Vacation rentals with a kayak in Columbia County

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Columbia County

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Athens

4.94 out of 5 average rating, 113 reviews

Private lakefront home, hot tub & resort amenities

Stylish, and private Catskills lake-front house, w/ amazing lake views, a private hot tub, fire pit, beach and dock; community swimming pools, tennis, pickle ball, basketball courts, baseball fields, playgrounds, dog beach & parks, golf driving range. This home has all you need to entertain, and work from. Located 2hrs from NYC, 15-30 minutes from Catskill, Hudson, Woodstock, Hunter and Windham ski resorts, the best restaurants, hiking trails, art galleries, antique shops, and cultural centers.

Guest favorite

Cottage in Valatie

4.99 out of 5 average rating, 141 reviews

Kinderhook Lake Retreat-kayaks/SUP/central air

Welcome to our paradise-where time slows down and memories are made. It's the perfect retreat for relaxing, kayaking, swimming, hiking, biking, and so much more. -Sip your coffee on the decks while enjoying lake wildlife -Grab a kayak or paddleboard and explore the bays, coves and creeks -Catch the sunset, then end the day sharing stories around the starlit firepit An ideal base for exploring restaurants, breweries, wineries, galleries, historical sites, trails, farm stores, and orchards.

Guest favorite

Cottage in Ancram

4.99 out of 5 average rating, 173 reviews

Sunsets over the Lake~Cozy up to Wood Fireplace

All size Dogs & Cats Welcome *Outside backyard is large and surrounded by trees with Firepit, Hammock & Volleyball Net +Watercraft available - Kayaks/Rowboat Swim Platform Indoor Wood Burning Fireplace Fully stocked kitchen and toiletries 10-15 minutes to Bash Bish Falls/Catamount Aerial Park/Ski/Snowboard/Tubing 25-30 minutes to Berkshires Shoe shoeing +November-April: watercraft not available, also weather dependent *Only one neighbor, is to the left, separated by trees and bushes

Guest favorite

Home in Great Barrington

4.96 out of 5 average rating, 157 reviews

Elegant Year-Round Lakeside Retreat with AC

The Haven, an elegant cottage surrounded by woods, located on a pristine lake with private dock. 4 bedrooms, 3 baths. This year-round vacation cottage with hot tub provides an experience in the Berkshires you won’t forget! Leaf-peep in fall, ski in winter, hike in spring, kayak & swim in summer, or browse the boutique shops in quaint towns like Great Barrington, Lenox and Stockbridge. Newly installed mini-splits provide AC in all bedrooms and LVR/DR/Kitchen common area. 1 house-trained dog ok.

Superhost

Cottage in Hudson

4.84 out of 5 average rating, 128 reviews

Peaceful waterfront getaway near Hudson, NY

Love nature? Enjoy your own entire home on the Stockport Creek with private kayak/boat launch to the Hudson River. Hiking and bike trails nearby. You are immersed in Columbia County’s rural beauty between the Berkshires and the Catskills with Hudson’s hopping food and art scene minutes away. OMI sculpture park, Olana, Chatham, farm markets, and Warren Street are a short drive. Ski Hunter or Catamount inside an hour. Cozy wood burning stove as well as outdoor fire pit. Minimum 3 day stay.

Superhost

Cottage in Craryville

4.81 out of 5 average rating, 128 reviews

Oriole Cottage @Copake Lake:Kayaks+Canoe

2 hours from NYC+ Boston. 20 minutes to Great Barrington or Hudson, NY Explore the Hudson Valley + nearby Berkshires (Tanglewood)or enjoy the many pleasures of beautiful Copake Lake + the Berkshire foothills. Under 10 miles to Catamount Mountain Resort, 20 miles to Ski Butternut. Bash Bish Falls, Taconic State Park, Tanglewood, Harlem Valley Rail Trail, nearby golf course. Explore quiet country roads, charming nearby towns including Hudson, Chatham, Millerton + Great Barrington, MA.

Guest favorite

Rental unit in Canaan

4.97 out of 5 average rating, 126 reviews

Queechy Lake Carriage House

Comfortable, two bedroom 2nd floor apartment, fully equipped kitchen, well-lit open living space, a short walk to our dock with kayaks and canoe, our association’s beach, playing fields & pavilion. Sits over a garage space which houses bicycles & outdoor games such as croquet, beach toys, and life vests for guest use. Close to endless museums, historical sites, music & art venues, hiking trails, skiing, restaurants, breweries, wineries in Columbia County NY & Berkshire County MA.

Guest favorite

Cottage in Red Hook

4.91 out of 5 average rating, 337 reviews

Goose Landing Cottage by the lake with NEW Hot Tub

The cottage is a wonderful getaway for 2 people. Drive down a private road on the back side of a spring fed lake. See turtles eagles and geese. Swim or kayak from your own private dock. No motor boats allowed. The cottage is nestled back in the woods with your own private hot tub. A great place to get away, see wildlife such as deer, turkey, Canadian geese, an occasional fox. Best for a couple or a single person. Take a short stroll down a path to a wonderful spring lakefront.

Guest favorite

Home in Catskill

4.94 out of 5 average rating, 169 reviews

HEAVEN ON EARTH - Hudson Riverfront Home

Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access year round. We provide kayaks & stand up paddle board. Enjoy your private sauna & steam shower inside & hot tub on covered lower deck. Fish right off the lawn. Enjoy brunch or dinner in the Gazebo suspended over the Hudson with a private chef (inquire about availability). Explore Hudson, Saugerties, Woodstock....honestly, you'll not want to leave.

Guest favorite

Home in Pine Plains

4.98 out of 5 average rating, 119 reviews

Twin Island Lake House • Hot Tub

Hudson Valley’s best kept secret. Built in 2018, perched on 4 acres. 3 bedrooms 2 full baths include master suite with private bathroom. Open concept kitchen/living room. A perfect getaway to relax and recharge in our year round 6 person hot tub. Amazing views and sunsets over the lake and mountains. Great hiking, fishing, kayaking, canoeing and bird watching. 16 miles to the center of Rhinebeck. Explore the local farms, restaurants, distilleries and wineries.

Guest favorite

Home in Copake

4.96 out of 5 average rating, 191 reviews

Lakefront +views +skiing +bbq +firepit +games

With all of the craziness in life, this is the place you go to wake up in the morning to sip your coffee and do everything or nothing. This is the best location on Robinson Pond with beautiful views and access to the private beach and deepest part of the lake. Clear your headspace and enjoy this year-round escape with four seasons of activities and a cozy home to remind you of the greater things in life.

Guest favorite

Home in Ancramdale

4.99 out of 5 average rating, 165 reviews

Boats/Kayaks Are Still In the Water for You to use

Reasons to stay: +Waterfront is right off the deck ~Free use of kayaks, rowboat and pedal boat ~Private swim platform ~Screened in porch, Outside deck, complete with dining table/umbrella ~BBQ +Fully stocked kitchen... ^Pans to Plates ^Tupperware to silver foil ^Spices to Flour ~Everything on one floor ~Flip a switch to turn on the gas fireplace ~TVs in every room ~Access to Washer/Dryer