Holiday rentals with a kayak in Chautauqua County

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.

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!

Blue Canoe/Upscale Lake Cottage/Chautauqua

Welcome to Blue Canoe Lake Cottage on Cassadaga Lakes! Brand new EVERYTHING!!! This upscale cottage oasis sits right on the waters edge with 125ft of private waterfront and a gated covered deck overlooking the lake. This incredible renovated space is light filled and very bright with lots of high-end details and amenities. Luxury on the Lake! 2 adult kayaks, 2 child kayak, 2 paddle boards, 4 cruiser bikes, pedal boat, fire pit, propane grill. Recommended for 4 Adults MAX. Dog Friendly!

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.

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.

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.

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.

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).

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