Holiday houses in Ossipee Lake

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Ossipee Lake

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

1 of 1 pages1 / 1

Top Guest favourite

A hobbit house is nestled among lush green trees, with a sloping earth-covered roof adorned with grass and ferns. The rounded front features a large window framed in white, complemented by a natural stone border, emphasizing the home's connection with its woodland surroundings.

Earthen home in Sanford

Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

LocationFamilyIndoor spaces

4.92 out of 5 average rating, 132 reviews

Guest favourite

Home in Freedom

Private lake access, cozy retreat, skiing, shops

Nestled lakeside on crystal clear Ossipee Lake with stunning mountain views, "The Pancake House" blends rustic charm with modern luxury. Enjoy your private beach with kayaks, outdoor shower, and full outdoor kitchen. Inside: game room, movie projector, TV, Wifi, full laundry, 4 beds and three living spaces for ultimate relaxation. Perfect for families seeking adventure and tranquility—centrally located to North Conway, hiking, skiing, and White Mountain attractions. Your lakefront escape awaits!

FamilyLocationKitchen

4.97 out of 5 average rating, 37 reviews

Guest favourite

Home in Ossipee

Soak & Stay Hot Tub FirePit Game Room Leaf Peeping

Escape to this private renovated lakeside retreat, perfect for the whole family & dog! New Deck, Hot Tub, privacy fence. Thoughtfully designed for comfort and entertainment with fully stocked kitchen, new furniture /attached 1200sq ft barn/game room, XL washer/dryer. Pond with private dock & beach/swim raft, 32” Blackstone bbq, comfy beds, blackout shades, and ultra-fast WiFi. Smart TVs, games, a loft, dedicated workspace. ~1.5 hours north of Boston—your perfect getaway awaits! Gr8 Trout Fishin

FamilyLocationBackyard

5.0 out of 5 average rating, 44 reviews

Top Guest favourite

A living area features a full-size couch and a recliner, positioned around a coffee table atop a colorful area rug. A flat-screen TV is mounted on the wall, with a view into the kitchen area visible in the background. Natural light enters through a window, highlighting the cozy ambiance.

Cabin in Ossipee

Cozy Mountain Cabin for Quiet Getaway

Welcome to our Ossipee cabin! It's the perfect space for a relaxing vacation away from the hustle and bustle. Located on a quiet street, you have access to various attractions within a short distance. You can enjoy public swimming at nearby Conner Pond, there are many close by hiking trails, including Bayle Mtn or Chocorua, improve your golf game at Indian Mound Golf Club, hit the slopes at King Pine Ski Area, visit the shops/restaurants in North Conway and end your day sitting by the fire-pit.

LocationFamilyHeating

4.98 out of 5 average rating, 44 reviews

Guest favourite

The spacious studio guesthouse features a large queen bed with decorative pillows and a cozy daybed with a trundle. Natural light enters through multiple windows, illuminating a vibrant area rug and a wooden table against a backdrop of exposed beams.

Guesthouse in Freedom

Beautiful & Relaxing Retreat Close to Ossipee Lake

Enjoy a weekend together in this spacious and unique space. Our studio guesthouse includes a large queen bed, daybed with trundle, fully stocked kitchenette and an eco-friendly toilet. Use the desk space to work remotely before walking to the shared beach with incredible sunset views, picnic area, playground and boat launch year round on beautiful Ossipee Lake less than .25 miles away. Close to North Conway, the Kancamagus highway, skiing at King Pine, hiking, snowmobile trails and much more!

FamilyLocationCondition

4.88 out of 5 average rating, 68 reviews

Guest favourite

Home in Ossipee

Heaven on the Water

Whether you're here to relax on the beach, explore the lake, or cozy up by the fireplace, this well-cared-for home offers everything you need for a memorable stay. With its quiet, natural surroundings, it's the perfect retreat for families, couples, or friends looking to escape the hustle and bustle. Located on a cul de sac. Property includes 2 kayaks, 2 paddleboards, 1 canoe, water tubes, sand toys, life preservers, outdoor shower and hot tub. Dog friendly but no cats. There is a dog fee.

LocationFamilyQuiet

4.94 out of 5 average rating, 16 reviews

Guest favourite

Cabin in Freedom

Winter Wonderland! Cozy cabin in the woods

Escape to your own private cabin and enjoy the beauty of winter in the mountains! Cabin is fully stocked with the essentials you’ll need—just arrive, settle in, and enjoy! • Downstairs: Queen bed plus a separate twin bed • Downstairs: Full bathroom • Main floor: Stacked twin beds • Loft: 2 twin beds • Loft: Half bathroom Close to North Conway, best winter activities in the area. Enjoy skiing, snowboarding, snowshoeing, shopping, restaurants and more. 5–25 minutes drive to everything.

