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House holiday rentals in Wolfeboro

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Quick stats about house rentals in Wolfeboro

  • Total holiday rentals

    Explore 90 holiday rentals in Wolfeboro

  • Nightly prices starting at

    Wolfeboro holiday rentals start at €70 per night before taxes and fees

  • Verified guest reviews

    Over 2,060 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    90 of Wolfeboro holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wolfeboro rentals

  • 4.9 Average rating

    Wolfeboro stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated house rentals in Wolfeboro

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

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Guest favourite
An expansive wooden deck provides a welcoming space for relaxation, featuring multiple chairs and a table. A large umbrella offers shade, while the lake and trees are visible in the background, showcasing the natural surroundings and unobstructed views.
Home in Tuftonboro

20 Mile Bay - Tuftonboro - Lake View Pet friendly

Directly across from 20 Mile Bay on Lake Winnipesaukee in Tuftonboro. This 4 bedroom / 2.5 bathroom home sleeps up to 10 adults or 15 total people. The front deck overlooks the lake with unobstructed views. We provide kayaks, inflatable boats, & beach chairs for guests. We are pet friendly with $50 Fee only for pets registered at the time of booking. No unregistered pets allowed. The property is surrounded by conservation land. The Chandler Wild Park Trail has an entrance right in front o

4.94 out of 5 average rating, 124 reviews
Guest favourite
The spacious living area features light green striped walls, complemented by a wooden floor. Two comfortable sofas are positioned around a coffee table, with decorative pillows adding texture. A dining table is visible in the background, and a staircase leads to the upper level, enhancing the open concept layout.
Home in Wolfeboro

Lake Access + Kayaks+Arcade+Bike Path+Private deck

Welcome to the Striped Loon! Our newly updated 2bd/1ba cottage is just steps away from Crescent Lake (great for kayaking) and Cotton Valley Rail-trail walking/bike path leading directly into downtown. Perfect for families , small friend groups, or couples our home offers the below amenities to enhance your stay! -Beach pass & towels, chairs, blanket -Two player arcade, Board games, pickleball set -TV for streaming -Private deck with grill, dining area and deck fire pit -Kayaks, lifejackets

4.94 out of 5 average rating, 50 reviews
Guest favourite
Home in Wolfeboro

Gram's House

Enjoy easy access to town from this historic home. Relax on the deck overlooking Wolfeboro Bay. Enjoy a swim whenever you want. There are 4-season activities in the area: bike, hiking and ski trails close by. Private beach, raft (no dock), canoe/kayaks, and beach toys. Great gathering place: our family has enjoyed many special events here! HOWEVER, if you are looking for a place to have loud parties, this is not for you. This rental is in a neighborhood and we respect our neighbors.

4.86 out of 5 average rating, 21 reviews
Top guest favourite
An aerial view of the property displays a spacious yard with a well-maintained in-ground saltwater pool surrounded by wooden decking. A barrel sauna and fire pit are positioned nearby, complemented by manicured greenery and tall coniferous trees in the background.
Home in Meredith

1840 Meredith Farmhouse w/ outdoor Sauna & Pool

This beautifully renovated antique 1840 Meredith Farmhouse combines timeless charm with modern comforts. Nestled on over 3 acres in the lakes and mountains, it features a snowmobiling trail in the backyard, easy access to hiking, skiing & lakes, and is less than 10 minutes from Mill Falls in downtown Meredith. Outdoor amenities include a barrel sauna, cozy fire pit, in-ground saltwater pool & a game room. Inside, the chef’s kitchen boasts Thermador appliances, a coffee & tea nook & a bar area

5.0 out of 5 average rating, 102 reviews
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

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.

4.98 out of 5 average rating, 48 reviews
Top guest favourite
Home in Wakefield

Cozy Lakes Region Escape. Fire Pit. Patio

Welcome to Buttercup Inn Tucked away in the peaceful lakes region, less than 2 miles from downtown Wakefield, this tastefully upgraded home may just surprise you. Every detail has been designed to make you feel right at home, from cozy furnishings to the brand new coffee bar- your go-to spot for a perfect brew. Whether you're unwinding or exploring the area, this charming retreat's proof that sometimes the best places are the ones you least expect. Message for further info.

