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Holiday rentals with a kayak in Chautauqua Lake

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Top-rated Accommodation with a Kayak in Chautauqua Lake

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

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Top Guest favourite
A serene pond is surrounded by lush greenery, reflecting soft hues of pink and blue from the sky during twilight. Grasses and reeds frame the water, creating a peaceful natural environment that invites relaxation and contemplation.
Farm in Cattaraugus
4.97 out of 5 average rating, 100 reviews

fishing• fire pit•kids play area on quiet ranch

The perfect place to reconnect. A space for couples, families, or friends, this unique barn apartment offers a quiet hideaway. Set on 110 scenic acres of forest & pasture, an ideal spot for hiking, exploring &reconnecting. The property invites you to slow down unwind &take in the natural beauty of your surroundings. Fish, kayak or swim in private onsite pond and creek. Conveniently located: 12 Miles from Ellicottville 45 mins to Buffalo 1 hour & 15 min to Niagara Falls Accommodates 1–5 guests

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, 124 reviews

Forest Retreat, 90 miles to Niagara Falls.

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 two-story home is situated by the water, featuring a covered porch with seating and a dining area under a large umbrella. A private dock with Adirondack chairs extends into the lake, surrounded by lush greenery and a well-maintained lawn.
Home in Asheville
4.97 out of 5 average rating, 75 reviews

Lakefront Year-round Home w/Dock & Hot Tub

Eagles & herons & beavers- oh my! Adventure awaits your family at this three bedroom, two bath home directly on Chautauqua Lake. Embrace the adventures that the lake has to offer- boating, kayaking, fishing, swimming, exploring or just relaxing on your own dock. Our lakefront home sets 22 feet from the water! On our large deck, cook your catch on the grill, enjoy lakeside dining, pick out your rocking chair, start the camp fire for stargazing, or soak off your worries in the hot tub! Serenity!

Top Guest favourite
A charming off-grid cabin is seen nestled among tall trees, casting elongated shadows on the lush green lawn. Sunlight filters through the leaves, creating a warm glow around the cabin, which features a spacious deck and nearby red umbrella for outdoor relaxation.
Cabin in Dewittville
4.97 out of 5 average rating, 31 reviews

Cozy Off-Grid Cabin with generator & pond

Unplug and reconnect with nature at our cozy off-grid cabin, nestled in the woods - adjacent to nearly 1000 acres of state land - perfect for those seeking peace and adventure. This retreat runs on generator power and offers the simple pleasures of quiet mornings, star-filled nights, and nature outside your door. The cabin includes: • A comfortable queen bed & pull out sofa • A wood-burning stove for warmth and ambiance. • A propane stove, running hot water • No Wi-Fi, no distractions

Guest favourite
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, 51 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 favourite
Home in Irving
5 out of 5 average rating, 227 reviews

Lotus Bay Cabin- all seasons oasis

*8-person stand alone hot tub open Dec.-April* *In-ground pool with spill over hot tub & pool house open May 1st, 2026* Winter, Spring is that you? A drink in the above ground hot tub (or pool & hot tub), meals in the fully stocked kitchen, movies on the spacious sectional, reading in the sunroom, bomb-fires under the dark sky & gorgeous sunsets, walks and seasonal swimming along Lake Erie…simply cannot go wrong! Wine country, beaches, ski resorts, Buffalo & Niagara Falls all nearby

Guest favourite
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.

Top Guest favourite
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 partial 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.

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, 53 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 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
4.97 out of 5 average rating, 132 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.

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, 142 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 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
4.88 out of 5 average rating, 207 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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