Title: Little Bear Island Cottages | Expedia.ca [Little Bear Island Travel Guide](https://expedia.ca/Little-Bear-Island.dx553248635976193494)[Hotels in Little Bear Island](https://expedia.ca/Little-Bear-Island-Hotels.d553248635976193494.Travel-Guide-Hotels)[Vacation Rentals in Little Bear Island](https://expedia.ca/Little-Bear-Island-Vacation-Rentals.d553248635976193494.Travel-Guide-VacationRentals)[Flights to Little Bear Island](https://expedia.ca/Cheap-Flights-To-Little-Bear-Island.d553248635976193494.Travel-Guide-Flights)[Little Bear Island Car Rentals](https://expedia.ca/Car-Rentals-In-Little-Bear-Island.d553248635976193494.Car-Rental-Guide)[Little Bear Island Vacation Packages](https://expedia.ca/Little-Bear-Island.d553248635976193494.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 Little Bear Island Cottage Rentals - ![](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 In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976193494&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976193494&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976193494&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976193494&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Little Bear Island Cottages ![Property grounds](https://images.trvl-media.com/lodging/88000000/87690000/87683200/87683163/b43c0d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/88000000/87690000/87683200/87683163/92ac5f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/88000000/87690000/87683200/87683163/bd63298f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/88000000/87690000/87683200/87683163/503dd84f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grandmas Cottage on the River and the Rail Trail in Wolfeboro Wolfeboro 10/10 Exceptional (16) "great property accommodations for the whole family, walk out to the water right from the backyard with convenient grill and outdoor dining set up, kayaks and paddle boards definitely got some miles put on them, excellent stay and very responsive host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samantha T. CA $316 CA $729 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Wolfeboro-Hotels-Grandmas-Cottage-On-The-Rail-Trail-By-Wentworth-Crescent-Lakes-In-Wolfeboro-NH.h87683163.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73640000/73634900/73634833/02bd108f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/74000000/73640000/73634900/73634833/05d080a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73640000/73634900/73634833/51720dea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/74000000/73640000/73634900/73634833/66514554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath Wolfeboro 10/10 Exceptional (4) "Great location & comfortable! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanine L. CA $210 CA $259 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Wolfeboro-Hotels-Cottage-7-Stand-Alone-1-Bedroom-1-Bath.h73634833.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73640000/73635000/73634950/25c5d3fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73640000/73635000/73634950/4599c31e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/74000000/73640000/73635000/73634950/e2822ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73640000/73635000/73634950/5181889b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage 10 - 1 Bedroom w/ Loft / 1 Bath Wolfeboro 10/10 Exceptional (4) "We had a perfect stay. Super cute cabin, clean and very comfortable.We thoroughly enjoyed or time there. Very easy process and would absolutely recommend and book again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica G. CA $191 CA $238 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Wolfeboro-Hotels-Cottage-10-1-Bedroom-W-Loft-1-Bath.h73634950.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73640000/73635100/73635099/a3863e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73640000/73635100/73635099/3886d3b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/74000000/73640000/73635100/73635099/w1037h687x0y0-102e19a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73640000/73635100/73635099/76513f48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard Wolfeboro 10/10 Exceptional (16) "Very nice spot nice get away would stay there again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alan T. CA $219 CA $271 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Wolfeboro-Hotels-Cottage-12-1-King-Bed-1-Bath-Courtyard.h73635099.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73640000/73635100/73635040/c4307c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/74000000/73640000/73635100/73635040/w1920h1861x0y96-5d731ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73640000/73635100/73635040/ecf79e58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73640000/73635100/73635040/c8558033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard Wolfeboro 10/10 Exceptional (5) "Booked a last minute trip with the family and it was perfect. Right near downtown and a cozy place to rest with the kids." