Holiday houses in Lake Winnipesaukee

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Top-rated holiday rentals in Lake Winnipesaukee

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A modern cabin with an A-frame shape is illuminated by warm lights, surrounded by tall trees. In front, a fire pit with wooden chairs invites gatherings, while a hot tub and sauna are visible nearby, contributing to the outdoor relaxation space.
Cabin in South Berwick
5 out of 5 average rating, 304 reviews

Romantic A-Frame cabin in the woods

Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Top Guest favourite
A hobbit house is nestled among lush green trees, with a sloping earth-covered roof adorned with grass and ferns. The rounded front features a large window framed in white, complemented by a natural stone border, emphasizing the home's connection with its woodland surroundings.
Earthen home in Sanford
4.91 out of 5 average rating, 120 reviews

Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow 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.

Top Guest favourite
Home in Tuftonboro
5 out of 5 average rating, 17 reviews

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.

Guest favourite
A private hot tub is surrounded by trees displaying vibrant autumn leaves, with a gentle stream flowing nearby. A fire pit sits beside the hot tub, offering a cozy gathering space. The cabin's exterior features wooden siding and large windows that invite natural light.
Tiny home in Norway
4.94 out of 5 average rating, 253 reviews

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

Top Guest favourite
Home in Tuftonboro
5 out of 5 average rating, 27 reviews

New Modern A-Frame | Hot Tub | Sauna & Cold Plunge

The ZEN A-Frame is a sanctuary nestled on a peaceful babbling brook that flows into Lake Winnipesaukee. It provides an experience of tranquility and thoughtful luxury. Every detail is designed to help you unwind, slow down, and reconnect with nature, loved ones , and with yourself. Located in the heart of the Lake's region, it’s a prime base for four-season adventure. Explore nearby hiking and biking trails, or enjoy swimming, boating, and skiing, making the most of the area's natural splendor

Top Guest favourite
A serene view of Mirror Lake presents a tranquil morning scene, where mist rises gently from the water's surface. Two chairs are positioned in the foreground, inviting relaxation. Soft sunlight glimmers on the lake, enhancing the peaceful ambiance of the natural surroundings.
Home in Tuftonboro
5 out of 5 average rating, 35 reviews

Peaceful Lakefront Retreat

Rest, relax and recharge at this tranquil waterfront getaway on stunning Mirror Lake. Unplug from the hurry and enjoy this entire lakefront home in the privacy of a quiet street just minutes from downtown Wolfboro. Dining area, living space, kitchen and two bedrooms offer all the comforts you need with stunning lake views. Cozy cabin-like downstairs den has entertainment space, tables and seating for movies and games. Perfect spot for a quiet getaway to connect with friends, family and self.

Top Guest favourite
A stone patio is arranged with several Adirondack chairs surrounding a covered firepit, set against a backdrop of lush trees. A cabana is visible in the distance, along with decorative garden sculptures, providing an inviting outdoor space for relaxation.
Guesthouse in Wolfeboro
4.97 out of 5 average rating, 70 reviews

Luxury Beachfront Cottage - Perfect summer getaway

A private lakeside sanctuary for two on pristine Lake Wentworth, minutes from Wolfeboro. Set on six secluded waterfront acres of thoughtfully tended gardens and woodland, this refined cottage offers rare quiet and natural beauty. Wake to loons, kayak glassy morning water, ride complimentary beach cruisers to town, wander native pollinator gardens, and share long sunsets by the beach firepit. Evenings end wrapped in hand-pressed luxury linens. Calm, intimate, restorative. Reserve your stay.

Top Guest favourite
A quaint outdoor seating area features four white Adirondack chairs arranged around a central fire pit. The space is framed by trees, creating a serene view of the water and a nearby dock. A large deck is visible in the background.
Cottage in Alton
5 out of 5 average rating, 48 reviews

Windswept: Lake Winnipesaukee Waterfront w/ dock

Be our guest at this 1930's renovated home right on Lake Winnipesaukee lovingly named Windswept Cottage. This true waterfront offers you the opportunity to enjoy lake front living in the quaint town of Alton Bay, NH. Whether swimming at waters edge, taking a kayaking adventure, enjoying the sunsets from the large front deck or s'mores around the campfire this is a true gem and super clean. Located right down the street from Mt Major and 10 mins to Gunstock. Host is a licensed NH Realtor.

Top Guest favourite
The sandy beach area features several white adirondack chairs arranged for relaxation. Gentle waves lap at the shoreline, where boats are anchored in the distance. A staircase leads up from the beach to a grassy area, surrounded by trees, under a clear sky.
Cottage in Wolfeboro
4.96 out of 5 average rating, 132 reviews

Lake Winnie Cozy Cottage Getaway

Welcome to Lake a Dream… your spot for a fun filled family vaca on Lake Winnie in the summer or a cozy couples getaway in the winter! With just a quick 3 minute walk from the property you can enjoy some sunshine & sand on the beach! Or a 5 minute drive into downtown Wolfeboro to experience it’s charm; waterfront dining, ice cream, shops, cafés & more! For winter stays, cozy up by the fireplace with a cup of hot cocoa & some fun family games! The cottage is not far from Gunstock & Kingpine!

Guest favourite
A wooden dock extends into calm waters, offering a view of the lake. The horizon is softly lit by a warm sunset, reflecting on the water's surface. Gentle ripples create a serene atmosphere, framed by distant trees and shoreline.
Home in Laconia
4.94 out of 5 average rating, 84 reviews

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.

Superhost
A spacious outdoor seating area is framed by a wooden pergola, with soft lights enhancing the ambiance. A circular fire pit sits at the center, surrounded by a curved sectional couch and additional chairs, offering a comfortable space for gathering near the water.
Home in Laconia
4.92 out of 5 average rating, 263 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
Dome in Sutton
4.96 out of 5 average rating, 151 reviews

Luxury Glamping NH - Geodome Sanctuary

Escape to a private luxury sanctuary retreat tucked behind a charming Christmas tree farm in Sutton, New Hampshire. This adults-only geodome features a private hot tub, wood-fired cedar sauna, cold plunge, and fire pit beneath a sky full of stars. Created for couples seeking rest, connection, and renewal, it’s the perfect place to slow down, reconnect, and experience the beauty of New Hampshire. Just 90 minutes from Boston, yet a world away.

Popular amenities for Lake Winnipesaukee holiday rentals

Frequently Asked Questions

  • Where is Lake Winnipesaukee located?

    Lake Winnipesaukee sits in central New Hampshire, nestled among the foothills of the White Mountains. Surrounding towns such as Meredith, Wolfeboro, and Laconia provide access to the lake’s shoreline and local attractions.

  • When is the best time to visit Lake Winnipesaukee?

    Late spring through early fall is often recommended for outdoor activities, with temperatures between 44°F and 83°F (7°C and 28°C). Autumn brings foliage, while winter has opportunities for ice fishing and winter sports.

  • What are some things to do near Lake Winnipesaukee?

    Explore boat tours, water sports, and fishing on the lake, or visit nearby hiking trails and locally rooted shops in towns around the shoreline. The area has scenic drives, cultural events, and frequently suggested markets and galleries.

  • How is the weather near Lake Winnipesaukee?

    Winters near Lake Winnipesaukee are cold, with highs typically from 13°F to 37°F (-11°C to 3°C), while summers reach 59°F to 83°F (15°C to 28°C). Rain falls year-round, so layers and a waterproof jacket can be helpful.

Destinations to explore