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
Get the amount of space that is right for you
Popular amenities for Berkshire County kayak rentals
House rentals with a kayak
Home in Egremont
4.93 out of 5 average rating, 58 reviewsModern and Stylish Country Lakeside Cottage
Home in Becket
4.88 out of 5 average rating, 17 reviewsLakefront Cottage on Private Beach
Home in Cheshire
4.93 out of 5 average rating, 27 reviewsBerkshires Lakefront Retreat by Evergreen Home
Home in Becket
4.92 out of 5 average rating, 60 reviewsLittle Longbow Lakefront Chalet
Home in Pittsfield
4.98 out of 5 average rating, 41 reviewsBerkshire Lakefront Home W/Pool-100%Renovated
Home in Becket
5 out of 5 average rating, 14 reviewsLindal Cedar Berkshires Lake House
Home in Canaan
4.98 out of 5 average rating, 66 reviewsBeautiful Lake Front Cabin
Home in Monterey
4.92 out of 5 average rating, 13 reviews3bd Near Lake w Kayaks & Shared Tennis Court !
Cottage rentals with a kayak
Cottage in Hinsdale
4.99 out of 5 average rating, 143 reviewsCozy Cottage in the Berkshires
Cottage in Pittsfield
4.79 out of 5 average rating, 29 reviewsCharming lakeview cottage w/ kayaks, Richmond Pond
Cottage in Hinsdale
4.68 out of 5 average rating, 57 reviewsBerkshires Lakeview Getaway Cottage
Cottage in Hinsdale
4.97 out of 5 average rating, 70 reviewsBerkshires - Charming Lakefront Cottage
Cottage in Lanesborough
5 out of 5 average rating, 11 reviewsNorte Maison 2 beds 2 Baths Minutes to Jiminy Peak
Cottage in Becket
4.78 out of 5 average rating, 41 reviewsCozy Cottage on the Lake
Cottage in Becket
4.61 out of 5 average rating, 145 reviewsA Magical Spot on Little Robin Lake
Cottage in Monterey
4.88 out of 5 average rating, 8 reviewsmountain refuge
Cabin rentals with a kayak
Cabin in Lanesborough
4.98 out of 5 average rating, 40 reviewsGlamping in the Berkshires w/ car charging station
Cabin in Otis
4.85 out of 5 average rating, 39 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 Stockbridge
4.79 out of 5 average rating, 33 reviewsCozy Stockbridge Cabin - Walk to Beach & Lake!
Cabin in Pittsfield
4.92 out of 5 average rating, 97 reviewsSummer Cottage in the Berkshires
Cabin in Otis
5 out of 5 average rating, 3 reviewsSimple, rustic, cozy get away
Cabin in Hinsdale
4.97 out of 5 average rating, 32 reviewsRelaxing Berkshire cabin on Lake Ashmere
Cabin in Stockbridge
5 out of 5 average rating, 9 reviewsLakeshore cabin with private beach and dock
Destinations to explore
- Rentals with a kayak United States
- Rentals with a kayak New York
- Rentals with a kayak Massachusetts
- Rentals with a kayak Massachusetts
- Rentals with lake access Berkshire County
- Cabin rentals Berkshire County
- Rentals with a hot tub Berkshire County
- Rentals with a patio Berkshire County
- Pet-friendly rentals Berkshire County
- Rentals with pools Berkshire County
- Hotel rentals Berkshire County
- Ski-in/ski-out rentals Berkshire County
- Guesthouse rentals Berkshire County
- Chalet rentals Berkshire County
- Apartment rentals Berkshire County
- Monthly Rentals Berkshire County
- Private suite rentals Berkshire County
- Beachfront rentals Berkshire County
- Rentals with an EV charger Berkshire County
- Boutique hotel rentals Berkshire County
- Fitness-friendly rentals Berkshire County
- Rentals with a sauna Berkshire County
- Rentals with breakfast Berkshire County
- Rentals with a fire pit Berkshire County
- Bed and breakfasts Berkshire County
- House rentals Berkshire County
- Farmstay rentals Berkshire County
- Cottage rentals Berkshire County
- Waterfront rentals Berkshire County
- Family-friendly rentals Berkshire County
- Rentals with a washer and dryer Berkshire County
- Condo rentals Berkshire County
- Rentals with outdoor seating Berkshire County
- Rentals with beach access Berkshire County
- Kid-friendly rentals Berkshire County
- Rentals with a fireplace Berkshire County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom