Vacation rentals in Lake Winnipesaukee

4.99 out of 5 average rating, 130 reviews

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

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.

4.95 out of 5 average rating, 233 reviews

A tranquil beach area is seen with a gentle lakefront, featuring clear water reflecting the surrounding greenery. The modern chalet is visible in the background, framed by trees. A single kayak rests nearby, and a bright life preserver is attached to the shore.

Cabin in Barnstead

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views

This romantic & family friendly lakefront chalet comes with a private beach, hot tub, camp fire, and stunning views. It’s a serene home base to explore everything the Lakes Region has to offer. Mid Apr-Oct we also provide kayaks and paddle board. Enjoy the beach, swim, kayak, bike, fish, hike, or explore quintessential New England towns and food scene. Or simply dine with a view and play board games. We have poured our hearts into making this place romantic yet practical for families. Enjoy!

4.88 out of 5 average rating, 204 reviews

A quaint cottage exterior is depicted with a backdrop of vibrant fall foliage. The structure features light gray siding and a welcoming front door, while the calm waters of Lake Winnipesaukee are visible in the background.

Cottage in Alton

1B Cottage w/kayaks-Lake Winnipesaukee View/Access

Quaint 1 bedroom cottage w/views of Lake Winnipesaukee available year-round. Our deck is literally on Lake Winnipesaukee and a 3 minute walk from the cottage. Here you will be able to enjoy gorgeous views, participate in lake activities such as swimming off our dock, using our kayaks, diving board, etc. The public beach is steps away, along with restaurants, ice cream, water sport rentals, mini-golf & entertainment. Perfect for couples or small family & is pet friendly. Cottage has heat & AC.

4.98 out of 5 average rating, 161 reviews

A charming entrance showcases cream-colored siding and a staircase leading up to the front door. Flanking the steps, lush greenery frames the pathway. A wooden bench with a pillow sits beside the entrance, with a small American flag hanging nearby.

Apartment in Alton

Pretty & Peaceful….close to Lake Winni!

Welcome to your Alton Bay retreat! Come relax & make lasting memories. Very clean, well stocked full kitchen & bath. Across the street is 200 acres of picturesque hiking trails & fishing. Turn left at the end of driveway and enjoy a scenic walk along Winni. Quiet location but close enough to Lake Winnipesaukee, Mt Major, Wolfeboro, Bank of Pavillion, boat launches, & docks, beaches, restaurants, shopping, sking, snowmobiling, boat rides, scuba diving, biking, kayaking, leaf peeping!

4.97 out of 5 average rating, 155 reviews

A cozy cottage exterior is shown, featuring light-colored siding and a welcoming wooden entrance deck. Surrounding greenery enhances the tranquil setting, while a driveway leads to the property. The serene lake is visible in the background, surrounded by trees, inviting a peaceful retreat.

Cottage in Middleton

Beautiful Lakeside Cottage

Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

4.86 out of 5 average rating, 203 reviews

The custom log home is surrounded by lush greenery, showcasing a wrap-around deck with multiple seating areas. A hammock is positioned in the foreground, inviting relaxation. The sloped driveway leads to the entrance, enhancing the natural, tranquil setting.

Cottage in Meredith

Log Home Meredith NH Pet Friendly Custom Fire-Pit

I AM BACK MANAGING BOTH PROPERTIES 2025! :) FOUR NIGHT MIN STAY July and August! Holiday weekends 3 night minimum. Down the road from Lake Winnipesaukee in Meredith NH! COZY 1300 foot custom log home, pet friendly up to two dogs, custom outside fire-pit, wrap around deck, 3 miles to downtown Meredith NH, Near restaurants, Hiking, beaches, Spa's, breweries, etc. Enjoy a relaxing getaway with your family and friends. local town beach. No smoking in the home, no fireworks, no parties

4.96 out of 5 average rating, 114 reviews

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

Lake Winnie Cozy Cottage Getaway

Welcome to Lake a Dream… Here is your chance 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 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.

4.96 out of 5 average rating, 192 reviews

A serene lakeside view is presented, featuring a well-maintained garden with colorful flowers and lush greenery. Smooth stones create a path leading towards the calm waters of Sunrise Lake. The dock and surrounding trees are visible under a bright blue sky with scattered clouds.

Cottage in Middleton

☀ 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!

4.92 out of 5 average rating, 212 reviews

An aerial view captures a serene lakeside setting, featuring a sandy beach lined with lounge chairs. Several boats are docked along the shore, while trees and buildings provide a natural backdrop, creating an inviting space for outdoor relaxation and activities.

