Vacation rentals with a kayak in Wakefield

4.99 out of 5 average rating, 159 reviews

The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.

Home in Naples

LUX Designer Private Waterfront

Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

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.

4.97 out of 5 average rating, 101 reviews

Getaway to the Lake. Just 30’ from the water.

Step out of the house and onto to a beautiful deck. From the deck to the water is just 30 feet of sandy beach! Located right on Pine River Pond, this 5-mile, 570 acre lake has crystal clear water. The gently sloping property makes it ideal for multi-generational families. Swim in the summer, ice fish in the winter or just get away from it all in the fabulous peace and quiet of New Hampshire. Best fall foliage in New Hampshire can be found right on Pine River Pond and the adjacent roadways.

4.96 out of 5 average rating, 179 reviews

A warm and inviting living area showcases a stone fireplace framed by soft lighting. Two plush armchairs are positioned near a wooden coffee table. A cozy sofa adorned with a colorful blanket complements the wooden beams and walls, creating a tranquil atmosphere.

Cabin in Conway

The Conscious Cabin

Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

4.98 out of 5 average rating, 108 reviews

The studio apartment features a queen size bed with a striped duvet and two large leather chairs. A wooden desk is positioned near a window, while the warm wooden floor adds to the inviting feel of the space.

Apartment in Wakefield

Clean, quaint studio apartment on small farm

Enjoy the Old Farm cottage, a studio apartment on our small homestead in the beautiful Lakes Region. It’s a perfect spot for couples, small families, or traveling nurses. We are within 20 minutes to many beaches, including Lake Winnipesaukee, and provide easy access to head south to the ocean or north to the mountains. You will have your own separate parking/entrance, but are welcome to enjoy our cozy fire pit, stylish treehouse, and backyard access to the network of snowmobile trails.

4.93 out of 5 average rating, 134 reviews

A red post and beam house is nestled among trees, featuring multiple windows and a sloped roof. A wooden deck extends from the entrance, leading to a gently sloping yard surrounded by lush greenery. Sunlight filters through the leaves overhead.

Home in Limerick

Lakefront Getaway

Looking for a quiet peaceful getaway? Our Maine post and beam home is set on 7 acres of lake front. Great getaway to enjoy marshmallows and a roaring fire, kayaking, canoeing, swimming, boating or enjoy a great movie. For downhill skiers proximity to King Pine, Sunday River, Shawnee Peak and Black Mountain. Cross country and snow shoeing on property and on the lake. If you have a snow mobile- great trails available. Finally, great shopping in nearby North Conway at the outlets.

The exterior of the custom-built home is surrounded by tall trees, showcasing a wooden structure with a sloped roof and large windows. A deck features a built-in railing and a shaded pergola, while a set of stairs leads down from the entrance.

4.93 out of 5 average rating, 121 reviews

Spacious Belleau Lake House Amongst the Trees

You and your family & friends will feel right at home in this spacious custom built home in the tall trees across the street from beautiful Belleau Lake. There are three levels of living space, making it a great destination for small or mid sized groups or families looking to share a vacation without compromising privacy. It is also perfectly cozy for a couple. Enjoy the peacefulness of being high amongst the trees with the glow of the lake and shared sandy beach just steps away.

4.99 out of 5 average rating, 108 reviews

A modern exterior of the eco-friendly retreat is displayed, showcasing a sloped roof and large windows. The deck features comfortable seating and steps leading to the welcoming entryway. Surrounding greenery adds a natural backdrop, enhancing the serene atmosphere of the waterfront sanctuary.

Home in Sweden

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Escape to Camp Sweden, an eco-friendly waterfront sanctuary in the foothills of the White Mountains. Paddle across the private pond, go for a hike in the Mountains nearby, or jump in the new outdoor panoramic barrel sauna and let your worries evaporate away. Enjoy a unique and rejuvenating experience that connects you to nature without sacrificing comfort. This retreat offers all-season enjoyment for nature lovers and outdoor enthusiasts alike. Experience Maine’s beauty today

4.98 out of 5 average rating, 184 reviews

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, 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. Book now and get 10% OFF for weekly or longer stays!

4.99 out of 5 average rating, 459 reviews

The Birch Ledge Guest House is a two-story structure nestled among trees, featuring a rustic exterior with a metal roof. A small patio with two chairs is positioned at the entrance, and a staircase leads to the loft area. Lush greenery surrounds the home.

Home in Hollis

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

5 out of 5 average rating, 116 reviews

The lakefront property is nestled among trees, showcasing a charming house with large windows and a deck. A private dock extends into the calm water, providing space for seating. A sandy beach area leads to the water's edge, creating a serene natural setting.

Home in Limerick

Waterfront, Wood stove & Private beach, Solo Stove

Welcome to the Luna Lake House, your very own lakefront retreat! Just 2 hrs from Boston and 1 hour from Portland, this is the perfect getaway. You get the entire house to yourself! This 1,810 sq ft house has 100 ft of private waterfront, a wood burning stove, private dock (June-October) and outdoor bonfire pit for your enjoyment. With incredible sunset views and it’s amazing location, you will make lasting memories in this one of a kind experience.

Popular amenities for Wakefield kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.95 out of 5 average rating, 173 reviews

A charming waterfront cottage is presented with a bright blue door and two red chairs on a stone patio. Lush greenery surrounds the property, enhancing its inviting exterior. The tranquil waters of Pettingill Pond can be seen in the background, reflecting the sky.

Home in Windham

Waterfront Gem walkable to Restaurants!

