House holiday rentals in Ossipee

4.97 out of 5 average rating, 34 reviews

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!

5.0 out of 5 average rating, 42 reviews

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

A modern, dark-finished cabin is shown from the side, featuring large windows and a welcoming front porch. The surrounding area is wooded, with tall trees providing natural shade. A gravel driveway leads up to the cabin, enhancing its approachable charm.

4.81 out of 5 average rating, 111 reviews

Pine River Pond

Directly on Pine River Pond, this 5-mile long, 570 acre lake has crystal clear water. This vacation rental is close to all of the area's most popular activities and ensures a memorable time! Swim in the summer, ice fish in the winter, numerous snowmobile trails or just get away from it all.This 1-bath property offers enough space to comfortably accommodate up to 10 guests, making it ideal for a family or group of close friends looking for an unforgettable New Hampshire lakeside retreat.

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.

4.84 out of 5 average rating, 32 reviews

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!

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.

4.89 out of 5 average rating, 66 reviews

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!

4.93 out of 5 average rating, 46 reviews

In the Trees - NH w/ Lake Access

RELAX in this BRAND NEW getaway with all the necessities to escape reality! Nestled on a hill within the trees, unwind with a beverage on the back deck or lower lounge and relish the peace and tranquility the property offers. Steps away from the beautiful Province Lake, take a swim or launch your boat for a cruise. Enjoy a scenic round of golf at Province Lake Golf Course & then enjoy a meal at the local restaurants or take a drive to explore Wolfboro (30mins) or North Conway (45mins).

4.95 out of 5 average rating, 21 reviews

The Ossipee Overlook | Spacious and Stunning Views

Relax and unwind at The Ossipee Overlook, a spacious retreat in the heart of New Hampshire. Wake up to panoramic mountain views just steps from your door! This 3-bedroom, 2-bathroom home features an open-concept living area, a fully equipped kitchen, and an additional family room for extra space to relax. Step outside to enjoy the expansive backyard, or explore the nearby lakes and hiking trails. Whether you seek adventure or tranquility, this space offers the best of both worlds!

4.97 out of 5 average rating, 111 reviews

Enjoy Fall Foliage at the Lake

Step out of the house and onto to a beautiful deck. From the deck to the water is just 30 feet of sandy beach! Located right on Pine River Pond, this 5-mile, 570 acre lake has crystal clear water. The gently sloping property makes it ideal for multi-generational families. Swim in the summer, ice fish in the winter or just get away from it all in the fabulous peace and quiet of New Hampshire. Note that June - August rentals are a minimum seven night stays Saturday - Saturday.

4.96 out of 5 average rating, 99 reviews

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.

A serene view of Belleau Lake is presented from the balcony, where outdoor seating is arranged. Lush green trees frame the water, and a private beach area with a dock is visible in the background, contributing to a peaceful outdoor ambiance.

5.0 out of 5 average rating, 49 reviews

Lakefront Beauty with Private Beach

Welcome to Lake A Dream, our beautiful waterfront home with private sandy beach on Belleau Lake. Perfect for couples, friends, and families. It offers indoor-outdoor living, open concept main level, game room, and more! Enjoy your morning coffee on the balcony taking in lake views, explore the lake on kayaks or paddle boards and roast marshmallows under the stars. In the winter, stay active skating, snowmobiling or cozy up by the fireplace. Have fun no matter the season!

5.0 out of 5 average rating, 28 reviews

Luxury Lake House +Hot Tub! Waterfront Magic in NH

Welcome to Camp Lollywood where lakefront magic meets your perfect spring escape on Balch Lake! Sip coffee as the mist lifts off the water, soak in the hot tub with stunning lake views, and gather around the bonfire pit for golden-hour s'mores. Kayak, swim, and soak up warm NH afternoons. The game room keeps the fun going after sunset. Luxury comfort, pure magic, and the best of a New Hampshire spring right outside your door. Come for the lake. Stay for the magic. ✨🌿