Title: Ossipee Cottages from CA $338 | Expedia.ca [Hotels in Ossipee](https://expedia.ca/Ossipee-Hotels.d553248635905987099.Travel-Guide-Hotels)[Vacation Rentals in Ossipee](https://expedia.ca/Ossipee-Vacation-Rentals.d553248635905987099.Travel-Guide-VacationRentals)[Ossipee Car Rentals](https://expedia.ca/Car-Rentals-In-Ossipee.d553248635905987099.Car-Rental-Guide)[Ossipee Vacation Packages](https://expedia.ca/Ossipee.d553248635905987099.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Ossipee Cottage Rentals from CA $338 ![](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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635905987099&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635905987099&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635905987099&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635905987099&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Ossipee Cottages ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/104000000/103890000/103886800/103886721/24ad6c3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/104000000/103890000/103886800/103886721/14e8109e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/104000000/103890000/103886800/103886721/w3798h2560x42y0-f3f00af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/104000000/103890000/103886800/103886721/2484ca1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Home w/ Dock & Fire Pit in Pine River Pine River 10/10 Exceptional (2) "The house was more than accommodating for our stay! Very clean and well stocked for a long stay. Homeowners were very easy to communicate with. Will definitely come back again." CA $129 CA $338 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Pine-River-Hotels-Waterfront-Pine-River-Home-W-Shared-Dock.h103886721.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=2025-10-24&endDate=2025-10-25®ionId=553248635905987099&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true) ![](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%2FOssipee-Cottages.d553248635905987099-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOssipee-Cottages.d553248635905987099-aaCottages.Travel-Guide-Accommodation) ## Top Ossipee Hotel Reviews ![AmericInn by Wyndham Pequot Lakes/Jenkins](//images.trvl-media.com/lodging/1000000/660000/658100/658043/905fd1ef_y.jpg) ### AmericInn by Wyndham Pequot Lakes/Jenkins 10/10 Excellent "Not sure I was only there to sleep on a business trip the breakfast was delicious though and hot" [](https://expedia.ca/Brainerd-Hotels-AmericInn-By-Wyndham-Pequot-LakesJenkins.h658043.Hotel-Information) ![Grand View Lodge](//images.trvl-media.com/lodging/2000000/1860000/1857800/1857783/9b30645f_y.jpg) ### Grand View Lodge 10/10 Excellent "Wonderful " [](https://expedia.ca/Brainerd-Hotels-Grand-View-Lodge.h1857783.Hotel-Information) ![Baymont by Wyndham Baxter/Brainerd Area](//images.trvl-media.com/lodging/1000000/900000/898300/898236/48915dc7_y.jpg) ### Baymont by Wyndham Baxter/Brainerd Area 10/10 Excellent "This was my 3rd stay at this hotel and I will keep going back. Love this place." [](https://expedia.ca/Brainerd-Hotels-Baymont-By-Wyndham-BaxterBrainerd-Area.h898236.Hotel-Information) ![Pine Peaks Lodge & Suites](//images.trvl-media.com/lodging/104000000/103980000/103973000/103972949/9e6b05d8_y.jpg) ### Pine Peaks Lodge & Suites 10/10 Excellent "Extremely clean and fresh. Quiet and great location." [](https://expedia.ca/Crosslake-Hotels-Pine-Peaks-Lodge-Suites.h103972949.Hotel-Information) ![Days Inn & Suites by Wyndham Baxter Brainerd Area](//images.trvl-media.com/lodging/1000000/690000/687400/687369/91018042_y.jpg) ### Days Inn & Suites by Wyndham Baxter Brainerd Area 10/10 Excellent "There was nothing to dislike! Very nice place with a good continental breakfast." [](https://expedia.ca/Brainerd-Hotels-Days-Inn-Suites-By-Wyndham-Baxter-Brainerd-Area.h687369.Hotel-Information) ![Rapid River Lodge](//images.trvl-media.com/lodging/1000000/540000/537200/537154/e05ee71c_y.jpg) ### Rapid River Lodge 10/10 Excellent "Inviting! Clean and bright. " [](https://expedia.ca/Brainerd-Hotels-Comfort-Suites-Rapid-River-Lodge.h537154.Hotel-Information) ![Country Inn Deerwood](//images.trvl-media.com/lodging/1000000/30000/23900/23821/00be87e7_y.jpg) ### Country Inn Deerwood 10/10 Excellent "Clean, safe place to stay." [](https://expedia.ca/Brainerd-Hotels-Country-Inn-Deerwood.h23821.Hotel-Information) ![Vintage Cabin on Beautiful Lake O'brien - Includes Pontoon Boat](//images.trvl-media.com/lodging/35000000/34330000/34326100/34326014/bc521186_y.jpg) ### Vintage Cabin on Beautiful Lake O'brien - Includes Pontoon Boat 10/10 Excellent "This is an updated old fashioned lake cabin. The separate guest cabin is nice for privacy. The added amenities of the pontoon and firewood makes this a real value rental." [](https://expedia.ca/Brainerd-Hotels-Vintage-Cabin-On-Beautiful-Lake-Obrien-Includes-Pontoon-Boat.h34326014.Hotel-Information) ![Sept and Oct dates still open! Clean with lots of Amenities & Gull Chain Access](//images.trvl-media.com/lodging/85000000/84090000/84085500/84085475/b16cc5cd_y.jpg) ### Sept and Oct dates still open! Clean with lots of Amenities & Gull Chain Access 10/10 Excellent "Awesome spot! Comfy spot with an amazing view. Will return! " [](https://expedia.ca/Nisswa-Hotels-New-Listing-NISSWA-THE-GULL-LAKE-CHAIN-SANDY-BEACH.h84085475.Hotel-Information) ## Find out more about Ossipee ## Ossipee Cottages information | Number of reviews | | | --- | --- | | Accommodation | 98 Cottages | | Lowest Price | CA $338 | | Highest Price | CA $338 | ## Frequently asked questions ### Why book your cottage in Ossipee with Expedia? > Booking a cottage in Ossipee is as simple as deciding on your travel dates and selecting an ideal place for outdoor fun and relaxation. From high-end retreats to budget-friendly properties and cottages that include amenities like a kitchenette, Expedia has something for all traveler tastes. As for awesome deals? We've got them too! ### How can I find cheap cottages in Ossipee? > With Expedia's helpful filter tool, scoring cheap cottages in Ossipee is a snap. 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