Holiday rentals with a kayak in Chautauqua County

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.

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

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!

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!

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.

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

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.

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

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.