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean P. CA $210 CA $259 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Wolfeboro-Hotels-Cottage-11-1-Bed-1-Bath-W-Private-Courtyard.h73635040.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73640000/73634900/73634899/790de7f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73640000/73634900/73634899/07b974e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/74000000/73640000/73634900/73634899/w3179h1510x0y0-e6be37a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/74000000/73640000/73634900/73634899/f915d58e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath Wolfeboro 10/10 Exceptional (4) "Beautiful and clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dianne K. CA $326 CA $403 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Wolfeboro-Hotels-Cottage-8-9-Stand-Alone-2-Bedroom-2-Bath.h73634899.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114280000/114277500/114277402/970c7839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114280000/114277500/114277402/256a7565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114280000/114277500/114277402/c7c91372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/115000000/114280000/114277500/114277402/94ba3bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage on a Lake, near Gunstock Mountain Gilmanton 9.0/10 Wonderful (2) "The cabin is so cute and cozy! Very comfortable. We slept great! The neighbors were very friendly and even invited us over! The neighborhood is quiet and peaceful. The lake beach were amazing! We had a wonderful weekend getaway. The hosts are easy to contact. We will stay again! Love love the location! The only downside is there is no lake view from the cottage like we thought but easy lake access. We did not use the hot tub, washer/dryer or fire pit but those are great amenities! This place has... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary-Ann S. CA $240 CA $555 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Gilmanton-Hotels-Cozy-Cottage-On-A-Lake.h114277402.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=2025-12-01&endDate=2025-12-02®ionId=553248635976193494&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Little+Bear+Island%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635976193494&latLong=43.640641%2C-71.323113&adults=2&startDate=2026-02-15&d1=2026-02-15&endDate=2026-02-18&d2=2026-02-18&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Little+Bear+Island%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635976193494&latLong=43.640641%2C-71.323113&adults=2&startDate=2026-02-15&d1=2026-02-15&endDate=2026-02-18&d2=2026-02-18&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Little+Bear+Island%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635976193494&latLong=43.640641%2C-71.323113&adults=2&startDate=2026-02-15&d1=2026-02-15&endDate=2026-02-18&d2=2026-02-18&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Little+Bear+Island%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635976193494&latLong=43.640641%2C-71.323113&adults=2&startDate=2026-02-15&d1=2026-02-15&endDate=2026-02-18&d2=2026-02-18&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Little+Bear+Island%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635976193494&latLong=43.640641%2C-71.323113&adults=2&startDate=2026-02-15&d1=2026-02-15&endDate=2026-02-18&d2=2026-02-18&lodging=VACATION_HOME) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Little+Bear+Island%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635976193494&latLong=43.640641%2C-71.323113&adults=2&startDate=2026-02-15&d1=2026-02-15&endDate=2026-02-18&d2=2026-02-18&lodging=CHALET) ![](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%2FLittle-Bear-Island-Cottages.d553248635976193494-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLittle-Bear-Island-Cottages.d553248635976193494-aaCottages.Travel-Guide-Accommodation) ## Top Little Bear Island Hotel Reviews ### The Windrifter Resort 10/10 Excellent "Clean room with amazing view. Friendly staff. " [](https://expedia.ca/Wolfeboro-Hotels-The-Windrifter-Resort.h77127743.Hotel-Information) ### Steele Hill Resorts 10/10 Excellent "Excellent as always. Everything was great except for the time that goes really fast when we’re enjoying so much. " [](https://expedia.ca/Laconia-Hotels-Steele-Hill-Resorts.h1155531.Hotel-Information) ### Lake Wentworth Inn 10/10 Excellent "Room was clean and quaint. Perfect for our one night stay." [](https://expedia.ca/Laconia-Hotels-Lake-Wentworth-Inn.h37389082.Hotel-Information) ### Hampton Inn & Suites Tilton 10/10 Excellent "Yes " [](https://expedia.ca/Laconia-Hotels-Hampton-Inn-Suites-Tilton.h2096324.Hotel-Information) ### Fireside Inn & Suites Gilford 10/10 Excellent "Everyone was very friendly. The motel had everything we needed. Very laid back and comfortable. " [](https://expedia.ca/Laconia-Hotels-Fireside-Inn-Suites-Gilford.h1536870.Hotel-Information) ### TownePlace Suites by