5 out of 5 average rating, 9 reviews

Home in Farmington

Lakefront Retreat w/ Hot Tub & Stunning Views

4.97 out of 5 average rating, 126 reviews

The image displays a serene lakefront view with a house situated among trees. A spacious living area with natural wood flooring features large windows inviting daylight, showcasing the inviting setup. A cozy sleeping area includes a wooden bed frame, while outdoor seating surrounds a fire pit by the water.

Home in Epsom

Lakefront-Dock-Grill-Firepit-Wood Stove

A modern three-story house is set among lush greenery, featuring multiple large windows that allow natural light to flood the interior. A stone pathway leads to the front entrance, with outdoor seating visible on either side, enhancing the inviting exterior.

4.92 out of 5 average rating, 39 reviews

In the Trees - NH w/ Lake Access

Superhost

A modern lakefront home is set against a backdrop of lush trees. A stone fire pit surrounded by wooden chairs invites relaxation outdoors. The expansive deck features large glass doors, providing a seamless connection to the natural surroundings.

4.86 out of 5 average rating, 28 reviews

Belleau Lake Escape

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

5 out of 5 average rating, 11 reviews

Lakefront log cabin-fall foliage, kayaks, beach

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

Cottage rentals with a kayak

4.96 out of 5 average rating, 230 reviews

Two individuals are seated in white chairs on a stone patio, positioned around a crackling fire. The cottage is visible in the background, showcasing large windows and a rustic wooden deck. Lush greenery frames the area, contributing to the natural surroundings.

Cottage in Epsom

Smokey Pines Camp

4.99 out of 5 average rating, 141 reviews

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”

4.94 out of 5 average rating, 133 reviews

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

Cottage on the lake! Includes kayaks & rowboat!

4.95 out of 5 average rating, 173 reviews

A warm living area presents wooden walls and high ceilings, with abundant natural light filtering through large windows. Seating options include a cozy couch and a rocking chair. A wood stove is positioned near a flat-screen TV, complemented by a bookshelf and dining area in the background.

Cottage in Thornton

Cottage w/ charm, mountain view & river HSI Wi-Fi

4.87 out of 5 average rating, 115 reviews

The living area features a brown leather sofa paired with a decorative throw, surrounded by large windows that invite natural light. A textured area rug lies beneath a low coffee table, with decorative objects and plants adding a touch of greenery.

Cottage in Gilmanton

Close to skiing, hot tub, beach access & fire pit

4.82 out of 5 average rating, 111 reviews

A bright, open kitchen and living area is designed with large windows allowing natural light. A central island with chairs offers space for dining or socializing. A comfortable seating area is visible, complemented by warm wood accents and serene artwork on the walls.

Cottage in Lyman

RK North : All season Waterfront cottage with dock

4.98 out of 5 average rating, 113 reviews

A cozy living area features a plush blue-and-white patterned chair, positioned next to a modern fireplace. A wall-mounted television is displayed above a wooden mantel. The open kitchen area can be seen in the background, with stylish bar stools and kitchen shelving.

Cottage in Kennebunkport

Charming Designer Cottage on Marsh

4.93 out of 5 average rating, 128 reviews

The exterior of the house is visible, featuring a light grey façade with multiple windows allowing natural light inside. A wooden deck is seen on the left, surrounded by trees. A patio area with stone accents is also present, offering potential for outdoor gatherings.

Cottage in Standish

Peaceful Lakeside Maine Retreat

Cabin rentals with a kayak

4.9 out of 5 average rating, 100 reviews

The kitchen area features a spacious white quartz island with rattan seating, illuminated by a unique pendant light. Large windows allow natural light to fill the space, while a modern stove and stylish sink enhance the inviting atmosphere.

Cabin in Bethlehem

+ Cannon Mountain Collective | Forest Undertones +

4.99 out of 5 average rating, 185 reviews

A serene lakeside view is presented, featuring a wooden dock extending over the water. Lush green trees line the shore, with a flower garden in the foreground. A small decorative figure sitting near the water adds charm to the landscape, enhancing the peaceful atmosphere.

Cabin in Nottingham

Rustic Log Cabin on Pawtuckaway Lake

4.88 out of 5 average rating, 114 reviews

A charming cabin exterior is showcased, featuring a wooden facade with large windows framed by greenery. A small patio area with a picnic table is set in front, surrounded by seasonal foliage displaying autumn colors.

Cabin in Holderness

Beautiful private cabin on Big Squam Lake

4.95 out of 5 average rating, 151 reviews

The dining area features a round table surrounded by wooden chairs, illuminated by a hanging light fixture. A small television is mounted on the wall, providing entertainment. A black wood stove and a white refrigerator are positioned nearby. Light wooden walls create a cozy atmosphere.

Cabin in Oxford

Thompson Lake, No Cleaning Fee Pine Point Cottage,

4.94 out of 5 average rating, 167 reviews

The interior features warm wooden walls and flooring, creating a cozy ambiance. A large dining table with four chairs is positioned in the center, alongside a kitchenette with essential appliances. A staircase leads to the loft area, while a window frames views of the surrounding nature.

Cabin in Waterford

Lakeside Cabin Nestled in the Pines

4.98 out of 5 average rating, 141 reviews

A wooden dock extends into the calm waters of Crystal Lake, framed by lush green trees on the opposite shore. The sun is setting behind the hills, casting gentle reflections on the water's surface, creating a serene atmosphere.

Cabin in Harrison

Get away at Crystal Lake

Superhost

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

4.9 out of 5 average rating, 153 reviews

Bear Cabin