better. We would definitely stay again! " [](https://expedia.ca/Governors-Harbour-Hotels-Sea-Shanty-Ocean-View.h34139463.Hotel-Information) ![High-End Caribbean Home-Top location-Large Private Pool-Great Views + Generator](https://images.trvl-media.com/lodging/36000000/35670000/35664400/35664326/e731bfdf_y.jpg) ### High-End Caribbean Home-Top location-Large Private Pool-Great Views + Generator 10/10 Excellent "We had a fantastic stay at Cupid’s Way! We loved the privacy of the property, the stunning views, and being able to jump right into the Caribbean just steps from the back door. The backup generator worked perfectly during the one evening when power was out for a few hours. Deborah, the host, and Romell, the caretaker, were both very responsive and helpful with any questions we had during our stay. We would definitely recommend booking this home if you’re planning a trip to Eleuthera!" [](https://expedia.ca/Governors-Harbour-Hotels-High-End-New-Home-Large-PRIVATE-Pool.h35664326.Hotel-Information) ![Villa Allamanda](https://images.trvl-media.com/lodging/9000000/8790000/8788000/8787924/4ff4952e_y.jpg) ### Villa Allamanda 10/10 Excellent "It was very cozy, Ill definatly book again!" [](https://expedia.ca/Governors-Harbour-Hotels-Villa-Allamanda.h8787924.Hotel-Information) ![Laughing Bird Suites](https://images.trvl-media.com/lodging/120000000/119140000/119135200/119135124/cd76722d_y.jpg) ### Laughing Bird Suites 10/10 Excellent "Everything was nice for me will definitely recommend and visit again " [](https://expedia.ca/Governors-Harbour-Hotels-Laughing-Bird-Suites.h119135124.Hotel-Information) ![Oceanfront Glass House on Private Deserted Pink Sand Beach](https://images.trvl-media.com/lodging/35000000/34200000/34190800/34190775/d4a00291_y.jpg) ### Oceanfront Glass House on Private Deserted Pink Sand Beach 10/10 Excellent "Love it" [](https://expedia.ca/Governors-Harbour-Hotels-Oceanfront-Glass-House-On-Private-Deserted-Pink-Sand-Beach.h34190775.Hotel-Information) ![Blue Bahia, Majestic View Villa,Ten Bay, Tiki Huts & Generator,10% Off 7+nights](https://images.trvl-media.com/lodging/41000000/40200000/40190700/40190679/8d7c2cd7_y.jpg) ### Blue Bahia, Majestic View Villa,Ten Bay, Tiki Huts & Generator,10% Off 7+nights 10/10 Excellent "Beautiful, private bay practically all to ourselves. Check in was flawless. House had everything we needed. Best location on Ten Bay!!" [](https://expedia.ca/South-Palmetto-Point-Hotels-Monticello-Blue-Bahia.h40190679.Hotel-Information) ![Oceanfront- Brand new Eleuthera house](https://images.trvl-media.com/lodging/38000000/37790000/37781900/37781847/44c8b3f5_y.jpg) ### Oceanfront- Brand new Eleuthera house 10/10 Excellent "Wonderful property with beautiful views of the ocean from the back of the house that is all sliding glass doors. Lounge chairs on back deck made sunbathing and star gazing perfect. Very comfy beds, pillows and furniture. Lots of clean towels for bath & beach. Barbi is very professional and responsive. Excellent to work with. Overall a perfect stay. " [](https://expedia.ca/Governors-Harbour-Hotels-Oceanfront-Brand-New-Eleuthera-House.h37781847.Hotel-Information) ![BEACHFRONT HOME AND POOL, 4BR/4 BATHROOMS](https://images.trvl-media.com/lodging/30000000/29880000/29871900/29871811/86ab6c67_y.jpg) ### BEACHFRONT HOME AND POOL, 4BR/4 BATHROOMS 10/10 Excellent "This home was absolutely amazing! Easiest check in and so beautifully appointed! " [](https://expedia.ca/North-Palmetto-Point-Hotels-BEACHFRONT-INFINTY-POOL.h29871811.Hotel-Information) ## Find out more about Windermere Island ## Windermere Island Guest Houses information | Number of reviews | | | --- | --- | | Accommodation | Guest Houses | | Lowest Price | | | Highest Price | | ## 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 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. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [Double Bay Hotels](https://www.expedia.ca/Double-Bay-Hotels.d553248634313011807.Travel-Guide-Hotels) - [Cottages in Governor's Harbour](https://www.expedia.ca/Governors-Harbour-Cottages.d1320-aaCottages.Travel-Guide-Accommodation) - [Luxury Hotels in Governor's Harbour](https://www.expedia.ca/Governors-Harbour-Hotels-Luxury-Hotel.0-0-d1320-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Governor's Harbour Hotels](https://www.expedia.ca/Governors-Harbour-Hotels.d1320.Travel-Guide-Hotels) - [North Palmetto Point Hotels](https://www.expedia.ca/North-Palmetto-Point-Hotels.d601128.Travel-Guide-Hotels) - [Savannah Sound Hotels](https://www.expedia.ca/Savannah-Sound-Hotels.d602508.Travel-Guide-Hotels) - [South Palmetto Point Hotels](https://www.expedia.ca/South-Palmetto-Point-Hotels.d6344079.Travel-Guide-Hotels) - [Flights to Double Bay](https://www.expedia.ca/Cheap-Flights-To-Double-Bay.d553248634313011807.Travel-Guide-Flights) - [Flights to Governor's Harbour](https://www.expedia.ca/Cheap-Flights-To-Governors-Harbour.d1320.Travel-Guide-Flights) - [Flights to North Palmetto Point](https://www.expedia.ca/Cheap-Flights-To-North-Palmetto-Point.d601128.Travel-Guide-Flights) - [Governor's Harbour Vacations](https://www.expedia.ca/Governors-Harbour.d1320.Destination-Travel-Guides) - [Visit Governor's Harbour](https://www.expedia.ca/Governors-Harbour.dx1320) - [Car rental Governor's Harbour](https://www.expedia.ca/Car-Rentals-In-Governors-Harbour.d1320.Car-Rental-Guide) - [Car rental North Palmetto Point](https://www.expedia.ca/Car-Rentals-In-North-Palmetto-Point.d601128.Car-Rental-Guide) - [Wiber Rental Cars in Cupids Cay](https://www.expedia.ca/WIber-Car-Rentals-In-Cupids-Cay.d553248635976194141-c1127.Car-Rental-Guide-Suppliers) - [Governor's Harbour Vacation Rentals](https://www.expedia.ca/Governors-Harbour-Vacation-Rentals.d1320.Travel-Guide-VacationRentals) - [Things to do in Governor's Harbour](https://www.expedia.ca/Things-To-Do-In-Governors-Harbour.d1320.Travel-Guide-Activities)