Holiday rentals with a kayak in Wakefield

Find and book unique kayak rentals on Airbnb

Quick stats about holiday rentals with a kayak in Wakefield

Total holiday rentals
Explore 40 holiday rentals in Wakefield
Nightly prices starting at
Wakefield holiday rentals start at €53 per night before taxes and fees
Verified guest reviews
Over 1,640 verified reviews to help you choose
Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 20 rentals that welcome pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 of Wakefield holiday rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wakefield rentals
4.9 Average rating
Wakefield stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated rentals with kayak in Wakefield

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Top guest favourite

A hobbit house is nestled among lush green trees, with a sloping earth-covered roof adorned with grass and ferns. The rounded front features a large window framed in white, complemented by a natural stone border, emphasizing the home's connection with its woodland surroundings.

Earthen home in Sanford

Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow 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.

LocationOutdoor spacesCondition

4.92 out of 5 average rating, 132 reviews

Top guest favourite

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

Guest love the tranquility of our place and enjoy all that the lake has to offer from frolicking in the water, swimming, kayaking, fishing in the season to skating, snowshoeing, snowmobiling to ice fishing in the winter. They also love how well stocked our house is from the extensive spice rack to condiments, tea & coffee pods, foil, clingwrap, ziplock bags to everything you might need to cook sumptuous meal for your family and to the extra effort we put in to give you a clean place to enjoy.

LocationValueGetting around

4.99 out of 5 average rating, 122 reviews

Top guest favourite

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!

ValueOutdoor spacesWalkability

4.99 out of 5 average rating, 187 reviews

Top guest favourite

A spacious living area features a large sectional couch with built-in cupholders, facing a wall-mounted TV. A wooden coffee table sits in the center, surrounded by a decorative plant and various board games. Natural light enters through nearby windows, enhancing the warm ambiance.

Chalet in New Durham

Mountainside Chalet+Sauna Near Gunstock Ski Resort

Enjoy everything Lake Winnipesaukee and the White mountains have to offer. Located directly between downtown Wolfeboro and Alton Bay, a short 10min drive will get you to either. A 30min drive will get you to Gunstock Resort or Mount Major. Enjoy gorgeous sunsets and views from the elevated deck, while you sit around a gas fireplace. The interior provides a spacious open concept layout with a large couch, 75" TV and a stocked kitchen. Enjoy the health benefits of the relaxing Infrared Sauna.

Outdoor spacesLocationView

4.91 out of 5 average rating, 106 reviews

Top guest favourite

Place to stay in Shapleigh

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Stay at our one-room Schoolhouse c1866. Winner of Maine Homes Small Space Design Award 2023 and consistently top 1-5% of Airbnb homes for exceptional hospitality, comfort, cleanliness & quintessential romantic New England vibes. The Schoolhouse is 1 of 3 homes on our family's resort-like retreat, Camp Tall Pines: Featuring tennis/pool/gym/sauna, 1000-feet of frontage along the private 80-acre Shapleigh pond (boat/swim/fish), and nestled amongst a majestic 50-acre forest of tall pine trees.

LocationOutdoor spacesGetting around

5.0 out of 5 average rating, 145 reviews

Top guest favourite

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 | Getaways + Retreats

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.

LocationOutdoor spacesShared spaces

4.96 out of 5 average rating, 201 reviews

Superhost

A modern, dark-finished cabin is shown from the side, featuring large windows and a welcoming front porch. The surrounding area is wooded, with tall trees providing natural shade. A gravel driveway leads up to the cabin, enhancing its approachable charm.

Home in Wakefield

Pine River Pond

Directly on Pine River Pond, this 5-mile long, 570 acre lake has crystal clear water. This vacation rental is close to all of the area's most popular activities and ensures a memorable time! Swim in the summer, ice fish in the winter, numerous snowmobile trails or just get away from it all.This 1-bath property offers enough space to comfortably accommodate up to 10 guests, making it ideal for a family or group of close friends looking for an unforgettable New Hampshire lakeside retreat.

LocationValueAmenities

4.8 out of 5 average rating, 114 reviews

Top guest favourite

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.

Flat 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.

LocationValueSleep quality

4.98 out of 5 average rating, 128 reviews

Guest favourite

Home in Naples

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

LocationOutdoor spacesTV

4.98 out of 5 average rating, 200 reviews

Top guest favourite

Home in Wakefield

Enjoy Fall Foliage at the Lake

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. Note that June - August rentals are a minimum seven night stays Saturday - Saturday.

ValueLocationAccuracy

4.97 out of 5 average rating, 112 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!

Outdoor spacesLocationCheckout

4.98 out of 5 average rating, 210 reviews

Top guest favourite

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.

LocationOutdoor spacesCheckout

5.0 out of 5 average rating, 142 reviews