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Vacation rentals with a kayak in Chautauqua Lake

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Top-rated kayak rentals in Chautauqua Lake

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Top guest favorite
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, 118 reviews

Forest Retreat, ride snowmobiles from the house.

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.

Guest favorite
A second-story porch extends across the front of the cottage, featuring wooden railings and ample seating. A gas grill is positioned nearby, with views of the surrounding greenery and lakefront. The area beneath is landscaped with stones and grass, providing a natural setting.
Cottage in Dewittville
4.95 out of 5 average rating, 37 reviews

Lakefront w Dock-Pets OK-Amazing Views-Large Deck

Take a break and unwind at this peaceful, lakefront oasis surrounded by mature trees. The second story porch offers plenty of room for outdoor dining with views of some of the best sunsets on Chautauqua Lake. You'll enjoy close to 100' of lakefront on Tinkertown Bay directly across from Chautauqua Institution. Bring your boat along to our dock (shared with neighbors) or roast some s'mores at the firepit next to the shore. Our dock will be removed 10/11/25 and is usually installed in early May

Guest favorite
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!

Guest favorite
An outdoor dining table is set for a meal, featuring a neutral table runner and decorative elements. Nearby, a grill is visible, with lake views stretching into the distance. Adirondack chairs are positioned on the lawn, facing the water.
Home in Mayville
5 out of 5 average rating, 44 reviews

Casa Andante - Lakefront Getaway

Getaway to Chautauqua Lake year round! Perfect for families and friends to retreat to an idyllic lakefront home. Featuring a large open kitchen with beautiful lake views, patio with outdoor kitchen, fire-pit, 76' of lakefront, and ample gathering space to create memories. Pass time on the lake, visit the infamous Chautauqua Institution, enjoy a front row seat to the beautiful fall foliage, spend the day visiting Peek'n Peak, or snowmobile on the local trails. There is something for everyone!

Top guest favorite
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 favorite
The cottage is displayed alongside a private dock, featuring wood decking that extends toward the water. Sunlight brightens the exterior, highlighting a charming structure with a peaked roof and multiple windows. A flag stands proudly nearby, indicating a welcoming atmosphere.
Cottage in Asheville
4.87 out of 5 average rating, 54 reviews

Cozy 2 Bedroom Cottage CanalSide with private dock

Have fun with family and friends at this stylish cottage. Full kitchen, living room and sunroom to enjoy your morning coffee and beautiful sunsets of Chautauqua Lake. Steps away is a deck to kick back. For added convenience, dock your boat at the cottage, too! Includes 2 kayaks and paddles for your use. Top your day off with a BBQ and relaxing fire. Sleeps 6. Pull out sofa, bathroom and laundry on main level. Kids park/field across the street. Minutes away from shopping and attractions.

Guest favorite
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 favorite
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.

Guest favorite
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 favorite
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

Top guest favorite
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).

Guest favorite
A charming lake house is set among greenery, featuring a large front deck with seating and flower pots. The blue exterior is complemented by a sloped roof and multiple windows, inviting natural light into the cozy interior. The well-maintained lawn enhances the welcoming atmosphere.
Cottage in Findley Lake
4.87 out of 5 average rating, 195 reviews

Just another day in paradise

Just another day in paradise Offers a family lake house with a great sunset. Has a large front deck that over looks the lake with gas grill. Large dock with a great swimming area, out door patio with brick fire pit. This cottage has a equipped kitchen with a stove , refrigerator with ice maker , microwave, and dish washer. Only 5 mins from here is peek n peak ski resort . Also located on chautauqua snowmobile trails . Many wineries . 25.00 per stay per dog...... no cats allowed

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