Lake house holiday rentals in Lake Winnipesaukee

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.

Aspen Cottage - Charming Cottage with Beach Access

Nestled in the trees, at the end of a quiet road, you’ll find your next restful getaway. Central location perfect for relaxing or adventuring. Less than a 10 minute walk to multiple points of beach access or sunset viewing at Lower Beech Pond, a 155-acre lake within the Ossipee Mountain range, known for its excellent water quality and recreation. A 15 minute drive to downtown Wolfeboro and Lake Winnipesaukee. In the winter months, find miles of snowmobiling through NH's extensive trail system.

Lakefront, Mtn Views, Hot Tub, Game Room, & More!

This 3-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Gilford, NH! * 9 min drive to Gunstock Mountain Resort * 11 min drive to BankNH Pavilion * 13 min drive to Weirs Beach & Boardwalk • Lake Access & Stunning Mtn Views • Game Room: Arcade Games, Ping Pong & Pool Table & Games • Hot Tub & Fire Pit • Private Dock • Grill • Stocked Kitchen • Dedicated Workspace • Family Friendly • Kayaks & Paddleboards • Indoor Fireplace • 3 cars MAX • No pets allowed

LAKE FUN!: Sleeps 8, w/Beach rights in Meredith.

It is also close to Mills Falls in Meredith, close to skiing, casual and fine dining, art shops, wineries, theatre, art and antique shops, just minutes to 2 - 4 hour hikes with great views of White Mountains and Lake Winnepesaukee, a beautiful Association Beach, and family-friendly activities. You’ll love my place because of the comfy bed, the kitchen, the high ceilings, its cleanliness, and coziness. My place is good for couples, solo adventurers, business travelers, and families (with kids).

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

Beautiful Lake Winnipesaukee w/ Dock!

Beautiful Home On Lake Winnipesaukee right in the heart of Paugus Bay. Included in your rental, our dock will accommodate a boat up to 30ft & upon request we have availability for one jetski lift! Lake Winnipesaukee Is the largest lake in the state. Enjoy the sunsets, mountain views, waterfront restaurants, live music, sand bars, homemade ice cream, shopping & more. Ski or snowboard at Gunstock Mountain, explore nearby snowmobile routes. Our home offers year round endless adventure.

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

20 Mile Bay - Tuftonboro - Lake View

Directly across from 20 Mile Bay on Lake Winnipesaukee in Tuftonboro. This 4 bedroom / 2.5 bathroom home sleeps up to 10 adults or 13 total people. The front deck overlooks the lake with unobstructed views. We provide kayaks, inflatable boats, & beach chairs for guests. The property is surrounded by conservation land. The Chandler Wild Park Trail has an entrance right in front of the property. It is perfect for hiking, snow shoeing, cross country skiing, and walking.

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!

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!

The Quaint Escape - Built in 2024 - Lake Access

The Quaint Escape is a newly built 2024 custom home set in one of New Hampshire’s most sought-after locations. Designed as our modern take on a cozy cottage, it blends clean, simple elegance with thoughtful details to comfortably host 4–6 guests seeking a more elevated getaway. One of its standout features is private dock access directly on Lake Winnipesaukee. Follow us on IG @thequaintescape to watch a full video tour of the home.

Winni Retreat Steps from the Lake!

Welcome to your Lakes Region getaway, a warm three-bedroom home just a short, 5-minute walk from Lake Winnipesaukee. Set in a quiet neighborhood, it is perfect for relaxing and reconnecting. Enjoy lake days, nearby hikes, and local dining. After a day of exploring, unwind in comfortable living spaces with a fully equipped kitchen and everything you need for an easy stay.