Vacation rentals with a kayak in Berkshire County
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Berkshire County
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Berkshire County kayak rentals
House rentals with a kayak
Home in Monterey
4.8 out of 5 average rating, 66 reviewsRustic 3bd Lake Front Country Cottage
Home in Becket
4.92 out of 5 average rating, 74 reviewsLittle Longbow Lakefront Chalet
Home in Sandisfield
5 out of 5 average rating, 29 reviewsWaterfront oasis in heart of Berkshires
Home in Egremont
4.93 out of 5 average rating, 72 reviewsModern and Stylish Country Lakeside Cottage
Home in Becket
4.96 out of 5 average rating, 24 reviewsNew Shaw Pond Skytop Retreat in the Berkshires
Home in Great Barrington
5 out of 5 average rating, 46 reviewsThe Yellow Victorian With Chefs Kitchen
Home in Becket
4.88 out of 5 average rating, 16 reviewsLakefront Jewel By: Evergreen Home
Home in Canaan
4.96 out of 5 average rating, 25 reviewsBlack Friday Sale Mountain/Lake View in Canaan, NY
Cottage rentals with a kayak
Cottage in Hillsdale
4.85 out of 5 average rating, 67 reviewsSecluded Country Getaway on 22 acres
Cottage in Canaan
4.9 out of 5 average rating, 133 reviewsPlan your Berkshires by the lake
Cottage in Becket
4.81 out of 5 average rating, 52 reviewsCozy Cottage on the Lake
Cottage in Hinsdale
4.98 out of 5 average rating, 81 reviewsBerkshires - Charming Lakefront Cottage
Cottage in New Marlborough
4.91 out of 5 average rating, 34 reviewsSki, Fish, Swim, Hike Berkshires Cottage in woods
Cottage in Lanesborough
5 out of 5 average rating, 14 reviewsNorte Maison 2 beds 2 Baths Minutes to Jiminy Peak
Cottage in Monterey
4.71 out of 5 average rating, 14 reviewsmountain refuge
Cottage in Pittsfield
4.76 out of 5 average rating, 42 reviewsCharming lakeview cottage w/ kayaks, Richmond Pond
Cabin rentals with a kayak
Cabin in Otis
4.8 out of 5 average rating, 20 reviewsSimple, rustic, cozy get away
Cabin in Tolland
4.4 out of 5 average rating, 20 reviewsTolland Cabin w/ Private Hot Tub & Grill!
Cabin in Lanesborough
4.98 out of 5 average rating, 44 reviewsGlamping in the Berkshires w/ car charging station
Cabin in Stockbridge
4.71 out of 5 average rating, 34 reviewsCozy Stockbridge Cabin - Walk to Beach & Lake!
Cabin in Becket
4.86 out of 5 average rating, 97 reviewsWildlife Retreat in the Forest
Cabin in Otis
4.87 out of 5 average rating, 47 reviewsEnjoy 43 Acres on Two Ponds!
Cabin in Canaan
4.99 out of 5 average rating, 72 reviewsBeautiful Lake Front Cabin
Cabin in Pittsfield
4.91 out of 5 average rating, 105 reviewsSummer Cottage in the Berkshires
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