Vacation rentals with a kayak in Pioneer Valley
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Pioneer Valley
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 Pioneer Valley kayak rentals
House rentals with a kayak
Home in Dummerston
4.99 out of 5 average rating, 324 reviewsPinecone Pond
Home in Westminster
4.87 out of 5 average rating, 122 reviewsLakefront; view of ski mtn, firepit, dock, kayaks
Home in Woodstock
4.92 out of 5 average rating, 136 reviewsLakeside Paradise — HotTub, Kayaks, & Bonus Cabin
Home in Great Barrington
4.96 out of 5 average rating, 142 reviewsElegant Year-Round Lakeside Retreat with AC
Home in Webster
4.86 out of 5 average rating, 111 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!
Home in Belchertown
5.0 out of 5 average rating, 20 reviewsMoonstone n' Lucy's Lake House – romantic, serene
Home in Amherst
4.88 out of 5 average rating, 59 reviewsClassic New England Country House, 5 min to town
Cottage rentals with a kayak
Cottage in Hinsdale
4.99 out of 5 average rating, 141 reviewsCozy Cottage in the Berkshires
Cottage in Ashburnham
4.9 out of 5 average rating, 102 reviews"Trails End" Lakeside Cottage in Small Town USA
Cottage in Lanesborough
4.85 out of 5 average rating, 252 reviewsWildlife Lakeside Cottage
Cottage in Munsonville
4.88 out of 5 average rating, 207 reviewsCamp -Granite Lake, Munsonville, NH
Cottage in Canaan
4.9 out of 5 average rating, 126 reviewsPlan your Berkshires by the lake
Cottage in Enfield
5.0 out of 5 average rating, 30 reviewsLakefront Property + Scenic View
Cottage in Brimfield
5.0 out of 5 average rating, 31 reviewsCheerful 2 bedroom cottage with lake access.
Cottage in Orange
4.99 out of 5 average rating, 67 reviewsLake House with view of mountain
Cabin rentals with a kayak
Cabin in Woodford
4.91 out of 5 average rating, 132 reviewsLakeview Cabin in the Mountains - beautiful
Cabin in Monterey
4.95 out of 5 average rating, 251 reviewsAmazing Berkshire Mountains Cabin
Cabin in Whitingham
4.96 out of 5 average rating, 112 reviewsThe Hideaway Camp
Cabin in Rindge
4.99 out of 5 average rating, 109 reviewsLakeside Log Cabin near Mt Monadnock
Cabin in Shutesbury
4.94 out of 5 average rating, 18 reviewsHappy Valley Lake House - Waterfront Getaway
Cabin in Thompson
5.0 out of 5 average rating, 60 reviewsSecluded cabin w/ Finnish Sauna & Forest Baths
Cabin in Colebrook
4.95 out of 5 average rating, 75 reviewsCozy rustic cabin with beach on pond with 7 acres!
Cabin in Rindge
4.95 out of 5 average rating, 77 reviewsBeautiful Lakefront Log Cabin
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