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 Woodstock
4.92 out of 5 average rating, 135 reviewsLakeside Paradise — HotTub, Kayaks, & Bonus Cabin
Dec 17 – 24
Home in Great Barrington
4.96 out of 5 average rating, 139 reviewsElegant Year-Round Lakeside Retreat with AC
Apr 18 – 25
Home in Sheffield
4.93 out of 5 average rating, 111 reviewsA Private Peninsula Retreat In The Berkshires!
Apr 25 – May 2
Home in Morris
4.87 out of 5 average rating, 142 reviewsBantam Lake Waterfront Retreat with Private Beach
Jan 30 – Feb 6
Home in Belchertown
5.0 out of 5 average rating, 18 reviewsMoonstone n' Lucy's Lake House – romantic, serene
Oct 13 – 20
Home in Agawam
4.99 out of 5 average rating, 88 reviewsSunrise on the Water's Edge - Riverside Bungalow
Apr 15 – 22
Home in Orange
4.94 out of 5 average rating, 51 reviewsFour Season Cozy Lake House
Oct 11 – 18
Home in Amherst
4.88 out of 5 average rating, 57 reviewsClassic New England Country House, 5 min to town
Feb 3 – 10
Cottage rentals with a kayak
Cottage in Lanesborough
4.85 out of 5 average rating, 250 reviewsWildlife Lakeside Cottage
Feb 14 – 21
Cottage in Canaan
4.9 out of 5 average rating, 126 reviewsPlan your Berkshires by the lake
Sep 9 – 16
Cottage in Orange
4.99 out of 5 average rating, 67 reviewsLake House with view of mountain
Sep 12 – 19
Cottage in Southwick
4.97 out of 5 average rating, 64 reviews4 Kayaks Lake View from Hot Tub Fire Pit Six Flags
Nov 16 – 23
Cottage in Jaffrey
5.0 out of 5 average rating, 17 reviewsThe Boathouse - A rustic and cozy lakeside cottage
Feb 8 – 15
Cottage in Warwick
5.0 out of 5 average rating, 19 reviewsBy Still Waters Cottage
Feb 27 – Mar 6
Cottage in Brimfield
5.0 out of 5 average rating, 30 reviewsCheerful 2 bedroom cottage with lake access.
Sep 22 – 29
Cottage in Warwick
4.99 out of 5 average rating, 74 reviewsCorkscrew: Lakeside Cozy Cottage in Warwick, MA
Jan 10 – 17
Cabin rentals with a kayak
Cabin in Whitingham
4.96 out of 5 average rating, 111 reviewsThe Hideaway Camp
Nov 12 – 19
Cabin in Rindge
4.99 out of 5 average rating, 106 reviewsLakeside Log Cabin near Mt Monadnock
Jul 10 – 17
Cabin in Coventry
4.83 out of 5 average rating, 121 reviewsLake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
Aug 27 – Sep 3
Cabin in Shutesbury
4.94 out of 5 average rating, 17 reviewsHappy Valley Lake House - Waterfront Getaway
Oct 17 – 24
Cabin in Rindge
4.95 out of 5 average rating, 77 reviewsBeautiful Lakefront Log Cabin
Jun 21 – 28
Cabin in Colebrook
4.95 out of 5 average rating, 75 reviewsCozy cabin with beach on pond with 7 acres!
Jan 4 – 11
Cabin in Dummerston
5.0 out of 5 average rating, 27 reviewsCozy Riverfront Cabin-Ski, Swim, Fish & Hike
Dec 23 – 30
Cabin in Lanesborough
4.83 out of 5 average rating, 53 reviewsCozy stream-side cabin
May 24 – 31
Destinations to explore
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