Waterfront vacation rentals in Lake Winnisquam

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Top-rated waterfront rentals in Lake Winnisquam

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

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Top guest favorite
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 favorite
Tiny home in Wentworth
4.99 out of 5 average rating, 178 reviews

Tiny Riverfront A-Frame w/ Mountain Views, Hot Tub

Welcome to 'The Alexander' @ Casa de Moraga! This tiny A-frame is nestled on the bank of Baker River w/ breathtaking views of the river & White Mountains. Full kitchen, bathroom w/ shower & living/dining area. Wake up in the loft bedroom & see the mountains & river from bed. Read on the couch & enjoy the gel fuel fireplace, take a swim or fish in the river - relax in your private hot tub on the deck overlooking the river! 10 min to Tenney MTN. 35 min to Ice Castles, Franconia, Loon & Waterville!

Top guest favorite
A hot tub is filled with clear water, surrounded by a snowy landscape. Trees frame the view, and patio furniture is positioned nearby, providing a cozy outdoor space. The serene lake is visible in the background, blanketed in snow.
Cabin in Barnstead
4.95 out of 5 average rating, 250 reviews

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views

This romantic & family friendly lakefront chalet offers a hot tub, breathtaking views & is close to Gunstock skiing. It’s a serene home base to explore charming New England towns. Enjoy sledding, skiing, snow tubing, cozy restaurants, frozen lake fun & gondola rides at Gunstock. Or cozy up at home to enjoy the hot tub, cooking with a view, board games & movies by the fireplace. We have poured our heart into making this a romantic retreat but also one that’s very kid-friendly (kids gear included)

Top guest favorite
A green door opens to a light-filled entryway, featuring a cozy seating area with wooden rocking chairs. A welcome mat is positioned at the threshold, while a small white table with a potted plant adds a touch of greenery. Bright curtains frame the adjacent windows.
Guest suite in Woodstock
4.99 out of 5 average rating, 208 reviews

The Birches - Riverside Suite with a View

Secluded private suite, separate private entrance, 6 acres of a smoking free property. Contactless check in key pad. Large windows, electric kettle, pour over coffee maker. Coffee, tea bags, sugar, mini fridge provided. No kitchen. Property abuts Pemi River with swimming hole. Franconia Notch, 10-15 minutes drive to hiking, skiing at Loon or Cannon , 30 min to Waterville Valley. Snowshoe out the door by the river. My Swiss heritage makes me a supurb cleaner. Wifi. Parking. Restaurants abound.

Guest favorite
Condo in Tilton
4.89 out of 5 average rating, 149 reviews

Gorgeous Waterfront Condo with Lake Access & Views

This beautiful lakeside retreat is a 2 bedroom/2 bath condo 11 miles (15 mins) from Gunstock Mountain, w/ privacy, picturesque views of Lake Winnisquam and many amenities --a fireplace, open living/dining area and fully equipped kitchen. Relax on the deck, watch passing boats or just appreciate the beautiful mountain views. All the Lakes region fun is nearby, 20 minutes from Laconia and Weirs Beach, outlet shopping and New Hampshire’s famous hiking trails. . Book your lakeside getaway today!

Guest favorite
Condo in Woodstock
4.92 out of 5 average rating, 370 reviews

Luxury Suite Jacuzzi Pool White Mtns. River Front

Amazing location in heart the White Mountains Clubhouse, Beach, Lake, Pool, Hot Tub, River, Tennis, Racquetball, Gym, Sauna, Wally-ball, Game rooms, Grills, nature trails on site, Ice skating, and more. Shuttle to Loon River View Best Amenities In the Area Perfect for Romantic Retreat/Skiing/ Hiking. Jacuzzi tub, spa shower and zen design in unit! Close to-Scenic Kancamagus, hikes, Loon, waterpark, and Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery.

Top guest favorite
A spacious sleeping area is featured within the tent, showcasing a comfortable bed adorned with soft blue linens and decorative pillows. A cozy armchair is positioned nearby, complemented by a side table and a vintage lantern, creating an inviting nook for relaxation.
Tent in Canterbury
4.95 out of 5 average rating, 142 reviews

The Tent on Beaver Pond

We are offering a beautiful, COMFORTABLE, option to camping. Our off grid tent comes with all the comforts of home including a wood stove and reading nook! It is nestled into a hemlock grove overlooking the active beaver pond. Walking trails and local activities at a stones throw. If you have a small boat or kayaks- BRING them! We have space in the yard and lots of local places to send you to get good use out of them. Please do not use on our pond. We have a boat available for use.

Top guest favorite
The hot tub is filled with bubbling water, positioned to capture views of the frozen lake and sunset hues in the sky. Surrounding scenery includes a winter landscape, with trees lining the shore and a distant dock. Gentle waves are visible on the water's surface.
Cottage in Middleton
4.96 out of 5 average rating, 210 reviews

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting. The sunsets can be unbelievable!

Top guest favorite
A spacious living area features a stone fireplace, surrounded by windows offering views of the snowy landscape. Natural wood accents and warm tones create a cozy environment, while a comfortable chair and woolen blanket invite relaxation.
Chalet in Campton
4.9 out of 5 average rating, 404 reviews

Mountain cabin with views, privacy, and more.

Cabin in the woods with amazing mountain views. Situated on 2.5 acres and surrounded on 3 sides with 30 additional steep wooded acres; peace and privacy. NOTE: winter driving will require snow tires or 4wheel drive as the house is on an incline road. Skiing, Snowboarding: - 25 minute drive to Loon Mountain - 25 minute drive to Waterville Valley (discounted lift tickets available) Cabin professionally cleaned between stays w/extra attn on high touch areas.

Top guest favorite
The image displays a serene lakefront view with a house situated among trees. A spacious living area with natural wood flooring features large windows inviting daylight, showcasing the inviting setup. A cozy sleeping area includes a wooden bed frame, while outdoor seating surrounds a fire pit by the water.
Home in Epsom
4.97 out of 5 average rating, 129 reviews

Lakefront-Dock-Grill-Firepit-Wood Stove

Welcome to waterfront living! Our home is the perfect spot for a peaceful and relaxing family getaway. We offer the ideal combination of modern amenities and rustic charm. Our home comes with a fully-loaded kitchen, fast WiFi, a cozy wood stove and plenty of sleeping space for up to 6 guests in the main house. Enjoy breathtaking views of the lake from the large deck while you grill dinner or take advantage of our dock and enjoy a morning of fishing.

Top guest favorite
A cozy living area features a comfortable sofa and a wooden table beneath a rustic wooden ceiling with exposed beams. A wooden ladder with handrails leads to a loft space above, adding charm and functionality to the cabin's interior.
Cabin in Andover
4.95 out of 5 average rating, 126 reviews

Little House on the Lake in the Forest

***7-night minimum in warmer months, Saturday check in/out*** Wake up to the call of loons in this tiny and cozy lakefront cabin. Nestled at the remote base of Mount Kearsarge, with unobstructed views of Ragged Mountain, this location affords year-round adventure on the protected south shore of Bradley Lake. Five minutes from Proctor Academy, 90 minutes from Boston. This retreat mixes ample amenities and high-speed internet with outdoor adventure!

Guest favorite
The exterior view of a two-story cottage showcases a modern design with light-colored siding and multiple windows. A welcoming front staircase leads to the entrance, complemented by landscaped grounds and stone details. Nearby, similar cottages form a cozy community atmosphere.
Home in Laconia
4.87 out of 5 average rating, 122 reviews

The Cottage on Paugus Bay- Near I-93 and Skiing

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!

Popular amenities for Lake Winnisquam waterfront rentals

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