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
Nov 11 – 18
Home in Great Barrington
4.96 out of 5 average rating, 140 reviewsElegant Year-Round Lakeside Retreat with AC
Nov 17 – 24
Home in Sheffield
4.93 out of 5 average rating, 111 reviewsA Private Peninsula Retreat In The Berkshires!
Mar 25 – Apr 1
Home in Agawam
4.99 out of 5 average rating, 91 reviewsSunrise on the Water's Edge - Riverside Bungalow
Mar 29 – Apr 5
Home in Amherst
4.88 out of 5 average rating, 59 reviewsClassic New England Country House, 5 min to town
Feb 11 – 18
Home in Orange
4.88 out of 5 average rating, 52 reviewsFour Season Cozy Lake House
Oct 19 – 26
Home in Williamsburg
4.91 out of 5 average rating, 23 reviewsCute and Cozy Lake Cottage
Feb 25 – Mar 4
Home in Sturbridge
5.0 out of 5 average rating, 14 reviewsChic & Modern Studio Lakefront House with Loft
May 30 – Jun 6
Cottage rentals with a kayak
Cottage in Canaan
4.9 out of 5 average rating, 126 reviewsPlan your Berkshires by the lake
Sep 24 – Oct 1
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
Sep 30 – Oct 7
Cottage in Enfield
5.0 out of 5 average rating, 30 reviewsLakefront Property + Scenic View
Jul 11 – 18
Cottage in Jaffrey
5.0 out of 5 average rating, 17 reviewsThe Boathouse - A rustic and cozy lakeside cottage
Mar 20 – 27
Cottage in Brimfield
5.0 out of 5 average rating, 31 reviewsCheerful 2 bedroom cottage with lake access.
Jul 22 – 29
Cottage in Warwick
5.0 out of 5 average rating, 19 reviewsBy Still Waters Cottage
Nov 21 – 28
Cottage in Holland
4.95 out of 5 average rating, 74 reviewsCozy Lakefront Cottage
Jun 11 – 18
Cabin rentals with a kayak
Cabin in Whitingham
4.96 out of 5 average rating, 112 reviewsThe Hideaway Camp
Nov 28 – Dec 5
Cabin in Coventry
4.83 out of 5 average rating, 123 reviewsLake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
Feb 23 – Mar 2
Cabin in Shutesbury
4.94 out of 5 average rating, 17 reviewsHappy Valley Lake House - Waterfront Getaway
Oct 25 – Nov 1
Cabin in Rindge
4.95 out of 5 average rating, 77 reviewsBeautiful Lakefront Log Cabin
Oct 3 – 10
Cabin in Colebrook
4.95 out of 5 average rating, 75 reviewsCozy cabin with beach on pond with 7 acres!
Sep 30 – Oct 7
Cabin in Lanesborough
4.83 out of 5 average rating, 53 reviewsCozy stream-side cabin
May 20 – 27
Cabin in Dummerston
5.0 out of 5 average rating, 27 reviewsCozy Riverfront Cabin-Ski, Swim, Fish & Hike
Feb 21 – 28
Cabin in Whitingham
5.0 out of 5 average rating, 77 reviewsCozy Cabin ~16 Mi. to Slopes on 10 Acres of Woods!
May 12 – 19
Destinations to explore
- Cambridge Vacation rentals
- Montauk Vacation rentals
- New Haven Vacation rentals
- Salem Vacation rentals
- Newport Vacation rentals
- Lake George Vacation rentals
- Philadelphia Vacation rentals
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Rentals with a kayak United States
- Rentals with a kayak Boston
- Rentals with a kayak The Hamptons
- Rentals with a kayak New Hampshire
- Rentals with a kayak Massachusetts
- Rentals with lake access Pioneer Valley
- Bed and breakfasts Pioneer Valley
- Smoking-friendly rentals Pioneer Valley
- Rentals with beach access Pioneer Valley
- House rentals Pioneer Valley
- Cabin rentals Pioneer Valley
- Cottage rentals Pioneer Valley
- Private suite rentals Pioneer Valley
- Waterfront rentals Pioneer Valley
- Pet-friendly rentals Pioneer Valley
- Rentals with outdoor seating Pioneer Valley
- Rentals with a fireplace Pioneer Valley
- Family-friendly rentals Pioneer Valley
- Rentals with a patio Pioneer Valley
- Monthly Rentals Pioneer Valley
- Apartment rentals Pioneer Valley
- Rentals with breakfast Pioneer Valley
- Rentals with an EV charger Pioneer Valley
- Fitness-friendly rentals Pioneer Valley
- Kid-friendly rentals Pioneer Valley
- Condo rentals Pioneer Valley
- Rentals with a hot tub Pioneer Valley
- Rentals with a fire pit Pioneer Valley
- Rentals with pools Pioneer Valley
- Rentals with a washer and dryer Pioneer Valley
- 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