Vacation rentals in Ossipee Lake

Lakefront XL Hot Tub Game Room SKI Snowmobile WiFi

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!

Captains Quarters

This rental is off the beaten path on a private road minutes from Wells' famed beaches, local attractions and dining hotspots. Enjoy easy access to outdoor recreational activities like kayaking, fishing, or simply strolling along the scenic riverbank. This spacious rental features three bedrooms, three bathrooms, and ample living space spread across 1536 square feet. The interior exudes a cozy ambiance, with tasteful furnishings, hardwood floors, and large windows allowing for natural light. Thi

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.

Luxury Year-round Treehouse with private hot tub

Skyframe 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.

“Evergreen” 50 Acre Private Mountain Chalet

Escape to a charming mountain chalet on 50 stunning acres in New Hampshire's White Mountains. Perfect for ski trips, summer getaways, or enjoying fall foliage. This retreat offers cozy new furniture, plush beds, and fresh linens for ultimate comfort. Enjoy the family entertainment room, relax on the spacious deck or 3-season porch, and soak in the rustic charm. Conveniently located 6 miles from Lake Winnipesaukee and close to Meredith and Laconia, it's the ideal way of returning to nature.

Writers Cabin in the Woods with Sauna!

Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

Lake Winnipesaukee, Suissevale Cabin

Four season Chalet in Suissevale. Enjoy the most sought after beach on Lake Winni. Tennis, basketball, volleyball, grill on the beach with the finest sand under your toes. Updated playground, fishing pond, and boat ramp. The rental comes with 2 kayaks to use during your stay. Note: Per Suissevale, renters will not have access to the beach on Saturdays between Memorial Day and Labor day. As an alternative on Saturdays, States Landing Beach is approx. 1/2 mile from Suissevale.

The Cozy Cottage at Loon Pond, Netflix

Quaint and Cozy Year Round cottage with great views of pond and great sunsets from large deck. Set on 2 acres of wood/ firepit The Cottage is within walking distance of the Acton Fair Grounds! Also, just a short drive from Wedding Venues! Minisplits in bedroom and living area. (A/C and heat ) Rinnai heater in living area. Free WiFi and NetFlix TV in bedroom and living area Queen bed, Twin size futon in living area, futon on Close to Portsmouth, NH. Rochester, NH Portland, ME

Renovated Luxury Lakefront w/ Beach/Dock/firepit

Whether you're seeking a peaceful escape or an adventure-filled lake getaway, this home has it all! Enjoy 90+ feet of private beach—perfect for swimming, boating, fishing, or relaxing. The spacious backyard with fire pit and grill is perfect for cozy evening gatherings with friends and family. Just a short drive to hiking, skiing, North Conway shops, and Wolfeboro center. Steps from snowmobile trails. Inside, unwind in a newly renovated, modern lakefront home.

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.

Ossipee Lake Waterfront Condo

Large, open, and bright. My condo on Lake Ossipee has four levels of relaxing living space, including beds to sleep 6 (max allowed per new Ossipee permit rules). One king, one Queen and two pairs of Twins in four bedrooms. Open plan, comfortable living room and den along with granite in the kitchen, new hardwood floors and tile throughout. 3.5 baths including a master bath, make this house very comfortable for large families and groups