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Cottage vacation rentals in Lake Winnipesaukee

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Top-rated cottage rentals in Lake Winnipesaukee

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

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Top guest favorite
Adirondack chairs are positioned on a sandy beach facing a calm lake, surrounded by lush greenery. A small side table sits between two chairs. The serene water reflects the blue sky and distant buildings, creating a restful setting for relaxation.
Cottage in Laconia

Sandy Beach on Lake Winnipesaukee | Little Bear

Little Bear is a charming lake cottage above a private sandy beach on Lake Winnipesaukee, where you can relax on the beach, swim, sunbathe and enjoy easy walks to restaurants and peaceful sunsets. Perfect for couples or small families looking for a relaxed Lake Winnipesaukee stay and a quieter setting than large resorts. Our sandy beach is small, private and away from public crowds. The cottage offers a cozy interior with a well-equipped kitchen, perfect for unwinding after a day on the water.

4.94 out of 5 average rating, 113 reviews
Top guest favorite
A vibrant blue cottage sits nestled among greenery, with a welcoming entrance and an American flag displayed. A dock with two kayaks rests at the water's edge, reflecting the serene lake. A patio area is visible on the upper deck, inviting relaxation.
Cottage in Northwood

Waterfront Cottage Private Dock | Kayaks | Rowboat

Super cozy, beautiful cottage on the lake & dirt roads.Yard: sitting areas, propane fire pit & grill, fenced in yard.Inside includes reading areas, dvds, wifi, books, coloring books, puzzles, games. Enjoy the rowboat & kayaks or bring your own boat. We are on Antique Ally and State Parks are nearby (2 miles away). Enjoy a day at Chucksters, Concord, Portsmouth or the lakes region. Enjoy the LAKE LIFE! No animals (Health concern for cleaner) 4 adults or 2 adults 3 kids. Life jackets provided.

4.94 out of 5 average rating, 159 reviews
Top guest favorite
The open-concept living area features a sleek gray sofa with decorative pillows and a spacious wooden dining table. Natural light floods the room through large windows, while a wall-mounted TV enhances the entertainment options. The warm wooden ceiling adds a cozy touch.
Cottage in Wakefield

Gorgeous Romantic Lakefront Getaway

Beautiful, 170 feet of waterfront Carriage House with a lovely sandy beach for a relaxing vacation in the Lakes Region of New Hampshire. Very close to the White Mountain National Forest, Kancamagus Highway, and several Ski Resorts. Within 45 minutes to the beaches of Maine and the Seacoast of New Hampshire. Our Carriage House is 1.5 hours from Boston and 2 hours from Worcester, MA. The Carriage House was built in 2021 with top-line finishes, fixtures, and furnishings for a romantic getaway.

4.99 out of 5 average rating, 118 reviews
Guest favorite
Cottage in Meredith

Log Home Meredith NH Pet Friendly Custom Fire-Pit

Log home getaway in Meredith NH, near Lake Winnipesaukee! 4-night minimum in July & August 3-night minimum on holiday weekends 2-night minimum in the off-season Enjoy a peaceful stay in our cozy custom log home —just down the road from Lake Winnipesaukee! Our home offers a wraparound deck, outdoor fire pit, and is pet-friendly for up to two dogs. Only 3 miles to downtown Meredith, close to beaches, hiking, restaurants, spas, and breweries. Perfect for a relaxing escape with family and friends.

4.86 out of 5 average rating, 217 reviews
Top guest favorite
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.

4.89 out of 5 average rating, 238 reviews
Top guest favorite
A modern two-story home is set amidst a wooded area, featuring a spacious outdoor seating arrangement with a picnic table and various chairs. A fire pit and grill are present, with the soft glow of twilight highlighting the inviting exterior.
Cottage in Acton

Eclectic Lakefront Cottage on Great East Lake

Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!

4.99 out of 5 average rating, 184 reviews
Top guest favorite
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.

4.97 out of 5 average rating, 181 reviews
Superhost
A view from water level shows a bright blue kayak in the foreground, with a forest of tall green trees surrounding a cabin in the background. The cabin features multiple windows that reflect the natural light and scenery.
Cottage in Parsonsfield

RiverPine Retreat - Clean & Bright Waterfront Home

Tucked away in a small town, minutes away from the New Hampshire border, located 2 minutes off of rt. 25 (direct route from Portland ME to NH) The ultimate family or couples getaway. Plenty of room in the back yard for any and all yard games, while also enjoying the firepit, "game shed" and 75ft of water frontage where you can swim, fish, or launch your kayaks from the dock into the Ossipee River. Wireless internet is available and reaches the back yard. The 'cabin' has 2 bedrooms.