LocationFamilyLayout

4.88 out of 5 average rating, 16 reviews

Guest favourite

A comfortable living area is presented, featuring a large sectional sofa, armchair, and a wooden coffee table at its center. Natural light filters through multiple windows, enhancing the welcoming ambiance. A stone fireplace is visible, adding a cozy element to the space.

Home in Ossipee

The Yellow Door

Take a break and unwind at this peaceful family owned home. We welcome you to make life lasting memories like our family. Whether it’s to get away for a peaceful stay or looking for a fun weekend away with friends we have you covered! In the fall take a drive to Mt. Washington to see the fall foliage or come in the winter to ski at one of our near by mountains! In the summer relax at our private lake! Sit around the fire pit or take a jacuzzi! Play a round of golf or shop at North Conway!

LocationFamilyIndoor spaces

4.86 out of 5 average rating, 35 reviews

Guest favourite

A spacious home is shown framed by trees, showcasing a large deck and a screened-in porch. In the foreground, several light blue chairs are arranged around a fire pit, surrounded by a grassy area and enhancing the outdoor gathering space.

Home in Ossipee

Spacious, renovated 2-bedroom home on golf course!

Bring the whole family to this great home with lots of room for fun. Located directly on the Indian Mound Golf Course, this home has plenty of space for the entire family both indoors and outdoors. From the open living and dining area to finished basement, there are spaces for everyone to hang out. 10 minute walk to Lake Ossipee and a short drive to restaurants and breweries in Ossipee. A 20 minute drive to downtown North Conway with skiing and golf! This is the perfect year-round rental!

FamilyValueAccuracy

4.9 out of 5 average rating, 67 reviews

Top Guest favourite

The exterior of Valley View Farm is presented, featuring a charming white house with a sloped roof. A welcoming sign stands at the entrance, surrounded by colorful blooming flowers and greenery, with a gravel path leading up to the home under a bright blue sky.

Home in Freedom

Farmhouse Retreat, Dog Friendly w/ view & deck

Welcome to Valley View Farm, your next getaway! The 3-bedroom, 2.5-bath is newly remodeled with an open concept and modern vibe. Overlooking 90 acres with sprawling fields and 180-degree views of the Mount Washington Valley from Lake Ossipee to Chocorua Mountain. Enjoy your morning coffee while gazing out the wall-to-wall windows or take it outside to the expansive deck. Family and Dog-Friendly! Air Conditioning Summer '25 Minutes from Lake Ossipee. 25 mins to North Conway.

FamilyLocationDecor

4.96 out of 5 average rating, 101 reviews

Guest favourite

A serene river scene is depicted, where calm waters reveal a sandy bottom, illuminated by sunlight. Lush green trees frame the setting, and two kayaks are anchored nearby, partially obscured by the surrounding foliage. The tranquil environment invites relaxation and exploration.

Home in Ossipee

Waterfront cottage on Bearcamp River in Ossipee NH

Welcome to the Bearcamp River! Enjoy your days lounging by the water, kayaking, tubing to Ossipee lake, fishing or just enjoying the property's private beach! The property includes over a mile of manicured trails and offers activities for everyone including swimming , hiking,shopping, or just lounging by the river and of course the beautiful fall foliage! Conway is 30 minutes north for great shopping.There are restaurants, gas,parks,breweries, shops within a mile as well.

FamilyLocationWi-Fi

4.97 out of 5 average rating, 30 reviews

Guest favourite

The exterior of the spacious home presents a blend of stone and siding, surrounded by lush greenery. A paved driveway leads to the entrance, while the colorful sunset casts a warm glow across the landscape.

Home in Freedom

Our Mountain Retreat – Lake Ossipee Access

Spacious 5 bedroom home with convenient lake access, just a short walk or 5-minute drive to beautiful Lake Ossipee. Enjoy easy proximity to King Pine Ski Area and a quick 25-minute drive to Conway, where you'll find outlet shopping, scenic hiking trails, and a variety of restaurants. This property features a large yard with a fire pit, and a hot tub for ultimate relaxation. The master bedroom includes a private deck—perfect for morning coffee or stargazing at night.

FamilyLocationHot tub

4.9 out of 5 average rating, 124 reviews