Condo in Gilford

Lake or Ski Condo, close to Gunstock and the Lake

Location and Amenities! 10 min from Gunstock, couple hundred yards from the Lake, 50 yards from Gilford concert stage and the back entrance. Access to Barefoot Beach, Lake Winnipesaukee, outdoor pool, tennis courts, grill high speed WiFi and more. 1 Bedroom studio and a pull out couch, sleeps 4 comfortably. Large bathroom and shower. Ski 10 min away or ice fish 150 yards away. Laconia Bike week only Minutes away! 1 Free parking spot.

4.96 out of 5 average rating, 233 reviews

A log cabin surrounded by trees is situated near the shoreline of the Ossipee River. A wooden deck extends from the cabin, and a red tandem kayak is positioned on a small dock, creating an inviting space for outdoor activities.

Cabin in Parsonsfield

Riverfront cabin between Portland & White Mtns.

Look out onto the always-changing Ossipee River from this cute little log cabin. Use our tandem kayak, or fish and swim from our dock. In the winter months, ride your snowmobile right from the driveway, take a brewery tour in Portland, head to the White Mountains, or just watch the river go by. Cornish, Maine is just 12 minutes away and has plenty of dining and shopping opportunities.

4.95 out of 5 average rating, 109 reviews

The exterior features a charming blue barn-style structure with wooden sliding doors, welcoming guests with a 'Welcome' sign. A deck is visible on the right leading down to the water, with scenic views of Crescent Lake in the background, framed by trees.

Barn in Wolfeboro

The Barn at Crescent Lake

Welcome to Wolfeboro, New Hampshire! Our barn is located just outside of downtown Wolfeboro, filled with multiple shops and eateries! Our home is on Crescent Lake, with private beach access and a dock with a boat slips if needed. The home is located off of Wolfeboro's Cotton Valley Rail tail, a peaceful walking path that begins in downtown and passes through several towns!

4.98 out of 5 average rating, 311 reviews

A comfortable sitting area features two armchairs and a small coffee table on a patterned rug. Natural light enters through a window and an open door, revealing a view of the outdoor landscape. Wooden beams complement the warm, inviting aesthetic.

Guesthouse in Loudon

Pastoral Farm in NH

Cozy private get away. A little bigger than a tiny house, apart from the main farm house and barns on a beautiful hill top setting. Sit and relax , take a walk through the fields or if your feeling a little more adventurous explore the beaver pond or hike out to picnic rock. This is country living in NH. *Please note that we are 8/10ths of a mile out on a dirt road.

Vacation rentals for every style

Get the amount of space that is right for you

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Popular amenities for Lake Winnipesaukee vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Lake Winnipesaukee fishing vacation rentals

4.84 out of 5 average rating, 330 reviews

A well-maintained outdoor area features a stone patio surrounded by colorful adirondack chairs in blue, green, purple, and pink. A circular fire pit sits at the center, with a scenic view of the tranquil water and lush greenery in the background.

Apartment in Laconia

Waterfront on Opechee

4.93 out of 5 average rating, 116 reviews

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

5-Stars!! Cozy Home near the lake

5 out of 5 average rating, 14 reviews

The modern cottage is framed by tall trees and greenery, with a gravel pathway leading to the entrance. A vehicle is parked in front, and a flag drapes from a post, enhancing the inviting outdoor scenery.

Home in Meredith

The Quaint Escape - Built in 2024 - Lake Access

4.9 out of 5 average rating, 526 reviews

A wooden dock extends into the calm waters of Littlefield Pond, surrounded by lush greenery. The still surface of the water reflects the blue sky and trees, creating a serene atmosphere. Delicate plants can be seen in the water near the dock, enhancing the natural beauty.

Treehouse in Sanford

Luxury Year-round Treehouse with private hot tub

4.94 out of 5 average rating, 127 reviews

An aerial view of a charming log cabin is visible, surrounded by lush evergreen trees. Soft warm lights illuminate the porch and windows, creating a welcoming evening scene. The cabin features a sloped roof and a stone chimney, blending harmoniously with the natural surroundings.

Cabin in Jackson

Jackson Winter Wonderland - Wildcat/Attitash

4.94 out of 5 average rating, 18 reviews

A private dock extends over the calm waters, featuring two red Adirondack chairs facing the serene lake. An American flag waves gently on a pole, surrounded by vibrant autumn foliage reflected in the water.

Cabin in Tuftonboro

Bear Paw

4.98 out of 5 average rating, 172 reviews

A scenic lakeside view showcases a sandy beach bordered by tall trees. The calm water reflects the surrounding greenery, while a small fire pit and seating area are visible near the shore, providing a cozy spot to relax and enjoy nature.

Home in Wakefield

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

4.92 out of 5 average rating, 136 reviews

A spacious outdoor patio is surrounded by a stone path and colorful garden beds. Multiple lounge chairs are arranged around a stone fire pit, creating a cozy gathering space. Large windows offer views of the surrounding trees and provide natural light to the cabin.

