Waterfront holiday rentals in Wolfeboro

4.99 out of 5 average rating, 135 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.

4.99 out of 5 average rating, 103 reviews

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.

4.9 out of 5 average rating, 556 reviews

A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.

Treehouse in Sanford

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

4.96 out of 5 average rating, 120 reviews

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 & Peaceful Winter Retreat

Experience rustic charm at our lovely Bartlett property-perfectly situated to be a year-round oasis! Only a mile to Attitash and under 30 min to 5 other ski resorts! In the summer your backyard is the Saco river with hundreds of trailheads minutes away! For foliage, 2 miles to Bear Notch and the Kanc - the best starting point! Seeking serenity? Spring it is! Enjoy the valley without the high season craze. With a fenced yard for your pups and the comforts of N. Conway nearby, it can't be beat!

4.95 out of 5 average rating, 246 reviews

A serene lake is bordered by a forest displaying vibrant autumn foliage. The still water reflects the rich colors of the trees, creating a mirror-like effect. A thin layer of mist hovers over the water's surface, enhancing the tranquil atmosphere of the scene.

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!

A comfortable living area is presented with a brown sofa and wooden coffee table, complemented by a patterned area rug. Large glass doors open to a balcony, providing mountain views. A television is mounted on the wall, and natural light brightens the space.

4.85 out of 5 average rating, 217 reviews

Pemi River Retreat: White Mtns. At Your Doorstep

Charming Lincoln, NH condo with stunning Loon Mountain views and a serene Pemigewasset River overlook. Perfectly proximity to White Mountain hiking hot spots like Franconia Notch, and within walking distance to downtown dining and shopping. Pemi River Retreat offers private condo living with shared amenities such as indoor and outdoor pools, hot tubs, sauna, game room, laundry room, and a perfect soaking spot in the river. Pemi River is your perfect year-round escape to the White Mountains.

4.92 out of 5 average rating, 356 reviews

A welcoming bedroom features a queen size bed with soft bedding and accent pillows. Side tables with lamps are placed on either side of the bed. A stylish workspace with a mirror and modern decor is present, along with warm curtains framing the windows.

Condo in North Woodstock

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.

4.97 out of 5 average rating, 168 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.

4.98 out of 5 average rating, 139 reviews

A lofted bedroom features a spacious bed adorned with a vibrant striped blanket. Light filters through a window, highlighting the sloped whitewashed ceilings and simple artwork on the walls. Warm wood accents complement the soft, neutral tones throughout the room.

Home in Bridgton

Wren Cabin + Wood fired Sauna

We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.

4.96 out of 5 average rating, 204 reviews

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

☀ 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!

4.96 out of 5 average rating, 112 reviews

A scenic view of the lake is framed by tall pine trees, with clear blue water visible in the background. The smooth pavement leads toward the shore, where neighboring properties are seen along the waterfront.

Home in Laconia

Lakeside Getaway | Mooring, EV Charger + Kayaks

Discover Your Lakeside Escape at Lake Winnipesaukee! Welcome to your perfect home away from home in beautiful Laconia, NH! This brand-new, luxury 2-bedroom condo in the heart of Paugus Bay offers the ideal retreat for couples, small families, and outdoor enthusiasts alike. With stunning lake views, access to a day dock, and modern comforts throughout, it’s the perfect base to experience the very best of New Hampshire’s Lakes Region.

4.96 out of 5 average rating, 244 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.

Popular amenities for Wolfeboro waterfront rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

4.89 out of 5 average rating, 38 reviews

A serene lakeside view is visible, featuring a well-maintained lawn with colorful flower beds in bloom. The waterfront area includes a private dock and seating arrangements, framed by a charming house with blue shutters. The sun casts a gentle light over the landscape.

Apartment in Tilton

Waterfront Condo w/ Great Views

4.85 out of 5 average rating, 101 reviews

A clear blue sky is overhead, with the sun shining brightly. The scene captures a tranquil river winding through smooth rocks, surrounded by lush greenery and distant mountains. The calm water reflects elements of the landscape, creating a serene natural environment.

Apartment in Lincoln

Riverside Retreat at The Lodge

4.95 out of 5 average rating, 63 reviews

The inviting home is surrounded by trees and softly illuminated by colorful outdoor lighting. The front path is lined with lights, leading to the welcoming red door. The peaceful exterior is complemented by the surrounding natural landscape, creating a tranquil evening setting.

Apartment in Gilford

Luxury Studio Apartment

4.88 out of 5 average rating, 32 reviews

A grassy area near the lake features four red Adirondack chairs facing the water. Lush green grass surrounds the seating, while a stone wall borders the space. The serene lake and hills are visible in the background, under a partly cloudy sky.

Apartment in Canterbury

Harmony lane retreat

4.83 out of 5 average rating, 132 reviews

A wooden deck features two striped chairs and a glass-top table, overlooking a tranquil river surrounded by lush greenery. The railing provides safety while enjoying views of the flowing water and trees, creating a serene outdoor space.

Apartment in Franklin

Riverside Place

4.87 out of 5 average rating, 46 reviews

A sandy beach stretches along the shoreline of Lake Winnipesaukee, with multiple lounge chairs arranged on the warm sand. Gentle waves lap at the edge, and the clear blue sky reflects on the tranquil water, surrounded by green hills in the distance.