Marriott Gilford 10/10 Excellent "Great location, warm, friendly staff." [](https://expedia.ca/Laconia-Hotels-TownePlace-Suites-By-Marriott-Gilford.h2699325.Hotel-Information) ### Super 8 by Wyndham Tilton/Lake Winnipesaukee 10/10 Excellent "Courteous, caring front desk staff and honest cleaning staff, clean room. Short stay, served my needs." [](https://expedia.ca/Laconia-Hotels-Super-8-By-Wyndham-TiltonLake-Winnipesaukee.h459721.Hotel-Information) ### Winnisquam Lake Inn 10/10 Excellent "The room was clean. The property was centrally located and very affordable. I stayed during the off-season and the entire place to myself. The hotel offers beautiful views of Winnisquam Lake. It was great to watch the sunrise over the mountains in the morning. " [](https://expedia.ca/Laconia-Hotels-Winnisquam-Lake-Inn.h38988484.Hotel-Information) ### Best Western Plus Landmark Inn 10/10 Excellent "Quiet room " [](https://expedia.ca/Laconia-Hotels-Best-Western-Plus-Landmark-Inn.h2601613.Hotel-Information) ## Find out more about Little Bear Island ## Little Bear Island Cottages information | Number of reviews | | | --- | --- | | Accommodation | Cottages | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Rattlesnake Island](https://www.expedia.ca/4Star-Rattlesnake-Island-Hotels.s40-0-d553248635976194058.Travel-Guide-Filter-Hotels) - [Hotels near Bank of New Hampshire Pavilion at Meadowbrook](https://www.expedia.ca/Bank-Of-New-Hampshire-Pavilion-At-Meadowbrook-Hotels.0-l6110800-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bear Island](https://www.expedia.ca/Bear-Island-Hotels-Cheap-Hotels.0-0-d553248635976195928-tCheapHotels.Travel-Guide-Filter-Hotels) - 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[Rv Parks in Mirror Lake](https://www.expedia.ca/Mirror-Lake-RV-Parks.d3000447055-aaRVParks.Travel-Guide-Accommodation) - [Resorts in Mirror Lake](https://www.expedia.ca/Mirror-Lake-Resort-Hotels.d3000447055-aaResortHotels.Travel-Guide-Accommodation) - [Rattlesnake Island Hotels](https://www.expedia.ca/Rattlesnake-Island-Hotels.d553248635976194058.Travel-Guide-Hotels) - [Romantic Hotels in Tuftonboro](https://www.expedia.ca/Tuftonboro-Hotels-Romantic-Hotel.0-0-d3000447125-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Tuftonboro Hotels](https://www.expedia.ca/Tuftonboro-Hotels.d3000447125.Travel-Guide-Hotels) - [Farmstay in Welch Island](https://www.expedia.ca/Welch-Island-Agritourism.d553248635976197016-aaAgritourism.Travel-Guide-Accommodation) - [Vacation Homes in Whortleberry Island](https://www.expedia.ca/Whortleberry-Island-Private-Vacation-Homes.d553248635975749063-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Wolfeboro](https://www.expedia.ca/Wolfeboro-Hotels-Beach-Hotel.0-0-d176096-tBeachHotel.Travel-Guide-Filter-Hotels) - 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[Lake Winnipesaukee](https://www.expedia.ca/Lake-Winnipesaukee-New-Hampshire.d6307801.Vacation-Attraction) - [Long Island Vacations](https://www.expedia.ca/Long-Island.d553248635976195118.Destination-Travel-Guides) - [Visit Mark Island](https://www.expedia.ca/Mark-Island.dx553248635976194138) - [Visit Melvin Village](https://www.expedia.ca/Melvin-Village.dx553248631043037780) - [Visit Rattlesnake Island](https://www.expedia.ca/Rattlesnake-Island.dx553248635976194058) - [Ada Rental Cars in Lakes Region](https://www.expedia.ca/ADA-Car-Rentals-In-Lakes-Region.d553248635975748970-c1109.Car-Rental-Guide-Suppliers) - [Alamo Rent A Car Rental Cars in Bear Island](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Bear-Island.d553248635976195928-c6.Car-Rental-Guide-Suppliers) - [Alamo Rent A Car Rental Cars in Governors Island](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Governors-Island.d553248635975748562-c6.Car-Rental-Guide-Suppliers) - [Alamo Rent A Car Rental Cars in Mark Island](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Mark-Island.d553248635976194138-c6.Car-Rental-Guide-Suppliers) - [Alamo Rent A Car Rental Cars in Welch Island](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Welch-Island.d553248635976197016-c6.Car-Rental-Guide-Suppliers) - [Car rental Wolfeboro](https://www.expedia.ca/Car-Rentals-In-Wolfeboro.d176096.Car-Rental-Guide) - [Compact Car Rentals in Bear Island](https://www.expedia.ca/Compact-Car-Rentals-In-Bear-Island.d553248635976195928-tCompact.Car-Rental-Guide-Class) - [Economy Car Rentals in Governors Island](https://www.expedia.ca/Economy-Car-Rentals-In-Governors-Island.d553248635975748562-tEconomy.Car-Rental-Guide-Class) - [Enterprise Rental Cars in Bear Island](https://www.expedia.ca/Enterprise-Car-Rentals-In-Bear-Island.d553248635976195928-c15.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in Mark Island](https://www.expedia.ca/Enterprise-Car-Rentals-In-Mark-Island.d553248635976194138-c15.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in Mark Island](https://www.expedia.ca/Hertz-Car-Rentals-In-Mark-Island.d553248635976194138-c40.Car-Rental-Guide-Suppliers) - 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