Cabin in Madison

Bear Cabin

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Lakefront house rentals in Lake Winnipesaukee

4.94 out of 5 average rating, 64 reviews

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

Beautiful Lake Winnipesaukee w/ Dock!

5 out of 5 average rating, 9 reviews

A wooden dock extends into the lake, featuring two Adirondack chairs and a large umbrella providing shade. The water reflects a mix of blue sky and clouds, while mountains frame the background, creating a serene lakeside environment.

Home in Alton

Lake Winnipesaukee Retreat

4.98 out of 5 average rating, 59 reviews

A cozy living space features a high, vaulted wooden ceiling with large triangular windows showcasing lake views. Two hanging chairs are positioned beside a plush sofa, and a coffee table sits on an area rug, enhancing the inviting atmosphere.

Home in Wolfeboro

Luxury Lakehouse| Sunsets| Cen. Air| Private Dock

5 out of 5 average rating, 8 reviews

The image features a serene view of Balch Lake from a grassy area, showcasing a wooden dock that extends into the water. Surrounding the lake are trees and greenery, contributing to a tranquil natural setting. A circular wooden seating area is located in the foreground.

Home in Wakefield

NEW! Lakefront Family Beach House! Sleeps 9!

4.98 out of 5 average rating, 55 reviews

An outdoor dining area features a rectangular table surrounded by six chairs, set against the backdrop of a serene waterfront. The golden sunset casts warm hues over the lake, while red umbrellas provide shade. The cozy cottage is positioned at the water's edge, surrounded by lush greenery.

Home in Laconia

Winnipesaukee Lakefront Luxury unit #4 w Hot tub

4.87 out of 5 average rating, 101 reviews

A serene lakeshore scene captures the sun setting over Ossipee Lake. Gentle waves ripple towards the sandy shore, while mountains frame the background under a sky adorned with wispy clouds. The reflection of sunlight creates a shimmering path across the water.

Home in Freedom

Cozy camp for swimming, water sports and more!

4.93 out of 5 average rating, 176 reviews

The two-story lakeside house features large windows and a spacious deck with seating. A private dock is visible in front, with lounge chairs arranged on the sandy beach nearby. Lush greenery surrounds the property, creating a serene outdoor space.

Home in Middleton

Blue Breeze - Private lakefront w/ Hot Tub

4.89 out of 5 average rating, 122 reviews

A wooden swing hangs from two trees, overlooking a serene lake. The vibrant greenery is visible in the background, along with a dock extending into the water. The scene captures the calmness of nature, enhanced by soft blue skies and gentle clouds.

Home in Barnstead

Family lake house with pvt beach, dock

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Lake Winnipesaukee fishing house rentals

4.93 out of 5 average rating, 14 reviews

A charming bungalow sits by the water's edge, featuring a spacious deck with seating. A 24 ft dock is visible, complemented by kayaks and a paddleboard. Lush greenery surrounds the property, creating a serene lakeside retreat.

Home in Franklin

Beautiful Waterfront Home on Webster Lake!

5 out of 5 average rating, 5 reviews

A serene waterfront view showcases a wooden dock extending into a calm lake. Surrounding lush greenery and distant mountains are visible, under a clear blue sky filled with fluffy white clouds.

Home in Moultonborough

Cozy 3BR w/ Firepit + Boat Slip Option

5 out of 5 average rating, 35 reviews

Home in Meredith

“The Loon Lookout” A View with Beach Access…

5 out of 5 average rating, 10 reviews

A lakefront home is nestled among the trees, featuring a red exterior and large windows that reflect the evening light. A sandy area with patio furniture and a fire pit is visible, along with a sturdy dock extending into the clear water.

Home in Gilford

Winnipesaukee Lakeside Retreat W/Dock

4.88 out of 5 average rating, 8 reviews

A wooden dock extends into the clear blue waters of Lake Winnipesaukee, with boats gently bobbing nearby. The tranquil scene is framed by a bright blue sky, dotted with fluffy white clouds, providing a serene backdrop for potential lakeside activities.

Home in Gilford

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

5 out of 5 average rating, 3 reviews

A bright and airy living area features large windows that provide ample natural light. A circular dining table is set for four, and a spacious sofa is positioned nearby. A contemporary kitchen with an island and modern appliances complements the open layout.

Home in Moultonborough

New Lakes Region NH Getaway!

5 out of 5 average rating, 37 reviews

The exterior of the home is showcased at dusk, featuring large windows that reflect warm light. The two-story structure is framed by trees, with a deck visible on the upper level and stairs leading down to the ground. A serene natural setting surrounds the property.

Home in Shapleigh

Luxury Lakefront Paradise w/ Private Beach