Vacation rentals with a kayak in Columbia County

Find and book unique kayak rentals on Airbnb

Top-rated accommodations with a kayak in Columbia County

Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.

Guest favourite
Home in Catskill
HEAVEN ON EARTH - Hudson Riverfront Home
Location, Location, Location! Smiths Point, located directly on the Hudson River, provides panoramic stunning views and river access. Truly riverfront! Watch eagles fly by and yachts motor along. Fish right from our dock! Enjoy cocktails in the Gazebo suspended over the river. The area also serves up plenty...dine & shop in the adorable towns of Saugerties, Woodstock, Hudson, Hunter, Catskill, all a short drive. Or just relax in the hot sauna or steam shower. Honestly, you'll not want to leave.
Feb. 1 – 8
$742 CAD per night
4.95 out of 5 average rating, 128 reviews
Guest favourite
Cottage in Valatie
Kinderhook Lake cottage-private+kayaks/sup+swim+ac
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 wildlife, then grab a kayak to explore the lake. Grill your dinner while catching the sunset. Take a walk on the adjacent Electric Trail. Finish your night around the starlit firepit. Close to restaurants, breweries, wineries, galleries, historical sites, trails, farm stores, and orchards.
May 12 – 19
$523 CAD per night
4.99 out of 5 average rating, 127 reviews
Guest favourite
Home in Great Barrington
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.
Dec. 31 – Jan. 7
$684 CAD per night
4.96 out of 5 average rating, 134 reviews

Popular amenities for Columbia County kayak rentals

House rentals with a kayak

Guest favourite
Home in Ancramdale
A blanket, Hot Coco & Lake Views on A Winter Day
Feb. 13 – 20
$412 CAD per night
4.99 out of 5 average rating, 157 reviews
Guest favourite
Home in Pine Plains
Twin Island Lake House • Hot Tub
Dec. 9 – 16
$558 CAD per night
4.98 out of 5 average rating, 110 reviews
Guest favourite
Home in Sheffield
A Private Peninsula Retreat In The Berkshires!
Feb. 16 – 23
$734 CAD per night
4.93 out of 5 average rating, 111 reviews
Guest favourite
Home in Coxsackie
Peaceful River Retreat – Wheelchair accessible
Apr. 20 – 27
$467 CAD per night
4.98 out of 5 average rating, 57 reviews
Guest favourite
Home in Salisbury
Greystone at Twin Lakes
Jun. 10 – 17
$285 CAD per night
5.0 out of 5 average rating, 19 reviews
Superhost
Home in Pine Plains
Designer Lakefront house, a hiking-ski retreat.
Oct. 7 – 14
$308 CAD per night
4.73 out of 5 average rating, 74 reviews
Guest favourite
Home in Canaan
Secluded Mountain Top Lake View in Canaan, NY
Oct. 8 – 15
$503 CAD per night
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Hillsdale
Lakefront close to ski & shopping
Oct. 10 – 17
$920 CAD per night
5.0 out of 5 average rating, 32 reviews
Guest favourite
Home in Athens
Lakefront Winter Oasis. Ski, Shop/Relax by firepit
Oct. 2 – 9
$739 CAD per night
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Great Barrington
Big and Cozy, Close to Ski!
Jan. 5 – 12
$414 CAD per night
5.0 out of 5 average rating, 33 reviews
Guest favourite
Home in Athens
Private Lake House Surrounded by Nature
May 11 – 18
$938 CAD per night
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Athens
Lakeside with beach, Activites and more !
Mar. 18 – 25
$802 CAD per night
4.96 out of 5 average rating, 45 reviews

Cottage rentals with a kayak

Guest favourite
Cottage in Ancram
Warmer Temps & Special Rates-Now Is the Time To Go
Feb. 4 – 11
$322 CAD per night
4.99 out of 5 average rating, 165 reviews
Guest favourite
Cottage in Red Hook
Goose Landing Cottage by the lake with NEW Hot Tub
Jan. 18 – 25
$351 CAD per night
4.92 out of 5 average rating, 319 reviews
Superhost
Cottage in Canaan
Plan your Berkshires by the lake
Apr. 1 – 8
$322 CAD per night
4.9 out of 5 average rating, 125 reviews
Guest favourite
Cottage in Niverville
Huge Lakefront, Cozy Private Cottage in Upstate NY
Sep. 18 – 25
$412 CAD per night
5.0 out of 5 average rating, 18 reviews
Guest favourite
Cottage in Copake
Modern Mid-Century Cottage - Close to ski resorts!
May 1 – 8
$371 CAD per night
4.88 out of 5 average rating, 50 reviews
Superhost
Cottage in Craryville
Fun Getaway Lakehouse in the Hudson Valley
Sep. 11 – 18
$619 CAD per night
4.81 out of 5 average rating, 27 reviews
Guest favourite
Cottage in Livingston
Waterlily Lakehouse - Modern + Cozy + Fireplace
Jul. 17 – 24
$1,015 CAD per night
4.97 out of 5 average rating, 33 reviews
Superhost
Cottage in Valatie
Hudson Lake Resort: MV Buren Cottage III
Apr. 25 – May 2
$296 CAD per night
4.87 out of 5 average rating, 47 reviews
Superhost
Cottage in Athens
Charming Lakefront Retreat for Large Groups
May 14 – 21
$683 CAD per night
4.84 out of 5 average rating, 25 reviews
Cottage in Craryville
Oriole Cottage @Copake Lake:Kayaks+Canoe
Mar. 9 – 16
$470 CAD per night
4.8 out of 5 average rating, 123 reviews
Cottage in Copake
Lakefront Retreat on Robinson Pond
Mar. 12 – 19
$752 CAD per night
4.82 out of 5 average rating, 45 reviews
Cottage in Athens
Lakefront 4BR, 3 bath, Sauna, Fireplace, game room
Dec. 17 – 24
$606 CAD per night
4.55 out of 5 average rating, 51 reviews

Cabin rentals with a kayak

Guest favourite
Cabin in Athens
Lakefront | Mountains | Family | Peaceful | Ski
May 5 – 12
$572 CAD per night
4.94 out of 5 average rating, 36 reviews
Guest favourite
Cabin in Hillsdale
Modern hilltop chalet-style cabin @ Copake Lake
Apr. 29 – May 6
$451 CAD per night
4.97 out of 5 average rating, 29 reviews
Superhost
Cabin in Hillsdale
Cozy Yellow Cabin at the Lake
Mar. 12 – 19
$338 CAD per night
4.88 out of 5 average rating, 8 reviews
Guest favourite
Cabin in Ghent
Country Retreat
Jun. 6 – 13
$730 CAD per night
5.0 out of 5 average rating, 42 reviews
Guest favourite
Cabin in Athens
Charming Lakefront Cabin with Hot Tub
Feb. 5 – 12
$469 CAD per night
4.98 out of 5 average rating, 48 reviews
Guest favourite
Cabin in Coxsackie
Relaxing Home on Sleepy Hollow Lake
May 8 – 15
$680 CAD per night
5.0 out of 5 average rating, 6 reviews
Cabin in Athens
Lakefront Athens Getaway w/ Stunning Views!
Jan. 27 – Feb. 3
$1,029 CAD per night
4.64 out of 5 average rating, 11 reviews
Cabin in Athens
Luxurious Lake House in Upstate New York
Jul. 14 – 21
$1,548 CAD per night
5.0 out of 5 average rating, 6 reviews

Destinations to explore