4.84 out of 5 average rating, 194 reviews
Top guest favorite
A well-maintained lawn leads to a serene lake view, with a flagpole displaying an American flag. A covered boat dock and several trees line the water's edge, while a pet can be seen on the grass, contributing to the tranquil atmosphere.
Cottage in Moultonborough

The Lake house

Enjoy the southern exposure, a sugar sand walkout beach, an L-shaped dock, and classic Lake Winnipesaukee construction. The open concept includes a full kitchen and a living room. The spacious bathroom also includes a washer and dryer. It has one private bedroom, and a ships ladder guides you to a loft containing additional sleeping space, with a catwalk to a private balcony overlooking the lake. This property has a detached bunkhouse with two full-sized beds and a ¾ bath.

4.96 out of 5 average rating, 116 reviews
Top guest favorite
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. The sunsets can be unbelievable!

4.97 out of 5 average rating, 236 reviews
Top guest favorite
A cozy bedroom features a patterned bedspread adorned with a bear design on a dark metal frame. A soft gray bench sits at the foot of the bed, and natural light filters through the window, complemented by sheer curtains.
Cottage in Conway

Central Location - Pet Friendly

Centrally located cottage minutes from all North Conway has to offer. Perfect for a romantic getaway or a vacation with the family, even the fur babies! The house has three bedrooms, full kitchen, dedicated workspace, full size washer/dryer and a large yard. Curl up on the couch and watch a movie or sit by the fire and star gaze. If you like adventures, there are many destinations nearby. The Pineside Cottage is wonderful for all year R&R. Book your stay today!

4.98 out of 5 average rating, 108 reviews
Top guest favorite
Cottage in Wolfeboro

Cozy Wolfeboro Getaway | Lake, Ski & Fireplace

Welcome to Lake a Dream - your cozy, family-friendly Wolfeboro getaway in EVERY season! Enjoy our neighborhood beach just a 5-minute walk away or explore charming downtown Wolfeboro, only 5 minutes from the cottage. Winter is just as magical! Ski at Wolfeboro’s hidden gem, Abenaki Ski Area, skate, snowshoe or simply cozy up by the fireplace with hot cocoa & family games. Looking for a bigger mountain day? Gunstock & King Pine are nearby too!

4.97 out of 5 average rating, 143 reviews

Popular amenities for Lake Winnipesaukee cottage rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Lakefront cottage rentals

Top guest favorite
A sandy beach area is depicted where four individuals sit along the water's edge, engaging with the lake. A small boat is moored nearby, and a floating platform is visible on the water's surface. Gentle waves lap at the shore, creating a serene atmosphere.
Cottage in Gilmanton

Private Beach, Lake Front, Family Friendly Cottage

4.96 out of 5 average rating, 134 reviews
Top guest favorite
A serene lakeside scene features a plush chair by the water, where a golden retriever is comfortably resting. Lush greenery surrounds the lake, and a kayak is seen moored nearby, adding to the tranquil atmosphere.
Cottage in Newbury

Large Private Lake House

4.95 out of 5 average rating, 252 reviews
Guest favorite
A stone fire pit is surrounded by several wooden Adirondack chairs on a grassy area by the water. Trees provide partial shade, and the calm lake reflects the evening light. The warmth of the fire draws attention in the gathering space.
Cottage in Conway

Conway Waterfront Base for Your Family Memories!

4.91 out of 5 average rating, 161 reviews
Guest favorite
A waterfront home is nestled among trees, featuring a spacious yard with a mix of seating options. A wooden dock extends into the clean, shallow water, and the house can be seen with a welcoming front porch, blending harmoniously with the surrounding nature.
Cottage in Newbury

Waterfront Retreat on Chalk Pond

4.9 out of 5 average rating, 134 reviews
Guest favorite
A scenic aerial view showcases the lakeside property surrounded by lush greenery. A well-manicured lawn leads to the water's edge, where a small rowboat rests. Adjacent seating areas invite relaxation while vibrant trees add color to the landscape.
Cottage in Springfield

Quaint lakefront; firepit, boat, kayaks, hammock

4.88 out of 5 average rating, 154 reviews
Superhost
Cottage in Haverhill

Unique Waterside Cottage - White Mountains, NH

4.8 out of 5 average rating, 204 reviews
Top guest favorite
A modern two-story home is set against the backdrop of a serene waterfront. The exterior features a mix of siding styles in muted tones, with a bright red front door providing a pop of color. Lush greenery and a gentle slope lead down to the calm water.
Cottage in Newbury

Lakefront Bright & Open 2-bdr Cottage w Open Loft

5.0 out of 5 average rating, 100 reviews
Top guest favorite
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

Windswept: Lake Winnipesaukee Waterfront w/ dock

5.0 out of 5 average rating, 58 reviews

Cottage rentals with a hot tub

Guest favorite
The exterior of the camp is surrounded by trees, featuring a screened-in porch and large windows. A flag is displayed on the front, and gravel paths lead to the entrance. The building is designed to blend with the natural landscape.
Cottage in Gilmanton

Cozy cottage near Gilford, lake access & hot tub!

4.88 out of 5 average rating, 132 reviews
Guest favorite
Cottage in Conway

HOT TUB! Sauna! Mtn Views, Saco river!

