Vacation rentals with a kayak in Hampden County

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Hampden County

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

0 of 0 items showing

1 of 3 pages

Guest favorite

A calm pond is visible, framed by lush green trees. A small wooden dock extends into the water, featuring a paddle boat with two blue seats secured alongside. The surface of the water reflects the clear blue sky.

Tiny home in Union

4.79 out of 5 average rating, 29 reviews

Rustic Cabin by the pond / kayak , canoe, fire pit

Get away from it all when you stay under the stars. Rest up in our tiny little log cabin nestled in the pines and on the banks of lil mashapaug pond ! Private and secluded yet right off the highway on exit 74 off rt 84. Sit by the fire tell stories fish , swim , paddle boat ,canoe , kayak ! ( all supplied ) but it is glamping no! Running water , no! Inside bathroom ! Port o potty only !! But there is a hot and cold water bubbler , a mini fridge , a microwave and grill ! Comfy double bed / bunks

Top guest favorite

Cottage in Otis

5 out of 5 average rating, 17 reviews

Lake Escape: Lakefront Cottage in the Berkshires

Open for Summer 2025! 5 North Lake is a seasonal cottage situated yards from the shore. The property has panoramic views of the largest recreational body of water in Massachusetts: Otis Reservoir. Great for kayaking, fishing, swimming, boating or just relaxing and watching the sunset from the dock or deck. ** Our calendar is set to leave a day open after each rental to allow time to clean. If your preferred check in/out date isn’t available, message us and we’ll do our best to accommodate you!

Top guest favorite

Cottage in Brimfield

4.98 out of 5 average rating, 66 reviews

Cheerful 2 bedroom cottage with lake access.

Little Alum is a gorgeous spring-fed lake in the quintessential New England town of Brimfield, MA. Brimfield is known as home to the largest flea market in the country. Little Alum is regarded as one of the cleanest lakes in Massachusetts due to its pristine water quality. The charming cottage is a one level home within close proximity to highways & downtown Sturbridge and off route 20 just a few minutes to downtown Brimfield and Antique show/flea market. Partial water views, steps to the water.

Guest favorite

A private dock extends into the calm lake, featuring a sliding board and a set of stairs leading into the water. A rustic playhouse sits nearby, complemented by a wooden bench. Colorful Adirondack chairs surround the area, offering serene views of the surrounding nature.

Cottage in Becket

4.94 out of 5 average rating, 197 reviews

The Yellow • 1,750ft² (170m²), 2-level cottage • Open concept with 180° view from living room • 3 bedrooms (all queen size beds), 2 full baths • Fully equipped kitchen • Private dock & firepit • Canoe & 2 kayaks • 50" smart TV and 4 Google Smart Speakers • 1 Gigabit Wi-Fi 'gorgeous with amazing views' • Workspace with laptop stand upstairs • Additional full size bed upstairs • Additional queen size sofa bed downstairs • Additional twin trundle downstairs • Washer and dryer with laundry detergent

Top guest favorite

A bright and airy living space features large windows offering views of the serene lake. A dining table with six chairs and a cozy seating area with a navy sofa enhance the room. Natural light floods in through the windows, highlighting the warm wood accents.

Cottage in Wales

4.96 out of 5 average rating, 57 reviews

Sunset and Sunrise views at this lake cottage.

Ready to relax and have fun! Just bring your clothes, everything else is here at this cottage named Tramonto Sul-Lago – Sunset over lake. You and up to 6 guests will enjoy all amenities! You won’t want to miss sunrise either, it creates reflections of nature on the water. Grab a kayak and go for a paddle, set up a yard game, head to the dock with a fishing pole, pull up some chairs to the fire pit (firewood provided). The back yard is a private oasis. Winter offers skating and ice fishing!

