Vacation rentals in Ossipee Lake

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Top-rated vacation rentals in Ossipee Lake

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Cabin in Tamworth
4.9 out of 5 average rating, 561 reviews

Secluded Luxury Cabin • Mountain Views + Sauna

Wake up to a peaceful, private mountainside cottage designed for quiet escapes and relaxed stays. Tucked above Tamworth in a secluded setting, this cozy retreat offers total privacy, calming views, and a chance to truly unplug. After a day exploring the area, return to stillness, comfort, and the option to unwind in a traditional Finnish-style sauna. Note: Sauna use is optional and available for a one-time additional fee. Also Ideal for quiet midweek escapes, remote work, and unplugged stays.

Top guest favourite
Home in Freedom
4.98 out of 5 average rating, 115 reviews

Perfect Family Getaway On Lake Ossipee

Our 10 year old home has four bedrooms three baths, theater room, gas fireplace, bar outdoor fire pit, open concept kitchen, nestled in a mountain landscape. Beautiful private beach with a playground, picnic area and boat launch only a short walk away. Tennis courts and a basketball court centrally located within the community. Boat rentals available on the lake. Multiple ski areas close by. Easy access to local and state snowmobile trails and the lake for ice fishing right out of the driveway.

Top guest favourite
Place to stay in Shapleigh
5 out of 5 average rating, 114 reviews

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym

Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond, gym and tennis court.

Top guest favourite
An inviting interior showcases rustic wood paneling and a unique round window with leafy views. A small dining table is set near the window, while a staircase leads to an upper area. Natural light enhances the warm atmosphere within the space.
Home in Campton
4.96 out of 5 average rating, 105 reviews

Log Cabin on the River w/ Private Hot Tub

This log cabin tiny home is located right in Campton Village. It is clean, and very bright and cheery thanks to the floor-to-ceiling window that overlooks the Mad River. Includes a SMALL kitchenette (not recommended for those serious about cooking nightly feasts) and a locked outdoor storage space for skis and outdoor equipment. Small 2-person hot tub. WiFi. Level 2 EV charger on site (extra fees apply). 5 min walk from a craft brewhouse, grocery store, a vintage arcade and candy store.

Top guest favourite
The modern guesthouse is shown against a twilight sky, featuring a sleek exterior in muted grey tones. Snow blankets the ground around the structure, while the entrance displays wide glass doors and a spacious balcony above. Lush greenery is visible in the background.
Guesthouse in Hiram
5 out of 5 average rating, 129 reviews

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

Top guest favourite
The lakeside house reflects beautifully on the calm waters of Sunrise Lake, enhanced by autumn foliage surrounding the property. The scene captures a warm glow from the setting sun, showcasing a serene and peaceful atmosphere by the water's edge.
Cottage in Middleton
4.96 out of 5 average rating, 218 reviews

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting. The sunsets can be unbelievable!

Top guest favourite
An open living area showcases large windows allowing natural light to flood in. A wood-burning stove is positioned beside a cozy seating arrangement featuring an accent chair and a coffee table. A dining area and kitchen are visible in the background, with warm wood tones enhancing the space.
Chalet in Conway
4.96 out of 5 average rating, 203 reviews

HAPPY TREES: swanky chalet near Conway Lake & Saco

Happy Trees is a vintage chalet that has been thoughtfully renovated and styled. Our place is bright, airy, and open. It's the perfect home base for whatever you may want to do whether it's skiing, swimming, hiking, or simply relaxing and lounging around. Our place is a short walk to Conway Lake and a short drive from the Saco River. Conveniently located minutes from North Conway village. Follow us on IG (@happytrees_cabin) for additional content & information.

Guest favourite
The living area features high wooden ceilings and large windows, allowing natural light to fill the space. A comfortable couch is positioned near the windows, while a television is mounted on the opposite wall. The warm wooden flooring complements the rustic design.
Guesthouse in Brownfield
4.87 out of 5 average rating, 495 reviews

Mountain Treehouse Guesthouse

Spacious second story post and beam room adorned with king bed, full kitchen, bath, living area, and laundry. The guest house is located on 40 acres of wilderness with mountain views, and walking trails on the property. Just two miles from Stone Mountain Arts Center, 15 minutes from Fryeburg village, and only 25 minutes to neighboring North Conway, NH. A great retreat for all seasons. TV, High-Speed Internet, AC, Heat, Ceiling Fans, New Construction.

Top guest favourite
The cabin features a modern design with a dark wooden exterior and a sloped roof. A spacious wraparound deck is highlighted, surrounded by greenery. String lights add ambiance, while two white loungers are positioned on the deck for relaxation.
Home in Bridgton
4.98 out of 5 average rating, 159 reviews

Wren Cabin + Wood fired Sauna

We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.

Top guest favourite
A spacious living area features a high, exposed beam ceiling and ample natural light from large windows. A comfortable sectional sofa is arranged around a coffee table, with a gas fireplace and a TV mounted on the wall, enhancing the cozy atmosphere.
Home in Freedom
4.96 out of 5 average rating, 105 reviews

Kirkland Cottage (A ski and lake escape)

Welcome to Kirkland Cottage! Located a two minute drive from Ossipee Lake and near the White Mountains, we are a great base for all New Hampshire has to offer! Explore lakes, mountains, and hiking trails, while being just an hour from Portland and Portsmouth. Kirkland Cottage house is 9 minutes to King Pine Ski area, 30 minutes to Cranmore, and 25 minutes to North Conway, which has great shopping, skiing, hiking, and lots of restaurants.

Top guest favourite
A charming farmhouse is depicted under a serene winter sky, with a dusting of snow covering the roof and surrounding landscape. A colorful staircase leads to the entrance, illuminated by soft orange light, while trees in the foreground frame the setting sun in the background.
Guest suite in Conway
5 out of 5 average rating, 377 reviews

CloverCroft - "Far from the madding crowd."

CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

Top guest favourite
Cabin in Newfield
4.96 out of 5 average rating, 163 reviews

The NEST Haven awaits you.

You found your ultimate relaxation spot, sandy beaches on Rock Haven Lake (only 800' from your front door) infrared Sauna (accessible through the secret door) , 3 person hot tub, outdoor (seasonal) shower, luscious king seize bed, 6' TIPI daybed, firepit, outdoor tipi swing, a balcony and deck to enjoy the peaceful neighborhood. Round shower and deep claw foot soaker tub. Enjoy, relax and let your soul ponder.

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