4.87 out of 5 average rating, 438 reviews
Top guest favorite
A screened-in porch features a sectional sofa surrounding a glass-top table, providing a comfortable seating area. Large windows offer views of the surrounding trees, allowing natural light to fill the space. A fireplace adds a focal point, enhancing the cozy retreat atmosphere.
Cottage in Northwood

The Loon Nest, Waterfront Lake House, Wood Hot Tub

4.97 out of 5 average rating, 123 reviews
Guest favorite
The lakeside cottage is framed by lush greenery, with large windows reflecting the sky's blue hue. A set of wooden adirondack chairs is positioned near the water's edge, providing a serene place to relax. A wooden dock extends into the calm lake.
Cottage in Springfield

Kolelemook Cottage!

4.96 out of 5 average rating, 145 reviews
Top guest favorite
A charming cottage is viewed from the front, featuring a red roof and stone chimney. Surrounding greenery includes lush trees and colorful flowers. A gravel path leads to the entrance, highlighted by welcoming steps and a well-maintained landscape.
Cottage in Jackson

Charming Cottage so close to JXN Falls & hiking!

4.99 out of 5 average rating, 73 reviews
Guest favorite
The exterior of a two-story lakeside retreat is shown, featuring a large, pink wooden structure with multiple windows. A welcoming porch is seen, equipped with railings and outdoor seating shaded by a blue umbrella. Lush greenery surrounds the property, complemented by a gravel pathway leading to the entrance.
Cottage in Grafton

Kilton Pond Serenity

4.94 out of 5 average rating, 32 reviews
Top guest favorite
A contemporary cottage features a dark blue exterior with orange shutters and matching flower boxes beneath the windows. A wooden porch with steps leads to the entrance, surrounded by green grass and natural landscaping, providing a welcoming appearance in a quiet, wooded setting.
Cottage in Bath

Private Couples Getaway w/ Whirlpool and Fireplace

5.0 out of 5 average rating, 167 reviews
Guest favorite
An inviting outdoor area features a fire pit surrounded by eight colorful chairs in shades of blue and orange. A covered patio space offers additional seating, with a grill positioned nearby. Lush greenery borders the space, creating a private and relaxing atmosphere.
Cottage in Moultonborough

Walk to Water: Lake Winnipesaukee Home w/ Hot Tub

4.8 out of 5 average rating, 71 reviews

Pet-friendly cottage rentals

Guest favorite
A cozy seating area is arranged on a screened-in porch, featuring comfortable sofas adorned with floral pillows. A wooden table is set with two potted plants and decorative lanterns, while a patterned area rug adds texture to the space.
Cottage in Gilmanton

Sawyer Lake Bear House

4.9 out of 5 average rating, 116 reviews
Top guest favorite
A single-story cottage is nestled among trees, featuring a light yellow exterior with dark shutters. The well-kept front yard showcases a carpet of fallen leaves, and a small deck is visible to the right, enhancing access to the inviting outdoor space.
Cottage in Alton

“Stay Awhile in the Lake's Region”

4.99 out of 5 average rating, 145 reviews
Top guest favorite
Cottage in Thornton

Charming Mountain View River Cottage w/ Pvt. Trail

4.96 out of 5 average rating, 192 reviews
Top guest favorite
Cottage in Gilford

A: Summer, Lake, Ski, Hike, Concerts

4.88 out of 5 average rating, 233 reviews
Top guest favorite
A spacious living area features oversized leather furniture arranged around a coffee table. The well-equipped kitchen is visible in the background, highlighted by warm wooden cabinetry and modern appliances. A cozy fireplace adds an inviting touch, with soft lighting enhancing the overall ambiance.
Cottage in Conway

Cozy Cottage close to town and area attractions

4.95 out of 5 average rating, 167 reviews
Guest favorite
A charming cottage with a green metal roof is surrounded by mature trees and vibrant landscaping. The front yard features various flowering plants and a gravel pathway leading to the entrance, which is framed by large windows and a white door.
Cottage in New London

Hideaway Cottages, Cottage B

4.83 out of 5 average rating, 274 reviews
Top guest favorite
The exterior of the Carriage House is highlighted by rustic wooden siding and a welcoming entrance. A fire pit is surrounded by seating, creating a cozy outdoor gathering space. Lush greenery frames the area, contributing to a serene atmosphere.
Cottage in Tamworth

*5-Star CLEAN *Outdoor Shower *Private Yard *Grill

4.94 out of 5 average rating, 253 reviews
Top guest favorite
The welcoming living area features a comfortable navy sofa, adorned with a light-colored throw pillow. A wooden coffee table displays a potted plant. The kitchen is visible in the background, equipped with modern appliances, while artwork depicting animals is mounted on the walls.
Cottage in Bartlett

Lazy Bear Cottage-Rustic and Peaceful Summer Oasis

4.95 out of 5 average rating, 166 reviews

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