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Holiday rentals with a kayak in Chautauqua Lake

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Chautauqua Lake

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

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Top guest favourite
The cabin's exterior is illuminated at dusk, reflecting beautifully on the calm surface of the pond. Surrounding tall trees offer a natural backdrop, enhancing the serene atmosphere of the retreat.
Home in Gerry
4.96 out of 5 average rating, 115 reviews

Forest Retreat, 23 miles to Chautauqua Lake.

Welcome to Forest Retreat! We are nestled in the hills of Western New York, 23 miles to Chautauqua Lake and 14 miles to Lily Dale. This unique home is near several wedding venues and the Earl Cardot Overland Trail, which is surrounded by 2,300 acres of state forest. We are located between 2 local ski resorts, and only 87 miles south of Niagara Falls State park. Relax by the fire, kayak, or fish in the 2 acre pond and just enjoy the scenery. We do require a signed waiver to utilize the pond.

Top guest favourite
A calm lake scene is captured with clear blue skies and fluffy white clouds reflecting on the water's surface. The shoreline is lined with trees, creating a peaceful backdrop for boats gently bobbing on the water.
Holiday home in Asheville
5 out of 5 average rating, 49 reviews

Hidden Gem 2 on the Canal

Spacious house right on the canal that leads to Lake Chatauqua with a beautiful sun porch to enjoy your morning coffee, soak in the stars at the fire pit! Use the private boardwalk to tie off your boat. Relax and read a book on the back patio, kayak or fish the canal, this place is truly paradise! One block away from the playground, and a five-to-ten-minute drive to everything...stores, restaurants, ice cream shops, miniature golf, Chatauqua Institute and much more. You won't be disappointed

Top guest favourite
A lakeside cottage is nestled among lush greenery, featuring a spacious deck with outdoor seating. Kayaks are visible on the shoreline, and a wooden dock extends over the calm water, reflecting the home and surrounding trees.
Cottage in Cassadaga
4.98 out of 5 average rating, 56 reviews

Lakeside Retreat - The Dragonfly Inn & Resort

Relax at my Four-Season lakeside retreat. This family friendly cottage features a spacious loft area with half bath and master bedrooms and bathrooms on the first and lower levels. The first level has a spacious open floor plan with full kitchen, dining area and living room that features spectacular lake views. The lower level amenities include a media/gaming room, recreation room w/coffee bar & laundry. Enjoy the scenery from an expansive deck & patio and swim from your own personal beach.

Guest favourite
A hot tub is situated in a serene outdoor setting, with clear water reflecting the surrounding greenery. A wooden sauna cabin is visible nearby, featuring a large glass door that allows for natural light. Lush grass and trees frame the area, enhancing the peaceful ambiance.
Cabin in Mayville
5 out of 5 average rating, 5 reviews

The Lake Cabin in the Woods!

Immerse yourself in tranquility at this getaway amidst the woods. Located just a short drive from the renowned Chautauqua Institution (4mins), this location offers an idyllic setting by the lake. The cabin has ample outdoor green space, complemented by a tennis court right behind it. It’s just a 5 min walk to the lake and grants you access to the best boat launch in Chautauqua County, a nature trail that is shared by the community and amazing hottub and infrared sauna! This is the sanctuary!

Top guest favourite
The image captures a serene lake view with grassy expanses leading to the water's edge. Two docks are visible in the distance, accommodating boats. A bright red kayak rests on the grass, inviting outdoor activities. The surrounding landscape features lush greenery and gentle hills.
Cottage in Asheville
4.95 out of 5 average rating, 160 reviews

Cozy lake property get away

Small cottage ( app. 400 sq ft ) on large lake front parcel. The rental is the rear cottage with very nice lake front view, quiet neighborhood and large yard. Two miles to Bemus point where there are several restaurants and a grocery store. Chautauqua county voted best small golf town by golf digest. National comedy center in Jamestown. Boat rentals near by. Guests have outdoor dining area and a fire pit. There is a large supply of fire wood also. Chautauqua institution 7 minutes.

Guest favourite
A serene hot tub sits in a snowy landscape, steam rising gently as the sun sets over distant hills. The surrounding area is blanketed in fresh snow, with silhouettes of trees visible in the background.
Chalet in Little Valley
4.87 out of 5 average rating, 171 reviews

Privacy on the Mountain, Ellicottville.

62 acres of secluded bliss high in the hills of Ellicottville w/therapeutic views across the valley. Swim in the sparkling spring-fed pond, mountain bike, hike or cross country ski through the private wooded groomed trails. Enjoy the sparkling night stars from the hot tub and kick back with friends at a bonfire. Forget the stress of traditional vacationing, restaurant reviews, & tourist traps. Recharge your battery & enjoy the freedom to reconnect with what and who makes you the happiest.

