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.

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Guest favorite

Home in West Brookfield

4.94 out of 5 average rating, 50 reviews

Hillside Hideaway

Prepare for the perfect New England getaway when you book this Massachusetts lake retreat in West Brookfield! Bring friends & family and relax in this beautiful 3-bedroom, 2-bathroom vacation rental house boasting 1,700 square feet of open concept space and a wraparound porch. Your group of 8 will have walking access to the lake and outdoor fire pit for evenings under the stars. *New for Fall 2024* We have partnered w/ Chef Perkins to offer in-home private cooking! See menu for booking details!

Guest favorite

Cottage in Brimfield

4.98 out of 5 average rating, 61 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

Cottage in Otis

4.98 out of 5 average rating, 43 reviews

Berkshire lakefront cabin with modern luxuries

Be one of the first to rent this newly renovated, 3 bedroom, 2 bath, lake front cabin with hot tub and modern amenities on Massachusetts' largest recreational lake. Enjoy sunset views from the tricked-out, oversized deck that offers dining, grill and fire table. A state forest is your neighbor, offering miles of trails, hiking and waterfalls. Use our kayaks, swim from one of 2 docks, or bring your own boat/jet ski. 25 minutes from all major Berkshire attractions, this is lake life at its finest.

Guest favorite

Cottage in Becket

4.94 out of 5 average rating, 171 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

Guest favorite

Cottage in Wales

4.96 out of 5 average rating, 55 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

Home in Becket

5 out of 5 average rating, 29 reviews

Berkshires Lakefront Stylish Retreat w/Gameroom

Welcome to Excalibur Lake Lodge in the Berkshires. This beautiful lakefront contemporary Lindal Cedar custom home, with architecture that intentionally focuses on the peaceful lake view, has been designed for your comfort and relaxation. Explore the Berkshires year round and see what the area has to offer: from skiing in the winter, to Tanglewood and Jacob’s Pillow in the summer and leaf peeping in the fall. Or just enjoy the tranquility of our lakefront lodge for a rejuvenating weekend away.

Guest favorite

Cottage in Southwick

4.98 out of 5 average rating, 91 reviews

Private Hot Tub with Lake Views Fire Pit & Kayaks

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

Superhost

Home in Blandford

4.83 out of 5 average rating, 71 reviews

Relaxing Smart Home nestled in Rural Hilltown

Beautiful Modern Smart Home with large yard nestled next door to The Berkshires. Enjoy a coffee in the sunroom or deck. There is a large yard, fire pit and kayak access. Alexa enabled in most rooms. A three minute walk to the Blandford Country Store, Breakfast Bistro, and Watson Park. Within 15- 30 minutes of dining, shopping, hiking trails and ski trails. Otis Ridge Ski Area is 15 mins, Tanglewood is 40 mins, Jacobs Pillow 22 mins, Lee Premium Outlets 30 mins, MGM Casino 35 mins.

Guest favorite

Home in Becket

5 out of 5 average rating, 40 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

4.91 out of 5 average rating, 22 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

Home in Wales

4.96 out of 5 average rating, 24 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 Belchertown

4.98 out of 5 average rating, 49 reviews

Moonstone n' Lucy's Lake House – romantic, serene

Fire pit-grill by the lake's edge, 3 kayaks, one 3-person canoe, private swimming cove, large deck To bring 2 additional people, add our 5-Star tiny house, Lucys w/ queen bed (NOTE: the only bathroom is in Moonstone) for a one-time set fee of: 150. (Jan-May) . 250. (May-Oct) * BEFORE BOOKING YOUR DOG read "Other details to note" lower down in the description. We (may) require a 500. DOG DEPOSIT at time of booking if you lack 5 star reviews on Airbnb