Vacation rentals with a kayak in Chautauqua County

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Top-rated kayak rentals in Chautauqua County

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Guest favorite

Home in Ashville

5 out of 5 average rating, 47 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!

Guest favorite

Home in Irving

4.99 out of 5 average rating, 197 reviews

Lotus Bay Cabin - Autumn Oasis!

*In-ground pool & attached spa open until 12/1/2024* *8-person, stand alone hot-tub thereafter* Autumn, winter is that you? Sipping a drink in the always heated in-ground pool & spa (through 12/1), preparing meals in the fully stocked kitchen, movies on the oversized sectional, a book under the pergola, bomb-fires, strolls down for sunsets & sea glass hunting at the neighborhood-only private beach! You simply can’t go wrong. Lake Erie Wine Country, Buffalo, Niagara Falls all within reach.

Guest favorite

Cottage in Cassadaga

4.98 out of 5 average rating, 43 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 favorite

Home in Mayville

5 out of 5 average rating, 36 reviews

Casa Andante - Lakefront Escape

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!

Guest favorite

Cottage in Ashville

4.95 out of 5 average rating, 134 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

Home in Bemus Point

4.92 out of 5 average rating, 36 reviews

Updated lakefront summer cottage Bemus Point

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

Cabin in Bemus Point

4.96 out of 5 average rating, 27 reviews

Cozy lakefront cabin with new dock + fire pit

Beautiful Chautaqua 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.

Guest favorite

Home in Cassadaga

5 out of 5 average rating, 63 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

Cottage in Findley Lake

4.87 out of 5 average rating, 164 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

Guest favorite

Rental unit in Westfield

4.95 out of 5 average rating, 77 reviews

Sally's Barcelona Getaway (Beach Suite)

Take it easy at this unique and tranquil getaway. This cozy nautical themed apartment has been recently updated with new appliances, carpet, flooring, and furniture. The open space offers a kitchen with plenty of room to cook. There is an oversized deck with plenty of room for guests. There is a shared fire pit to use with plenty of seating. The two bedroom can accommodate four guests with plenty of room to unpack and relax! We also have a golf cart, canoe, and kayak rentals.

Guest favorite

Cottage in Findley Lake

4.98 out of 5 average rating, 101 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 pull-out sofa bed. 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 favorite

Home in Bemus Point

4.96 out of 5 average rating, 25 reviews

Modern Lake House

Enjoy our gorgeous lake-view home that will leave you absolutely blown away! The house is turn-key modern and finished with high-end appliances, furniture, and so much more. It is an excellent location to get away from the stresses of daily life and enjoy beautiful Chautauqua Lake access, Bemus Point, and the spectacular surrounding area. The front porch is a wonderful place to relax, listen to music, enjoy the company of others, and take in the views of the lake.