Holiday rentals with a kayak in Hampden County

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Top-rated rentals with kayak in Hampden County

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

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Guest favourite

Tiny home in Union

4.78 out of 5 average rating, 32 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 favourite

Cottage in Brimfield

4.99 out of 5 average rating, 70 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 favourite

Cottage in Becket

4.94 out of 5 average rating, 210 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 favourite

Guest suite in South Hadley

4.85 out of 5 average rating, 93 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 favourite

Cottage in Southwick

4.98 out of 5 average rating, 109 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 favourite

Tiny home in Holland

4.96 out of 5 average rating, 105 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 favourite

Cottage in Holland

5 out of 5 average rating, 44 reviews

Blissfully Peaceful Cottage nestled on a lake

Relaxing and quaint cottage nestled on the pristine and bountiful waters of the Hamilton Reservoir. Perfect place to step back with the family and take a much needed timeout to reconnect with your loved one(s). The reservoir is pristine and is clear up to 4’ down. Perfect for swimming or just relaxing on the private beech located steps away. Be our guest, come out and enjoy this peaceful place and take the time to make memories that will last a lifetime. Looking forward to hosting you!

Top guest favourite

Home in Belchertown

4.99 out of 5 average rating, 71 reviews

Moonstone Lake House – romantic, serene, fun!

Hey! We just had a 3 week July-Aug cancellation so dates have opened up! Incredible swimming in our 10 acre lake Lots of swim toys. Float with friends, fish for small bass and sunfish Fire pit/grill two feet from the lake Your own private swimming cove Huge deck 3 kayaks, (1 ) 3-person canoe Cozy propane wood stove in the living room. Hiking, museums... Note: Our home is right next door separated by an 8 ft tall screen fence. *Dog lovers? Please scroll to "Other Details to Note"

Superhost

Cabin in Otis

4.8 out of 5 average rating, 20 reviews

Simple, rustic, cozy get away

4th generation to own this property. It has always been a family favorite place to retreat and relax since my great grandfather acquired it on a barter. Centralized location between, Great Barrington, Pittsfield, Lenox, and Westfield. You can enjoy all south western MA has to offer and still relax on a dock in between. One lot up from the lake enjoy a shared dock and access. This cabin has always held a place in our family and friends hearts I'm sure it will capture a place in yours.

Top guest favourite

Home in Becket

5 out of 5 average rating, 61 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.

Superhost

Home in Blandford

4.84 out of 5 average rating, 76 reviews

Relaxing Home nestled in Rural Hilltown

Beautiful Modern 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.

Superhost

Cabin in Otis

5 out of 5 average rating, 4 reviews

Berkshires Lakefront Boho Modern Retreat

Welcome to Watson Pond Lodge in the Berkshires. This beautiful lakefront contemporary 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.