Apartment in Gilford

Entire Condo in Gilford at Misty Harbor

5 out of 5 average rating, 18 reviews

A comfortable living area is featured, containing a blue sofa and a textured area rug. A dining table with yellow chairs occupies the corner, while a fully equipped kitchen with modern appliances is visible in the background. Natural light illuminates the space through windows.

Apartment in Lincoln

Riverside Condo with Amenities

4.91 out of 5 average rating, 117 reviews

Apartment in Brownfield

Stone Mountain Guest House 2nd Floor Apt.

Waterfront house rentals

4.9 out of 5 average rating, 30 reviews

A charming lake cottage is depicted, featuring a dark wooden exterior and a metal roof. Colorful planters adorn the windows, while a stone pathway leads to the entrance. Lush greenery surrounds the property, and a serene view of the lake can be seen in the background.

Home in Gilmanton

The Sunset Place

5 out of 5 average rating, 15 reviews

The lakeside retreat is nestled among lush greenery, with a white and gray exterior. Reflections of the house and surrounding trees shimmer on the calm water surface. A private dock extends from the property, accompanied by colorful kayaks and outdoor furniture.

Home in Ossipee

Lakefront Oasis Priv Beach Swim Kayak Fish FirePit

4.97 out of 5 average rating, 132 reviews

A two-story cabin is surrounded by snow-covered trees, showcasing a green metal roof and warm wood siding. Large windows offer views of the winter scenery. A wooden deck with a railing extends from the main level, inviting outdoor relaxation in the serene setting.

Home in Bridgton

Fish Tales Cabin

5 out of 5 average rating, 9 reviews

Home in Farmington

Lakefront Retreat w/ Hot Tub & Stunning Views

4.95 out of 5 average rating, 108 reviews

A wooden dock extends into a calm, reflective pond surrounded by lush greenery. Tall trees frame the background, creating a peaceful atmosphere. The clear blue sky adds to the serene setting, with soft clouds floating above.

Home in Epsom

Waterfront Getaway Home in Epsom, NH

4.97 out of 5 average rating, 37 reviews

An aerial view captures a spacious home nestled among tall trees on the edge of Balch Lake. Two private docks are visible along the shoreline, complemented by a grassy area that leads to a sandy beach. The calm water reflects the surrounding greenery.

Home in Newfield

Peaceful 4 bedroom lakehouse retreat

4.92 out of 5 average rating, 189 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

4.98 out of 5 average rating, 157 reviews

An open-concept living space features high cathedral ceilings with wooden beams. A cozy seating area with a sectional sofa faces a contemporary gas fireplace. A well-appointed kitchen with an island and stainless-steel appliances is adjacent to the dining area, where natural light floods in from multiple windows.

Home in Conway

Saco River Farmhouse, Riverfront Getaway in Conway

Waterfront condo accommodation

A spacious studio condo features a plaid-patterned bedspread on a cozy bed. A modern kitchen area with a marble countertop is visible, complemented by natural wood accents. Large windows allow natural light, while sheer curtains provide privacy, and a door leads to a private balcony.

4.96 out of 5 average rating, 595 reviews

Stylish Loon Mountain Studio apt w/Pool & Hot Tub

4.99 out of 5 average rating, 141 reviews

An open living area features a high wooden ceiling and light-colored walls. Two sofas and two leather chairs are arranged around a wooden coffee table. A Foosball table is visible in the background, along with a stairwell leading to the upper level.

Condo in Bartlett

Don’t miss out, book your ski trip now!

4.95 out of 5 average rating, 134 reviews

Lovely studio with beautiful view of loon Mountain

A cozy studio apartment is presented with a spacious bed covered in a plaid blanket. A dining table with wooden chairs is positioned nearby, alongside a small kitchenette area. Bright curtains frame the sliding doors, leading to a balcony with views of the surrounding greenery.

4.97 out of 5 average rating, 180 reviews

Stunning Mountain Views! Cozy Studio Resort Condo

A cozy studio features a spacious bed with a checkered blanket, complemented by a neutral-toned ottoman at its foot. A small dining area and kitchen appliances are visible in the background, while soft lighting from bedside lamps creates a warm ambiance.

4.94 out of 5 average rating, 252 reviews

Loon Mountain Cozy Condo

An open-concept living area features a rustic dining table and seating with a stone fireplace as a focal point. Unique pendant lighting hangs above the kitchen island, while large sliding glass doors provide views of the outdoor landscape, enhancing the natural ambiance of the space.

4.96 out of 5 average rating, 117 reviews

Riverfront Condo -walk to Loon Mountain

A clear, shallow river is lined with smooth, rounded stones of various sizes, reflecting the surrounding greenery. Lush trees provide a natural backdrop, while distant mountains are visible under a partly cloudy sky, creating a serene and inviting landscape.

4.95 out of 5 average rating, 143 reviews

Riverfront updated condo 3b2b walk to Loon mtn

A smooth river winds through a rocky bed, flanked by dense green trees. Softly flowing water reflects the surrounding landscape, while distant mountains create a serene backdrop against a clear sky.