Title: Ossipee Vacation Home Rentals from CA $258: Search Top Private Vacation Homes for Rent | 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) # Ossipee Vacation 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 Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635905987099&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635905987099&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635905987099&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635905987099&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Ossipee Vacation Homes ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92330000/92320600/92320533/0650c69f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/93000000/92330000/92320600/92320533/c8b38fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92330000/92320600/92320533/38679537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92330000/92320600/92320533/257ef4e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### In town, close to the trails, fully fenced in yard! Crosby 10/10 Exceptional (13) "The place was clean, spacious and nicely located. Would stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl K. CA $152 CA $513 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Crosby-Hotels-In-Town.h92320533.Hotel-Information) ![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/68000000/67340000/67339600/67339583/15707d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/68000000/67340000/67339600/67339583/3546793a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/68000000/67340000/67339600/67339583/60e35900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67340000/67339600/67339583/w701h467x64y0-f6103194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW DESIGN~Summer on Chain of Lakes~Kings~Game Room Crosslake 9.6/10 Exceptional (41) "Very nice place to stay, there are a lot of steps. Plenty of bedrooms and space for everyone. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerry H. CA $261 CA $1,176 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Crosslake-Hotels-NEW-DESIGNSummer-On-Chain-Of-LakesKingsGame-Room.h67339583.Hotel-Information) ![Smart TV, video games, foosball, table tennis](https://images.trvl-media.com/lodging/112000000/111570000/111561300/111561291/7c62ca7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111570000/111561300/111561291/574b30bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, foosball, table tennis](https://images.trvl-media.com/lodging/112000000/111570000/111561300/111561291/359e29f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111570000/111561300/111561291/0211447b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside Log Cabin w/Firepit, Dock, King Bed, Game Room, Scenic Relaxation Baxter 10/10 Exceptional (13) "5 Star Experience! Great, clean, and beautiful place to stay. The hosts are fantastic, responsive and gave great recommendations. The garage area is great for kids and adults to enjoy with all the entertainment. Highly recommend this place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Corey S. CA $231 CA $768 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Baxter-Hotels-Rustic-Lakeside-Cabin-WFirepit.h111561291.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/111000000/110380000/110373400/110373377/1a1b195b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110380000/110373400/110373377/w1280h959x0y1-e889e5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110380000/110373400/110373377/w1280h959x0y1-c89397cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110380000/110373400/110373377/c697c45c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Cabin on Whitefish Chain Crosslake 10/10 Exceptional (7) "Our family had an amazing time up in Crosslake. The property was wonderful-communication, cleanliness, location, kitchen/bathroom fully stocked, above what we anticipated!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas B. CA $239 CA $658 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Crosslake-Hotels-Peaceful-Cabin-On-Whitefish-Chain.h110373377.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120530000/120524500/120524473/w1752h1193x8y0-fe29ac56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120530000/120524500/120524473/8928c3a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/121000000/120530000/120524500/120524473/ddc1d286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120530000/120524500/120524473/f8117019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3 Bedroom Bungalow near Lake, Fishing, Snowmobiling Pequot Lakes 9.0/10 Wonderful (19) "Our stay was perfect! Plenty of necessities to get us through a wonderful week in Pequot Lakes. I highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael W. CA $223 CA $531 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Pequot-Lakes-Hotels-Cozy-3-Bedroom-Bungalow-Near-Lake.h120524473.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/74000000/73270000/73262900/73262868/ba903fcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73270000/73262900/73262868/0ba24f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73270000/73262900/73262868/ad0a3289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73270000/73262900/73262868/48f0a0a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Log home nestled in tall pines near Norway Lake Pine River 10/10 Exceptional (43) "Clean with all the amenities you need. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary K. CA $294 CA $575 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Pine-River-Hotels-Log-Home-Nestled-In-Tall-Pines-Near-Norway-Lake.h73262868.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/94000000/93510000/93501900/93501872/d9133f4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93510000/93501900/93501872/10ef7c44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/94000000/93510000/93501900/93501872/1dd1bf9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93510000/93501900/93501872/24842374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ultimate Retreat: Cozy Cabin w/ Fireplace! Cuyuna MTB Access Crosby 10/10 Exceptional (3) "Had a great relaxing time" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David V. CA $357 CA $601 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Crosby-Hotels-New-Modern-Scandinavian-Cabin.h93501872.