Lake house holiday rentals in Ossipee Lake

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Top-rated lakehouse rentals in Ossipee Lake

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Top Guest favourite
A cabin with a spacious deck overlooks a natural setting. The structure features large windows and a bright red umbrella set over a wooden table. Surrounding green trees and shrubs create a serene environment, while a canoe rests nearby on the ground.
Home in Wolfeboro
4.99 out of 5 average rating, 136 reviews

Tranquil Pondside Retreat

Welcome to this clean, bright, airy cabin with floor-to-ceiling windows and stunning views of Sargent's Pond in all seasons. At 62 acres and with just twelve homes, Sargent's Pond is the perfect place for simpler pursuits and peace and quiet. Enjoy two comfortable double bedrooms, a pull-out sofa in the living room, a bathroom with tub, washer, and dryer, a fully equipped kitchen with dishwasher, Wifi, bluetooth stereo system (bring your vinyl!), and Smart TV. Enjoy dining and relaxing on the spacious deck with commanding water views, and for the little ones, swinging and sliding on the swing set. Above the garage is a recreation room with a ping pong table as well as a smashing children's playroom filled with toys, board games, puzzles, and books. Enjoy the TV/ DVD player with a variety of favorite kids' flicks. Perfect for rainy days or down time, this extra living space is sure to please kids and adults alike! Please note that a pack-and-play, toddler mattress, and toddler high chair are available upon request.

Guest favourite
The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.
Home in Naples
4.99 out of 5 average rating, 168 reviews

LUX Designer Private Waterfront

Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

Superhost
A cozy living area features a large sectional sofa, complemented by two wooden chairs and a natural wood side table. A modern fireplace is situated beneath a mounted flat-screen TV. Soft elements such as a plush throw blanket and a wall art piece highlighting a deer add warmth.
Home in Conway
4.94 out of 5 average rating, 110 reviews

Spacious 3 bedroom Mountain Chalet -Conway, NH

Welcome to the Mendes Chalet. Our mountain home is Tucked away yet only 15 min from downtown North Conway, Cranmore Mountain Resort, Echo Lake, Silver Lake & King Pine Ski resort. We designed our 3 bedroom 2 bathroom around peace. Hang out by the fireplace to relax and unwind or sit outside on the oversized deck and breathe the fresh mountain air. Also do not forget to explore the wonderful ski resorts and shopping outlets which are very close by! Our home is the perfect retreat for any season!

Top Guest favourite
A serene lakeside view features numerous boats anchored in calm water, surrounded by distant mountains. A sandy beach extends along the shoreline, leading to a wooden pier. The sky is clear, emphasizing the tranquility of the natural landscape.
Home in Freedom
4.98 out of 5 average rating, 114 reviews

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.

Top Guest favourite
A charming two-story home is nestled among tall trees, featuring a welcoming front porch adorned with railings. Lush greenery surrounds the entrance, and the facade displays light gray siding complemented by dark shutters on the windows.
Home in Tamworth
4.94 out of 5 average rating, 116 reviews

Perfect NH Getaway Retreat in the White Mountains

Perfect getaway for any season! Ideal location in the heart of NH White Mountains & Lakes Region. The beauty of this NH getaway is that while you’re only a few miles from numerous winter and summer recreational activities, restaurants and shopping; our home and neighborhood are a quiet retreat from the hustle and bustle. Meticulously cared for and decorated with country charm, our home has a modern kitchen, large master bedroom, and best of all, your own re-created English pub for entertaining.

Top Guest favourite
Home in Whitefield
4.96 out of 5 average rating, 255 reviews

Sunny Waterfront Cottage at FarAway Pond

Waterfront! Hot tub & dock with kayaks on private lake. Enjoy the screen pavilion with sofa & fire table and bright, wood lined cottage with all you need for a peaceful getaway-Japanese soaking tub, (small) Heat/AC, +fast wifi. Cook in the kitchen or grill in the beach side pavilion. Walk the trails around the lake through forest & meadow to the nearby State Forest & Gold Mine Trail. We group the 3 cottages to preserve the shore for nature to thrive-message to reserve all 3 for total privacy

Guest favourite
Home in Middleton
4.9 out of 5 average rating, 204 reviews

Blue Breeze - Private lakefront w/ Hot Tub

This huge lakeside house is a great experience for all of your friends and family to enjoy all the New Hampshire lakes region has to offer. There is incredible nature all around! Some of our favorites nearby: 11min to a nearby brewery 12min to a great breakfast spot 14min to a farm stand and pick-your-own produce 17min to a nearby winery 21min to Hannafords grocery store 22min to Alton Bay 25min to Wolfeboro 29min to Mt. Major with views of Winnipesaukee 38min to Gunstock mountain for skiing

Guest favourite
A red post and beam house is nestled among trees, featuring multiple windows and a sloped roof. A wooden deck extends from the entrance, leading to a gently sloping yard surrounded by lush greenery. Sunlight filters through the leaves overhead.
Home in Limerick
4.93 out of 5 average rating, 136 reviews

Lakefront Getaway

Looking for a quiet peaceful getaway? Our Maine post and beam home is set on 7 acres of lake front. Great getaway to enjoy marshmallows and a roaring fire, kayaking, canoeing, swimming, boating or enjoy a great movie. For downhill skiers proximity to King Pine, Sunday River, Shawnee Peak and Black Mountain. Cross country and snow shoeing on property and on the lake. If you have a snow mobile- great trails available. Finally, great shopping in nearby North Conway at the outlets.

Superhost
Home in Tamworth
4.82 out of 5 average rating, 117 reviews

Chocorua Lakefront HotTub,Fireplace, Swim,Hike,Ski

Chocorua Lake front house to enjoy friends & family! Hottub, ski, hike, kayak,fish,swim,fire pit & relax! Fantastic Winter Holiday Ski Vacation or Summer Getaway, Shopping &more. Near Tamworth Wedding venues. Renovated 3 bedroom on crystal clear Chocorua Lake near North Conway, NH. Beautiful in every season enjoy the best of New England Fall Foliage, Summer Lake, Winter or just relax by the fireplace ! Kayaks/dock onsite. Outdoor Hottub. **limited time offer $150/nt to add xtra cabin

Top Guest favourite
A modern chalet-style exterior is visible, partially covered in fresh snow. Large windows reflect the snowy landscape, while the deck area is blanketed with a layer of snowflakes. The surrounding trees create a serene winter scene, enhancing the retreat’s natural charm.
Home in Sweden
4.99 out of 5 average rating, 119 reviews

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Escape to Camp Sweden, an eco-friendly waterfront sanctuary in the foothills of the White Mountains. Paddle across the private pond, go for a hike in the Mountains nearby, or jump in the new outdoor panoramic barrel sauna and let your worries evaporate away. Enjoy a unique and rejuvenating experience that connects you to nature without sacrificing comfort. This retreat offers all-season enjoyment for nature lovers and outdoor enthusiasts alike. Experience Maine’s beauty today

Top Guest favourite
Home in Wakefield
4.98 out of 5 average rating, 190 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, 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. Book now and get 10% OFF for weekly or longer stays!

Guest favourite
The exterior of the spacious home presents a blend of stone and siding, surrounded by lush greenery. A paved driveway leads to the entrance, while the colorful sunset casts a warm glow across the landscape.
Home in Freedom
4.9 out of 5 average rating, 111 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.

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