Vacation rentals with a kayak in Massachusetts
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Top-rated kayak rentals in Massachusetts
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Massachusetts kayak rentals
House rentals with a kayak
Home in Westminster
4.87 out of 5 average rating, 122 reviewsLakefront; view of ski mtn, firepit, dock, kayaks
Home in Sturbridge
4.95 out of 5 average rating, 154 reviewsSturbridge MA 3 BR 2 1/2 Bath Home on Cedar Lake
Home in Becket
4.93 out of 5 average rating, 118 reviewsLake front retreat - Stylish Berkshire home
Home in Dennis
4.95 out of 5 average rating, 151 reviewsLakefront House/Private Dock/Year Round Hot Tub/AC
Home in Mashpee
4.96 out of 5 average rating, 166 reviewsGorgeous sunsets! Private family beach - Cape Cod!
Home in Dennis
4.93 out of 5 average rating, 151 reviews7 Bedroom Beach House. Private Beach. Sleeps 19
Home in Webster
4.86 out of 5 average rating, 110 reviewsWebster Waterfront Cottage Nestled in the Pines
Home in Sheffield
4.93 out of 5 average rating, 111 reviewsA Private Peninsula Retreat In The Berkshires!
Cottage rentals with a kayak
Cottage in Falmouth
4.93 out of 5 average rating, 136 reviews“Cozy Cottage” on Great Bay
Cottage in Newburyport
5.0 out of 5 average rating, 144 reviewsPlum Island’s TRUE NORTH COTTAGE
Cottage in Eastham
4.95 out of 5 average rating, 207 reviewsThe Breeze Overlooking Minister's Pond
Cottage in Ashburnham
4.9 out of 5 average rating, 101 reviews"Trails End" Lakeside Cottage in Small Town USA
Cottage in Eastham
4.96 out of 5 average rating, 152 reviewsCozy 2 bedroom cottage steps from Moll's Pond
Cottage in Wareham
4.86 out of 5 average rating, 121 reviewsOnset beach, Cape code.Private Waterfront cottage
Cottage in Lanesborough
4.85 out of 5 average rating, 251 reviewsWildlife Lakeside Cottage
Cottage in Hinsdale
4.99 out of 5 average rating, 141 reviewsCozy Cottage in the Berkshires
Cabin rentals with a kayak
Cabin in Monterey
4.95 out of 5 average rating, 251 reviewsAmazing Berkshire Mountains Cabin
Cabin in Shutesbury
4.94 out of 5 average rating, 18 reviewsHappy Valley Lake House - Waterfront Getaway
Cabin in Lanesborough
4.83 out of 5 average rating, 53 reviewsCozy stream-side cabin
Cabin in Otis
4.84 out of 5 average rating, 37 reviewsEnjoy 43 Acres on Two Ponds!
Cabin in Tolland
4.93 out of 5 average rating, 197 reviewsLake View Cabin in the Berkshires
Cabin in Westhampton
5.0 out of 5 average rating, 3 reviewsLakefront Westhampton Cabin w/ Beach + Kayaks!
Cabin in Pittsfield
4.92 out of 5 average rating, 97 reviewsSummer Cottage in the Berkshires
Cabin in Webster
5.0 out of 5 average rating, 4 reviewsPrivate Island on Webster Lake
Destinations to explore
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