Guest favourite
The cabin is set against a lush green lawn, showcasing a spacious yard. The exterior features dark wooden siding and large windows, providing a welcoming view. A picnic table is positioned nearby, inviting outdoor gatherings. The area is surrounded by trees, adding to the natural ambiance.
Cabin in Bemus Point
4.95 out of 5 average rating, 41 reviews

Cozy lakefront cabin with new dock + fire pit

Beautiful Chautauqua lakefront cabin in Bemus Point with large yard, beautiful lake views, big trees and a brand new private dock! Renovated in ‘22 with a brand new bathroom, stainless steel kitchen appliances including a double oven, quartz countertops, new carpet in all bedrooms, new washer & dryer, water filtration system including reverse osmosis tap (same as bottled water) and stone fire pit. Ideal setting for a family vacation any time of year to relax and make memories together.

Top guest favourite
The exterior view of the renovated home showcases a covered patio area, furnished with seating and a picnic table. Surrounding greenery enhances the setting, and nearby residential homes are visible in the background. A spacious lawn adds to the inviting atmosphere.
Home in Bemus Point
4.94 out of 5 average rating, 48 reviews

Updated cottage with new dock and air

Welcome to Heron's Rest located on the water in Bemus Point. Every bedroom has lake views. Whether you are in the front yard or the back you are looking at water. Private dock. Bemus Point (downtown) is walking distance (1 mile) to restaurants, antique shops, playground, golf course, etc. Visit Peek n Peak, 25 minutes from our home where you can use the adventure park (zip lines, ropes course), spa, downhill ski or tube. Highest speed WIFI available - 70Mbps download speed.

Top guest favourite
A charming cottage is visible by the lake, featuring a stone exterior and a gabled roof. Large windows allow natural light to enter, while a small patio with seating is situated under a red canopy. Surrounding trees enhance the natural setting.
Cottage in Findley Lake
4.98 out of 5 average rating, 121 reviews

Hidden Cove

Beautiful lakefront cottage on Findley Lake. Completely remodeled cozy one-bedroom cottage with two docks, 150 ft. of lake frontage, and boathouse. Tucked away on a quaint woodsy lot, you can enjoy breathtaking sunsets while relaxing around the firepit. Hidden Cove offers a one bedroom with a queen mattress and futon in the living room. The kitchen is fully stocked. Just a few miles from Peak n' Peek resort where you can enjoy skiing, cycling, ziplining, segway tours, and restaurants.

Top guest favourite
A charming cottage features a blue deck, with various seating options including adirondack chairs and a barbecue grill. Sunlight filters through the awning, illuminating the exterior with a soft glow. Green siding complements the surrounding natural landscape.
Cottage in Asheville
5 out of 5 average rating, 32 reviews

Creekside Cottage w/Dock, Kayaks/Canoe, & Hot Tub

Welcome to Goose Creek on Chautauqua Lake!! This 3 bed, 1 bath, fully equipped cottage on the creek serves as a peaceful getaway or fishing trip. Kayak the calm waters of the creek and enjoy the wildlife along the nature preserve. Fish right from the dock! Just a short paddle or boat ride around the corner and you can watch the sunset out on the lake. In the evening, enjoy a soak in the hot tub and good times around the firepit. Dock your shallow water boat for easy lake access

Guest favourite
A charming cottage is depicted with a metal roof and an American flag waving at the front. Two blue chairs are positioned on the patio, overlooking a grassy area leading to the lake, where an orange kayak is secured at the dock.
Cottage in Cassadaga
4.95 out of 5 average rating, 141 reviews

Lakefront Sunset Getaway on Cassadaga Lake

Welcome to the Cottage! This cottage sits directly on Cassadaga Lake where you can enjoy beautiful sunsets every night from the concrete patio or from the couch. Feel free to go kayaking, fishing, or swimming directly from the dock or shoreline. Perfect for anyone who wants to enjoy lake life for the weekend, week, or month! *NEW* 2 kayaks are available for free use during your stay. No gatherings, events, and/or parties larger than your reservation. Free parking up to 2 cars.

Top guest favourite
A modern lake house is nestled among tall trees, featuring a spacious porch overlooking the water. The exterior combines dark siding with stone accents, and a small beach area is visible at the shoreline, complemented by a few outdoor chairs.
Home in Cassadaga
5 out of 5 average rating, 87 reviews

Kingfisher Point: Beautiful New Lakeside Home

This stylish new lake house was completed in September of 2022, and we are excited to open it to visitors to the Cassadaga Lake. Our home on Cassadaga Lake rests among the trees of an old growth forest adjacent to protected wetlands. Guests can enjoy the sun setting over the lake each evening from one of two porches facing the lake, or from the kayaks that are available to guests. And yes, Kingfishers are frequent visitors to the lakes as well! (No smoking and no pets allowed).

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