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, 42 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

Cottage in Cassadaga

5 out of 5 average rating, 40 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, 32 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, 129 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

4.91 out of 5 average rating, 32 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, 25 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, 58 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

Rental unit in Westfield

4.94 out of 5 average rating, 71 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 Mayville

4.96 out of 5 average rating, 26 reviews

LAKE Getaway w GREAT VIEWS + dock+ fire pit + BBQ

This charming clean cottage is only footsteps away from the Chautauqua lake and your private dock. This vacation rental is comfortable for 4 -6 guests and pets or as a Home-Office. You will enjoy the sunrise with your morning coffee. Observe birds, enjoy fishing, swim, kayak or stoke up the fire pit. It is your time to relax because the cottage is close to the marina, restaurants, shops, markets, ice-cream bar, Chautauqua institution, national comedy center and the Putt putt.

Guest favorite

Home in Bemus Point

4.95 out of 5 average rating, 21 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.

Guest favorite

Cottage in Findley Lake

4.9 out of 5 average rating, 134 reviews

Sunny Side Up

Sunnyside Up is a charming refurbished, circa 1900 cottage with three bedrooms, and a sun porch which offers breathtaking views of the lake. The fully stocked kitchen is newly remodeled. The living room provides warmth and coziness with a gas fireplace. A few steps from the front door a new private dock for relaxing, boating, fishing and swimming. Backing up to the woods is a welcoming area with a brick fireplace and lot of seating to relax after a day of fun.

Guest favorite

Home in Irving

4.99 out of 5 average rating, 190 reviews

Lotus Bay Cabin - Autumn Oasis!

*In-ground pool & attached spa open until Dec 1st, 2024* Summer is that you? Sipping a beverage in the always heated in-ground pool & spa, preparing meals in the fully stocked kitchen, movies on the oversized sectional, reading a book under the pergola, bomb-fires, strolls down for beach days, 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.