
Lake house holiday rentals in Ossipee Lake
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Top-rated lakehouse rentals in Ossipee Lake
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20 Mile Bay - Tuftonboro - Lake View Pet friendly
Directly across from 20 Mile Bay on Lake Winnipesaukee in Tuftonboro. This 4 bedroom / 2.5 bathroom home sleeps up to 10 adults or 15 total people. The front deck overlooks the lake with unobstructed views. We provide kayaks, inflatable boats, & beach chairs for guests. We are pet friendly with $50 Fee only for pets registered at the time of booking. No unregistered pets allowed. The property is surrounded by conservation land. The Chandler Wild Park Trail has an entrance right in front o
4.94 out of 5 average rating, 124 reviews
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!
4.97 out of 5 average rating, 36 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
5.0 out of 5 average rating, 44 reviews
Cozy Lakefront Log Cabin•Year Round Family Retreat
Step into paradise at gorgeous Belleau Lake! Breathtaking water views are the perfect backdrop to your stay in this newly renovated home during any season. Drink them in from the house, the screened porch, deck, backyard firepit, and beach! Enjoy the gentle breeze from the hammock or the rocking chairs on the dock, or fish, swim, kayak, SUP & more in summer. Fall foliage, winter skating or sledding, & spring blooms means there's no bad time to visit! Sunrises, sunsets, and core memories await!!
5.0 out of 5 average rating, 26 reviews
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.
4.94 out of 5 average rating, 16 reviews
Renovated Luxury Lakefront w/ Beach/Dock/firepit
*ASK ABOUT MONTHLY DISCOUNTS* 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.
4.95 out of 5 average rating, 20 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!
4.85 out of 5 average rating, 34 reviews
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!
4.97 out of 5 average rating, 199 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.
4.97 out of 5 average rating, 112 reviews
Large home near Ossipee Lake and Conway, NH
Enjoy access to Berry Bay, an “Exquisite Jewel of the NH Mountains,” highlighted by the large, sparkling lake and the surrounding mountains. It has a hidden feel of a quiet oasis! This spectacular lake house in coveted NH Lakes Region. It’s can be yours for a weekend ski trip, fishing trip, golf weekend, or a summer week in the sun! Directly on the routes to lots of the famed 4,000 footers or smaller family-friendly mountains for great hiking with amazing views of the area!
4.93 out of 5 average rating, 57 reviews
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.
4.9 out of 5 average rating, 123 reviews
Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, beach, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Get 10% OFF for weekly or longer stays!
4.98 out of 5 average rating, 210 reviewsPopular amenities for Ossipee Lake lakehouse rentals
Waterfront lakehouse rentals

Chocorua Lakefront HotTub,Fireplace, Swim,Hike,Ski
4.82 out of 5 average rating, 126 reviews
Waterfront, Wood stove & Private beach, Solo Stove
5.0 out of 5 average rating, 142 reviews
Family Retreat: Beach, Big Yard, Dogs Welcome
4.92 out of 5 average rating, 153 reviews
Luxury Lakehouse| Sunsets| Cen. Air| Private Dock
4.99 out of 5 average rating, 80 reviews
Waterfront Chalk Pond | Fireplace | Kayaks
5.0 out of 5 average rating, 26 reviews
Boutique Lakefront Cabin/ King Beds/ Pet Friendly
5.0 out of 5 average rating, 80 reviews
HOTUB! Riverfront, Dog Friendly |The River House
4.9 out of 5 average rating, 97 reviews
Peaceful Lakefront Retreat
4.98 out of 5 average rating, 48 reviewsPet-friendly lake house rentals

Fall Foliage HQ- The Cottage on Paugus Bay
4.89 out of 5 average rating, 165 reviews
Fish Tales Cabin
4.96 out of 5 average rating, 148 reviews
Lakehouse/HottubFirePit/2pvtdocks/SUPs/YAKs/LgYard
4.96 out of 5 average rating, 191 reviews
Lakefront Getaway
4.93 out of 5 average rating, 149 reviews
Stunning Waterfront Lake House!
4.96 out of 5 average rating, 49 reviews
In the Trees - NH w/ Lake Access
4.94 out of 5 average rating, 47 reviews
Waterfront Home w/ Dock, Screened Porch, Dogs Ok!
4.89 out of 5 average rating, 47 reviews
Beautiful chalet home - walkable to beaches
4.92 out of 5 average rating, 63 reviewsPrivate lake house rentals

Lakefront, Mtn Views, Hot Tub, Game Room, & More!
4.88 out of 5 average rating, 32 reviews
Aspen Cottage - Charming Cottage with Beach Access
5.0 out of 5 average rating, 33 reviews
Dockside Dreams
5.0 out of 5 average rating, 39 reviews
Downtown Meredith Farmhouse
4.97 out of 5 average rating, 60 reviews
Long Lake-Lake Front | 1.6 Acre Peninsula
5.0 out of 5 average rating, 13 reviews
Spacious Lakehouse +Private Dock+Firepit+Kayaks
4.97 out of 5 average rating, 32 reviews
Cottage on 50 Acres | Lakeside + Tennis + Hot Tub
4.98 out of 5 average rating, 56 reviews
Gram's House
4.85 out of 5 average rating, 20 reviewsDestinations to explore
- Sebago Lake
- White Mountain National Forest
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Loon Mountain Resort
- Willard Beach
- Scarborough Beach
- Cape Neddick Beach
- Footbridge Beach
- Mount Washington Cog Railway
- Santa's Village
- Sunday River Resort
- Cranmore Mountain Resort
- Hills Beach
- Gooch's Beach
- East End Beach
- Fortunes Rocks Beach
- Tenney Mountain Resort
- Franconia Notch State Park
- Pleasant Mountain Ski Area
- Omni Mount Washington Resort