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120660000/120650300/120650239/c25a93b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/121000000/120660000/120650300/120650239/275494c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/121000000/120660000/120650300/120650239/2c173e88.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/121000000/120660000/120650300/120650239/cae148c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nisswa Boutique Hotel & Suites – 2 Queen Beds Nisswa CA $189 CA $258 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Nisswa-Hotels-Nisswa-Boutique-Hotel-Suites-2-Queen-Beds.h120650239.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/95000000/94890000/94881000/94880913/f61e98a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94890000/94881000/94880913/add504e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94890000/94881000/94880913/7788bed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94890000/94881000/94880913/0dd394d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Life Is Good Lodge lakefront, private beach between Brainerd & Nisswa, game room First Assessment 9.8/10 Exceptional (23) "We had a wonderful time at the Life is Good Lodge! Enough space for 4 andults with 3 teens and 2 pre-teens and we enjoyed the hot tub and the outdoor brick oven!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Missy W. CA $629 CA $1,200 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Brainerd-Hotels-Life-Is-Good-Lodge-Lakefront-With-Sandy-Beach.h94880913.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=2025-11-07&endDate=2025-11-08®ionId=553248635905987099&adults=2&lodging=VACATION_HOME&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-Private-Vacation-Homes.d553248635905987099-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOssipee-Private-Vacation-Homes.d553248635905987099-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Ossipee Hotel Reviews ![Country Inn & Suites by Radisson, Baxter, MN](//images.trvl-media.com/lodging/1000000/20000/14800/14782/d53b0dba_y.jpg) ### Country Inn & Suites by Radisson, Baxter, MN 10/10 Excellent "WE REALLY ENJOYED OUR STAY. THANK YOU!!" [](https://expedia.ca/Brainerd-Hotels-Country-Inn-Suites-By-Radisson.h14782.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 "Booked king suite with spa tub. Everything was neat and clean- only gripe is the bed was wildly uncomfortable, both of us woke up stiff and sore. Unsure if it was just a preference or it was an older mattress. Still a nice place, would stay agaon" [](https://expedia.ca/Crosslake-Hotels-Pine-Peaks-Lodge-Suites.h103972949.Hotel-Information) ![Holiday Inn Express Hotel & Suites Brainerd-Baxter by IHG](//images.trvl-media.com/lodging/2000000/1280000/1272700/1272680/413252a0_y.jpg) ### Holiday Inn Express Hotel & Suites Brainerd-Baxter by IHG 10/10 Excellent "Clean rooms and wonderful waterpark." [](https://expedia.ca/Brainerd-Hotels-Holiday-Inn-Express-Hotel-Suites-Brainerd-Baxter.h1272680.Hotel-Information) ![Maddens On Gull Lake](//images.trvl-media.com/lodging/2000000/1250000/1246300/1246256/3ec9346e_y.jpg) ### Maddens On Gull Lake 10/10 Excellent "Nice, updated room with beautiful clean carpet and flooring. We would definitely stay here again!" [](https://expedia.ca/Brainerd-Hotels-Maddens-On-Gull-Lake.h1246256.Hotel-Information) ![Grand View Lodge](//images.trvl-media.com/lodging/2000000/1860000/1857800/1857783/9b30645f_y.jpg) ### Grand View Lodge 10/10 Excellent "I like late fall when not many people are up. Very nice and the food is great" [](https://expedia.ca/Brainerd-Hotels-Grand-View-Lodge.h1857783.Hotel-Information) ![Nature Link Resort](//images.trvl-media.com/lodging/96000000/95480000/95471800/95471715/a6046762_y.jpg) ### Nature Link Resort 10/10 Excellent "Great place to come to a getaway for the city life. Amazing views and going out to the private island with a canoe was amazing. I can’t say enough about this place it’s the best place to come and reset. Glad we came here and I will be back again. If you can book the cabins over looking the lake you won’t be disappointed. " [](https://expedia.ca/Nisswa-Hotels-Nature-Link-Resort.h95471715.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 "Great spot. Definitely will be back!" [](https://expedia.ca/Brainerd-Hotels-Baymont-By-Wyndham-BaxterBrainerd-Area.h898236.Hotel-Information) ![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 "Good " [](https://expedia.ca/Brainerd-Hotels-AmericInn-By-Wyndham-Pequot-LakesJenkins.h658043.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 "We appreciated the location, parking, room and breakfast. It was quiet and comfortable. We were surprised that the bed was as comfortable as it was. We were pleased with our stay and would definitely consider staying in the future." [](https://expedia.ca/Brainerd-Hotels-Days-Inn-Suites-By-Wyndham-Baxter-Brainerd-Area.h687369.Hotel-Information) ## Find out more about Ossipee ## Ossipee Vacation Homes information | Number of reviews | 159 | | --- | --- | | Accommodation | 230 Vacation Homes | | Lowest Price | CA $258 | | Highest Price | CA $1,200 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [B&B in Breezy Point](https://www.expedia.ca/Breezy-Point-Bed-And-Breakfast.d183404-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Breezy Point](https://www.expedia.ca/Breezy-Point-Cabins.d183404-aaCabins.Travel-Guide-Accommodation) - [Chalets in Breezy Point](https://www.expedia.ca/Breezy-Point-Chalets.d183404-aaChalets.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Breezy Point](https://www.expedia.ca/Breezy-Point-Hotels-Beach-Hotel.0-0-d183404-tBeachHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Breezy Point](https://www.expedia.ca/Breezy-Point-Hotels-Casino-Hotel.0-0-d183404-tCasinoHotel.Travel-Guide-Filter-Hotels) - 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