Holiday rentals in Lake Winnisquam

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Top-rated holiday rentals in Lake Winnisquam

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

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Guest favourite

A serene waterfront view features a calm bay dotted with individuals enjoying various water activities. Paddle boards and kayaks are in use on the gentle water, while a small dock extends into the lake. Lush greenery surrounds the scene, creating a tranquil atmosphere.

Cottage in Wolfeboro

4.91 out of 5 average rating, 87 reviews

🌟Winni Cottage beach, dock, kayaks, SUP & more! 🌈🍸

Great waterfront cottage on Wolfeboro’s Back Bay! Includes 5 kayaks, 2 canoes, a paddleboard & rowboat. 3 bedrooms, plus indoor & outdoor hot showers. Large deck, big grassy lawn, and cozy campfire area. Calm, protected bay—perfect for beginner paddlers. 40-ft dock, beach area, & swim platform on a mooring. Bring your boat or rent one to access main lake under the bridge. Just an 8-minute walk to town! Bring bikes explore scenic trails. A peaceful, relaxing retreat with all the lakefront fun.

Guest favourite

Apartment in Tilton

4.89 out of 5 average rating, 157 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!

Superhost

Home in Tilton

4.88 out of 5 average rating, 16 reviews

Winnisquam Landing | Lakefront | Water Views | A/C

Welcome to Winnisquam Landing - a 4 bed, 2 bath home located in the heart of the Lakes Region of NH! This airy home boasts a fresh design, fire pit, direct lake access and more! It is ideally located near top attractions like the Bank of NH Pavilion in Gilford, Gunstock Mountain Resort, Weirs Beach, and don't forget to boat up to the Dox on Winnisquam for food! This home offers the ultimate summer lake getaway experience, after a day on the water, relax by the fire and grill on the back deck!

Top guest favourite

Cabin in Alexandria

4.98 out of 5 average rating, 286 reviews

Mountain Lodge+Sauna Near Newfound Lake and Hiking

Escape to Darkfrost Mountain Lodge, less than 2 hours from Boston - Gather under the stars by the fire pit & garden - Relax or grill on patio with woodland views - Enjoy a pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain - Explore hiking, biking & snowshoeing nearby at Wellington, Cardigan Mountain State Parks, AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 available cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

Top guest favourite

A two-story home is set against a backdrop of lush greenery. The structure features a covered porch with large windows, and a well-maintained lawn leads up to the entrance. A driveway is visible, along with a garage at the base of the house.

Home in Gilford

4.93 out of 5 average rating, 136 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)

Top guest favourite

Home in New Hampton

5 out of 5 average rating, 16 reviews

“Evergreen” 50 Acre Private Mountain Chalet

Escape to a charming mountain chalet on 50 stunning acres in New Hampshire's White Mountains. Perfect for ski trips, summer getaways, or enjoying fall foliage. This retreat offers cozy new furniture, plush beds, and fresh linens for ultimate comfort. Enjoy the family entertainment room, relax on the spacious deck or 3-season porch, and soak in the rustic charm. Conveniently located 6 miles from Lake Winnipesaukee and close to Meredith and Laconia, it's the ideal way of returning to nature.

Top guest favourite

The exterior of the bungalow is set amidst lush greenery, featuring a spacious deck with two umbrellas for shade. The building is elevated on stilts, surrounded by a well-kept lawn and natural stone accents, enhancing the serene outdoor environment.

Bungalow in Sanbornton

4.86 out of 5 average rating, 103 reviews

Bungalow Getaway on Lake Winnisquam

Nestled near the Shores of Lake Winnisquam this quaint bungalow is sure to please with partial views of the Lake from your expansive deck, perfect for grilling and entertaining. The Lakeside decor will instantly take all your worries and stress away as you enter this wonderful bungalow with all the attention to detail in every room. Only 10 minutes to Tilton Outlets with access to all Lakes Region Amenities! Boating, Skiing, snowmobiling, golfing, and only 20 min from Gunstock Mountain!

Guest favourite

A chalet-style home is surrounded by trees, featuring A-frame architecture and large glass windows. A balcony extends from the upper level, adorned with decorative flags. A gravel driveway leads to the front entrance, while a small patio with chairs is visible in the foreground.

Home in Moultonborough

4.82 out of 5 average rating, 72 reviews

Lake Winnipesaukee, Suissevale Cabin

Four season Chalet in Suissevale. Enjoy the most sought after beach on Lake Winni. Tennis, basketball, volleyball, grill on the beach with the finest sand under your toes. Updated playground, fishing pond, and boat ramp. The rental comes with 2 kayaks to use during your stay. Note: Per Suissevale, renters will not have access to the beach on Saturdays between Memorial Day and Labor day. As an alternative on Saturdays, States Landing Beach is approx. 1/2 mile from Suissevale.

Guest favourite

The studio condo features a view of Lake Winnisquam through large windows. A spacious bed is situated near the entrance, alongside a comfortable seating area. Light is provided by overhead ceiling fans, and a television is mounted on the wall, adding to the convenience of the space.

Apartment in Tilton

4.94 out of 5 average rating, 64 reviews

Lake Winnisquam Condo

Tastefully furnished studio condo on Lake Winnisquam ideal for 1–2 adults visiting the Lakes Region. Minutes to beaches, Gunstock & Ragged ski areas, Weirs Beach, hiking & snowmobile trails. 17 minutes to BankNH Pavilion. • King bed • Full kitchen with appliances and cookware • Roku internet TV • Keypad entry with unique code per guest Nearby: mini-golf, shopping, walking trails & restaurants. Please message before booking to request a weekend minimum exception.

Guest favourite

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, 135 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!

Top guest favourite

The A-frame cabin is enveloped in fresh snow, with its distinctive triangular roof and large glass windows. A covered front deck extends toward the snowy landscape, surrounded by tall trees, while snowflakes fall gently, creating a serene winter scene.

Cabin in Conway

4.99 out of 5 average rating, 182 reviews

Modern A-frame w/ Mountain Views - North Conway

Welcome to our cozy 3-bedroom A-frame cabin, nestled in the heart of North Conway. Originally built by our grandparents in the 1960's, this A-frame serves as the perfect home-base for adventuring and exploring all that the White Mountains have to offer; skiing, snowshoeing, snowmobiling, hiking, biking, breweries, dining, floating the Saco, leaf-peeping and the like!

Guest favourite

A modern kitchen displays sleek cabinetry and a white countertop with three wooden stools positioned at the bar. Open shelving holds decorative items and kitchen essentials. Natural light enters through a window, while a microwave and dishwasher are conveniently integrated into the design.

Holiday home in Gilford

4.94 out of 5 average rating, 285 reviews

Marty'sBay-RetroCondo, Private Beach, Concert Path

Enjoy a wonderful experience filled with hospitable touches at this centrally located, 1-bedroom condo with private beach access to Lake Winnipesaukee and a direct walking path to the Bank of NH Pavilion. Our unit has a kitchen, private deck, queen bed, sleeper sofa, and lots of amenities. Great for bike week, concerts, trips to the lake, skiing, and hiking trails!