Guest favorite

Guest suite in South Hadley

4.84 out of 5 average rating, 85 reviews

River front guest suite

Unique 2 bedroom guest house on the Connecticut River in South Hadley, Sleeps 8 1 bathroom Covered parking Dock available Kayaking Boat rental available Paddle bikes and boards Views Fire pit Tour boat next door at Brunelle’s Marina. Patio Ice machine Boathouse restaurant Village commons 1 mile away McCrays farm 1 mile away Ledges golf course 2 miles away Malls etc. 15 min MGM casino 15 min Basketball hall of fame 15 min Airport 45 min Amtrak 10 min Mt sugarloaf 20min. Hiking trails

Top guest favorite

Cottage in Southwick

4.98 out of 5 average rating, 104 reviews

4 Kayaks Fire Pit & Lake Views from Hot Tub

Congamond House is the perfect lake home getaway. Kayak the calm North Pond. Get your breathtaking pics of the surrounding wildlife. Cuddle up on the deck and enjoy the stars or relax in the hot tub under the deck while gazing upon the lake. This 1500 sq ft cottage is the perfect size for 2 families. (4 adults w/4 kids or 6 adults) Minutes from Six Flags Amusement Park, the Big E and the Basketball Hall of Fame 4 Kayaks that seat 6. Paddles and life vests provided 20 min. from Bradley Airport

Guest favorite

Several rustic cabins are nestled among tall trees in a wooded area. The ground is covered with pine needles and patches of snow. The buildings feature natural wood exteriors, with one cabin visible in the foreground and a larger structure further back.

Tiny home in Holland

4.96 out of 5 average rating, 101 reviews

C. Chief Cook delightful tiny house

Enjoy peaceful surroundings of this rustic destination. Come relax at this former camp under renovation. Hang out by Lake Siog where you can paddle board, kayak, use the rowboat, find a meditation site, light a campfire or just rock on the hammock. Lake Siog has a number of hiking and biking trails and the Quinebog River Canoe Trail. We are close to the Brimfield Antique Flea Market, Palmer Antique Co-ops, Old Sturbridge Village and restaurants, wineries, and breweries like Treehouse Brewery.

Top guest favorite

Home in Becket

5 out of 5 average rating, 55 reviews

Cozy lakehouse

Relax with family or friends at this sweet cottage on Center Lake in the Berkshires. This lakeside cottage is charming and rustic. Enjoy a beautiful day on the lake swimming, fishing off the dock and kayaking. Grill dinner on your private deck and watch the stars come out in the evening Or enjoy all that the Berkshires have to offer, Jacob’s Pillow (15 min), Berkshire Theater (20 min), Tanglewood (30 min). There are plenty of nearby hiking trails and charming towns to explore.

Guest favorite

Home in Holland

4.88 out of 5 average rating, 26 reviews

Sandy Beach House

Lake Life! Come home to a wonderfully appointed, newly renovated 5 bedroom lakefront house on the South Basin of Hamilton Reservoir. Enjoy swimming, boating, lawn games, and sunbathing outdoors. Rainy day? No problem! Stay busy playing board games, singing karaoke, relaxing in the hot tub, sweating it out in the sauna or just watching a movie. Two living rooms allow separate spaces for kids and parents to gather. Private chef available upon request. Book your stay today!

Guest favorite

A tranquil lake view showcases calm waters reflecting the clear blue sky. A private dock extends into the lake, while lush green grass provides a serene foreground. The distant shoreline features a line of trees and subtle residential structures, enhancing the peaceful setting.

Home in Wales

4.96 out of 5 average rating, 27 reviews

Charming water front cabin with boat dock

Escape to our charming lakefront cabin! This cozy retreat offers a peaceful getaway with direct access to the sparkling waters and a private dock for swimming, fishing, and kayaking. Unwind on the inviting covered porch sipping your morning coffee while mesmerizing a spectacle sunrise or gather for a barbecue while relishing the panoramic lake views. Whether you're seeking a romantic weekend or an outdoor adventure, this lakeside haven promises an unforgettable experiences!

Guest favorite

Home in Otis

4.96 out of 5 average rating, 108 reviews

Direct Lakefront Home on Otis Reservoir Giant Yard

Year round retreat directly on Otis Reservoir offering 62’ of lake frontage on MA largest and fully recreational lake. Enjoy the lake views right from our docks, Solo Stove firepit, expansive deck, main floor or bedrooms. The house sits 100 yards back from the lake leaving a large lawn for outdoor activities. Updated and renovated in 2021! Many local snowmobile trails and ski resorts too! Heated garage and 2nd driveway for larger trucks/trailer or RV's.