4.97 out of 5 average rating, 115 reviews
Top guest favourite
The exterior of Valley View Farm is presented, featuring a charming white house with a sloped roof. A welcoming sign stands at the entrance, surrounded by colorful blooming flowers and greenery, with a gravel path leading up to the home under a bright blue sky.
Home in Freedom

Farmhouse Retreat, Dog Friendly w/ view & deck

Welcome to Valley View Farm, your next getaway! The 3-bedroom, 2.5-bath is newly remodeled with an open concept and modern vibe. Overlooking 90 acres with sprawling fields and 180-degree views of the Mount Washington Valley from Lake Ossipee to Chocorua Mountain. Enjoy your morning coffee while gazing out the wall-to-wall windows or take it outside to the expansive deck. Family and Dog-Friendly! Air Conditioning Summer '25 Minutes from Lake Ossipee. 25 mins to North Conway.

4.96 out of 5 average rating, 101 reviews
Top guest favourite
Home in Wakefield

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

Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, beach, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Get 10% OFF for weekly or longer stays!

4.98 out of 5 average rating, 210 reviews
Guest favourite
The structure features a contemporary design with large glass windows on the upper level, providing abundant natural light. A spacious deck extends from the side, overlooking the surrounding landscape. The modern exterior is complemented by a rock wall and grassy area, enhancing the overall aesthetic.
Home in Wolfeboro

Piece of Heaven

Available starting in spring of 2025. Welcome to our "little piece of heaven" located in Wolfeboro New Hampshire just outside downtown filled with multiple shops and restaurants! Our home on Crescent Lake, with private beach access and dock with a boat slip. The home is located off of Wolfeboro Cotton Rail Trail, a peaceful walking path that begins in downtown and passes through several towns New construction to be completed by the spring.

5.0 out of 5 average rating, 6 reviews
Top guest favourite
Red Adirondack chairs surround a fire pit on sandy ground, facing a serene lakeside view. Towering trees provide shade, and the calm water reflects the clear blue sky, creating an inviting atmosphere for gatherings and relaxation.
Home in Wolfeboro

Lakeside Getaway - Lake Access/PrivateDock/Firepit

Escape to this cozy lakeside retreat with direct access to Crescent Lake - perfect for swimming, kayaking, or simply enjoying the view. Bring your own boat and take advantage of the private dock, offering effortless access to the water for fishing, cruising, or sunset rides. In the evening, gather around the fire pit and unwind under the stars.​ This house is ideal for couples, families, or groups seeking comfort, nature, and connection.

4.97 out of 5 average rating, 29 reviews
Top 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

Fall Foliage HQ- The Cottage on Paugus Bay

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!

4.89 out of 5 average rating, 165 reviews
Top guest favourite
A spacious dining area features a long wooden table set with a patterned tablecloth. Large windows frame the room, offering views of the surrounding greenery. A cozy armchair is positioned nearby, creating a warm and inviting space for gatherings.
Home in Gilmanton

Unique Country Retreat with Mountain Views!

Relax and enjoy this unique country home in the hills of New Hampshire. Nature lovers, artists/writers, photographers, concert goers or anyone seeking a break from busy schedules will appreciate the character of this special retreat. Centrally located in the Lakes Region attractions, it is an easy twenty-minute drive of Bank of NH Pavillion, Lake Winnipesaukee, Gunstock Mountain Resort, Loudon Speedway, Wolfeboro & much more.

4.97 out of 5 average rating, 150 reviews

Popular amenities for house rentals in Wolfeboro

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favourite
A three-story lodge is nestled among lush greenery, featuring a spacious balcony with wooden railing. Natural stone leads to the entrance, framed by trees, emphasizing the serene woodland setting. Sunlight filters through the leaves, brightening the facade.
Home in Campton

Come in & Cozy up in Waterville Valley Estates

4.83 out of 5 average rating, 295 reviews
Guest favourite
A scenic view features a charming building with a green roof adjacent to a white steepled church. Fall foliage showcases vibrant orange, yellow, and red leaves surrounding the structures, creating a picturesque backdrop against a clear sky.
Home in Meredith

Walk to Downtown Meredith | Private Pool & Hot Tub

4.85 out of 5 average rating, 162 reviews
Guest favourite
A rustic wooden cabin features a natural wooden exterior, complemented by large windows allowing light to filter through. The structure is framed by a tree-lined background, with a gentle walkway leading to the entrance and well-maintained greenery surrounding the property.
Home in Campton

Spectacular log home with private pool and hot tub

4.92 out of 5 average rating, 367 reviews
Top guest favourite
Home in Intervale

Boo Bear Cabin, a Cozy Fall Mountain Retreat

4.93 out of 5 average rating, 107 reviews
Superhost
A charming wooden house is set against a snowy landscape, showcasing large windows that provide views of the surrounding trees. A sign indicating 'Access to Ski Trail' is positioned near a wooden railing, leading to a pathway blanketed in fresh snow.
Home in Bartlett

