Lake house holiday rentals in Lake Winnisquam

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Top-rated lakehouse rentals in Lake Winnisquam

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Top Guest favourite

Home in Wolfeboro

4.99 out of 5 average rating, 133 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.

Top Guest favourite

Home in Belmont

5 out of 5 average rating, 16 reviews

Remodeled, Private Waterfront, Dock, Dogs, Kayaks

Welcome to The Sunset Canvas Lake House on Lake Winnisquam hosted by Oasis Rental Services. This newly remodeled waterfront home comes w/ a Private Dock, 70ft of private waterfront & a sandy entry beach! Enjoy morning coffee overlooking the water on the multi-season porch & afternoons exploring the lake w/ 2 kayaks & 2 paddle boards. Rent a motor boat at a nearby marina or bring your own boat. BBQ grill & campfire overlooking the water. Kitchen & linens well stocked. Well-behaved dogs welcomed.

Top Guest favourite

Home in Washington

5 out of 5 average rating, 116 reviews

Newer Home on quiet 200 acre lake - sleeps 6

Less than an hour from Manchester, Concord & Keene, this new home offers relaxation & year-round adventure. This lakefront property has a dock, with kayaks & paddleboards. You could also walk down the paved road to the neighborhood beach & swim platform. About 30 minutes to Pats Peak, Sunapee, or Crotched Mtn ski resorts. Beds for 6, 2 full baths, W/D, fully equipped kitchen, open living space, gas fireplace, water views, gas grill, parking, firepit, internet. We do not allow pets or smoking.

Top Guest favourite

Home in Alton

4.9 out of 5 average rating, 160 reviews

Lake Winnipesaukee House with Slip, Kayaks, Views!

Come build memories at this beautiful lake front house with its own dedicated deep water slip (across the street), a large deck on the water with diving board, and another deck attached to the house. A sandy public beach , restaurants, and Mt Washington boat stop are only steps away. This well-kept house has an open concept, fully applianced modern kitchen, a 55" smart 4K Roku TV, 1 gig fiber internet/wi-fi, a jacuzzi in one of the bathrooms, grill*, all the comforts of home, and so much more.

Top Guest favourite

Home in Orford

4.98 out of 5 average rating, 133 reviews

Romantic Mountain Getaway

Come enjoy the peacefulness that only living in the mountains can give you, without letting go of every day luxuries. Our place is ideal for romantic getaways with its beautiful and private setting! Lots of things to do in the area as well. The serene Indian Pond is located just down the road and it is ideal for swimming & kayaking in the summer and snowshoeing in the winter. Hike Mt. Moosilauke and enjoy stunning views, or hike Mt. Cube or Smarts Mountain for smaller fun family adventures.

Top Guest favourite

Home in Gilford

4.93 out of 5 average rating, 121 reviews

5-Stars!! Cozy Home near the lake

Please answer our questions when requesting to book. If they are not answers, your request will be declined. Cozy home near the lake is a peaceful place to relax or adventure in the lakes region.The house is located right next to the Glendale Yacht Club and 0.3 miles or a 6 min walk (based on Google) to the Breeze Restaurant and water access at the Glendale Public Docks (no swim area). The house comes with a fully stocked kitchen, a grill, relatively fast internet and a 55" TV (no cable)

Guest favourite

Home in Belmont

5 out of 5 average rating, 9 reviews

Home on Lake Winnisquam

Relax with the whole family at this peaceful 3-bedroom, 2 bath lakefront home. Includes one dock. Launch access by the Laconia public launch bay. This lakefront gem is on Lake Winnisquam on a dead end street, offering you access to the sandbar, local restaurants and more! Upon entering, you'll be greeted with views of Lake Winnisquam, with a full open concept kitchen and living room. Whether you are adventure seeking or just want to relax on the lake there is something for everyone.

Guest favourite

Home in Northfield

4.89 out of 5 average rating, 131 reviews

A Mountain Bike Getaway

Located right on Ski Hill Drive, our cozy New Hampshire ski-house-style home is less than a 2-minute pedal to the chairlift and XC trail network at Highland Mountain: America’s Bike Park. Whether you’re here to ride or explore NH in any season, adventure starts right outside your door. In just minutes, you can be hiking, paddling, or exploring nearby gems. Gunstock Mountain and Loon Mountain are both under 40 minutes away, making this your year-round basecamp for the outdoors.

Guest favourite

Home in Laconia

4.92 out of 5 average rating, 256 reviews

Waterfront w Kayaks, Pool table, Pergola, Firepit

Waterfront location nestled in the heart of Laconia. Located on a river connected to Lake Opechee.. Less than 5 minute walk the lake, beaches and downtown. A beautiful 7 mile walking trail “wow trail” right near the property. 2 water facing decks, 1 front porch, 2 grills, fire pit under the pergola, Sundeck on the river, and 2 kayaks are provided with the home. Close to lake Winni, Weirs beach, Bank of NH Pavilion, Gunstock ski and many more local attractions all 10 minutes away

Top Guest favourite

Home in Sunapee

4.98 out of 5 average rating, 209 reviews

@SunapeeSeasons—Across from Dewey Beach, Lake View

Welcome to 'Sunapee Seasons'—overlooking Dewey Beach on Lake Sunapee and 8 minutes from Mount Sunapee, with each theme bedroom celebrating one iconic season in this ever-changing region. Let in the breeze and unwind indoors ...or simply walk to the sand beach across the street. In winter Mt. Sunapee is just up the road, and come fall the entire property is bathed in foliage. Once you've seen one "Sunapee season" we know you'll want to experience them all!

Guest favourite

Home in Laconia

4.88 out of 5 average rating, 105 reviews

The Cottage on Paugus Bay- Lake Winnipesaukee

Enjoy peace and tranquility along the shores of Winnipesaukee's Paugus Bay. This Brand New waterfront Cottage is one of the most popular in Lakes Region and is central to all the Lakes Region has to offer. Along the western tip of the lake, easy access to I-93. The community comes with a day dock and easy access to boating and other lake activities. Come back year after year. We love repeat guests and offer discounts for second stays!

Guest favourite

Home in Laconia

4.96 out of 5 average rating, 102 reviews

Lakeside Getaway | Mooring, EV Charger + Kayaks

Discover Your Lakeside Escape at Lake Winnipesaukee! Welcome to your perfect home away from home in beautiful Laconia, NH! This brand-new, luxury 2-bedroom condo in the heart of Paugus Bay offers the ideal retreat for couples, small families, and outdoor enthusiasts alike. With stunning lake views, access to a day dock, and modern comforts throughout, it’s the perfect base to experience the very best of New Hampshire’s Lakes Region.