House holiday rentals in Ossipee

5 star CLEAN-outdoor Shower Private Patio Fire Pit

This guesthouse is located in the beautiful and historic areas of Tamworth & Chocorua, NH. It features many inviting spaces where you can relax and enjoy the natural beauty & peaceful surroundings.The cottage offers many unique spaces to relax, both inside & out! Highlights include a private sunken patio equipped with a gas grill, a firepit, outdoor dining, lounge chairs, two hammocks, & outdoor shower, all in a nature-surrounded yard. It’s close to many hiking trails, venues, bakeries & The Pub

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!

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

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!

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!

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).

White Mt Retreat w/ Beach Pass, New Kitchen, W/D

Get away from it all in our lovely, spacious home with its new kitchen, in Eaton, only 15 min to the shops and restaurants in North Conway and five minutes to King Pine Ski Area. Our property comes with a lake access pass to Crystal Lake public beach. Our place is ideal for outdoor enthusiasts, couples, chefs, and families. Our two floor home, with over 1600 sq. ft of living space, has two living room spaces providing private spaces for children and adults. We are owner-operated.

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!

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.

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.

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!

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.