The Mountain House

4.78 out of 5 average rating, 108 reviews
Top guest favourite
Home in Shapleigh

Cottage on 50 Acres | Lakeside + Tennis + Hot Tub

4.98 out of 5 average rating, 56 reviews
Guest favourite
Home in Laconia

Weirs Beach Condo w/ Pool Near Lake & Gunstock

4.97 out of 5 average rating, 31 reviews
Guest favourite
The exterior of a single-level home is framed by a gravel path and lush greenery, featuring a welcoming front deck. A cozy living space is highlighted by a grey sectional couch, a coffee table, and softly filtered light from a lamp. A large 86-inch TV showcases streaming options, while a dining area is furnished with a wooden table and matching chairs.
Home in Barnstead

Charming Lake Comm Bungalow - EV charging/86” tv

4.92 out of 5 average rating, 60 reviews

Weekly house rentals

Guest favourite
Home in Wolfeboro

Wolfe House at Winni

5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Wolfeboro

Cozy Lake Cabin with Jacuzzi Tub

4.82 out of 5 average rating, 22 reviews
Top guest favourite
Home in Tuftonboro

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

5.0 out of 5 average rating, 44 reviews
Top guest favourite
A cozy living area displays a light sofa and an accent chair, both complemented by soft throw pillows. A coffee table sits centrally beneath a ceiling fan. Light streams in through the windows, highlighting the warm wood tones of the space and the adjoining dining area.
Home in Wolfeboro

Quaint Wolfeboro NH Home.

4.98 out of 5 average rating, 44 reviews
Top guest favourite
A wooden dock leads towards a charming lake house, surrounded by lush greenery. The house features a large deck with colorful umbrellas, with several seating areas visible on the sandy beach. A boat is docked nearby, complementing the peaceful lakeside setting.
Home in Alton

Derby House

5.0 out of 5 average rating, 42 reviews
Top guest favourite
Home in Tuftonboro

Aspen Cottage - Charming Cottage with Beach Access

5.0 out of 5 average rating, 33 reviews
Guest favourite
A clear view of Lower Beech Pond is framed by tall trees and a gravel path. A well-maintained lawn leads to the water's edge, where several chairs are positioned for relaxing. A small orange cabin and storage shed are visible on the right, enhancing the serene natural setting.
Home in Tuftonboro

Private Pond Cabin Near Lake Winnipesaukee

4.9 out of 5 average rating, 31 reviews
Guest favourite
Home in Wolfeboro

Cozy Basin House in Wolfeboro, NH

4.95 out of 5 average rating, 44 reviews

Private house rentals

Guest favourite
Home in Freedom

Private lake access, cozy retreat, skiing, shops

4.97 out of 5 average rating, 37 reviews
Top guest favourite
Home in New Durham

Waterfront Chalk Pond | Fireplace | Kayaks

5.0 out of 5 average rating, 27 reviews
Top guest favourite
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

5.0 out of 5 average rating, 53 reviews
Top guest favourite
An expansive barn-style living room features high wooden ceilings and natural light from skylights. A large sectional sofa is positioned on a patterned area rug, alongside additional seating. A ping pong table is visible in the background, creating a welcoming space for gatherings and activities.
Home in Meredith

Downtown Meredith Farmhouse

4.97 out of 5 average rating, 60 reviews
Guest favourite
A spacious living area features a large, brown leather sectional sofa facing a circular wooden coffee table. A stone fireplace is centered against the wall, with a round mirror above it. Natural light enters through multiple windows, and a plant and two armchairs create a welcoming corner.
Home in Wolfeboro

Peaceful Winnipesaukee Retreat | Walking Trails

4.99 out of 5 average rating, 80 reviews
Top guest favourite
A serene lakeside area features a stone fire pit surrounded by wooden seating. A pebbled path leads to the water’s edge, where the calm lake reflects the colorful foliage of nearby trees. Autumn hues create a peaceful backdrop for gatherings.
Home in Wakefield

Boutique Lakefront Cabin/ King Beds/ Pet Friendly

5.0 out of 5 average rating, 81 reviews
Guest favourite
Home in Alton

Cozy Retreat | Fireplace + Sunroom | Steps to Lake

4.91 out of 5 average rating, 23 reviews
Top guest favourite
Home in Wakefield

Heart of the Lakes Region- Pine River Pond

5.0 out of 5 average rating, 27 reviews

When is the best time to visit Wolfeboro?

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Avg. price€283€294€229€211€267€324€331€331€296€268€262€258
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Destinations to explore