Vacation rentals in Ossipee Lake

Soak & Stay Hot Tub FirePit Game Room Lakes Region

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

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!

Luxury Year-round Treehouse with private hot tub

The Canopy 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.

Secluded Cabin: View, Hot Tub, 10 min Walk to Lake

Architect-designed alpine cabin with panoramic White Mountain views, including Mount Washington Relax in the hot tub, watch the sunset over the mountains, and enjoy a peaceful forest setting close to lakes, hiking trails, and skiing. 4WD or AWD REQUIRED Nov 1st-April 15th Starting May–Fall 2026, there may occasionally be (weekday only) construction noise up the road (250ft) from neighbors building their home. Work would occur roughly 8am–4/5pm and not every day. Cannot see it from the house.

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!

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.

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!

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!

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

The Monroe - Lake Access Tiny Home in the Woods

Come and stay under the trees and enjoy a time away in a sweet spot unlike most with water, nature, mountains, restaurants and shopping all within a short distance. The Monroe is perfectly placed within a few steps from Duncan Lake, a quiet and clean freshwater lake, brimming with fish and always inhabited by a family of Loons. We are also a short distance to Wolfeboro, a quaint little town on the beautiful and famous Lake Winnipesaukee. Come make some sweet Summer memories with us!

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!

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.