Vacation rentals in Chautauqua Lake

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Top-rated vacation rentals in Chautauqua Lake

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Top guest favorite

Home in Gerry

4.96 out of 5 average rating, 101 reviews

Forest Retreat, 23 miles to Chautauqua Lake.

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 favorite

Tiny home in Cherry Creek

4.98 out of 5 average rating, 116 reviews

Tiny House, Private-Pool, Barn Game Room & More!

Lola’s Oasis is a hidden gem on beautiful grounds in a central location for hiking, wineries, water sports & more! The property has this Tiny house & several unique amenities private to yourselves; a Pool, pool house, Rustic Barn Bar & GameRoom. A pergola patio area w/bonfire, slate Bar & 2 charcoal grills. A hammock, swing & a small Orchard. Bikes available. It’s a central location- to Hike 5min,Lily Dale 20 mins, Jamestown 30min, Ellicottville 30mins, Lake Erie 20min & Buffalo/Niagara 50min

Top guest favorite

Cabin in Portland

4.98 out of 5 average rating, 105 reviews

The Fisherman's Cottage - a Lakeside Loft

A cozy retreat in the heart of the Lake Erie Wine Trail that comes with a complimentary wine tasting. This newly renovated 1950's fishing cabin boasts modern amenities to ensure your comfort while retaining hints of it's former purpose. Wake up each morning to take in the panoramic view of Lake Erie from the back deck. Enjoy sunset from the screened in porch while you listen to the waves below. The Fisherman's Cottage is perfect for a girl's weekend at the wineries or a romantic getaway.

Top guest favorite

Cottage in Cassadaga

4.99 out of 5 average rating, 117 reviews

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!

Top guest favorite

Cottage in Asheville

4.95 out of 5 average rating, 146 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.

Top guest favorite

Home in Findley Lake

4.98 out of 5 average rating, 325 reviews

Lake Front Home Near Peek'n Peak

Welcome to Captains' Quarters. Beautiful lake front home, literally on the water. Open and enclosed deck with incredible lake views. Large dock on the water, swimming ramp, fire pit, and outdoor dining space. Wood burning fireplace, perfect for winter fun. Enjoy all 4 seasons. Fishing, two kayaks and a paddle boat, and boat rental available during summer. Visit Peek n Peak, less than 10 minutes away, with golf, adventure park (zip lines, mini golf & ropes course), spa, downhill skiing.

Superhost

Home in Jamestown

4.85 out of 5 average rating, 107 reviews

Charming West Ellicott Cottage with Lake View

Nicely decorated with lake theme. Minutes from Lakewood, the Chautauqua Harbor Hotel, Bemus Point and Downtown Jamestown. New kitchen in June 2025. Back deck with spectacular lake views, and campfires in the back yard. National Comedy Center - 3 miles Southern Tier Brewery - 4.2 miles Ellicottville Brewing - 11 miles Lucille Ball House - .25 miles Chautauqua Institute - 14 miles Chautauqua Lake Pops- 18 miles Holiday Valley - 40 miles Peek & Peak - 18 miles Salamanca Casino - 35 miles

Top guest favorite

Cottage in Findley Lake

4.98 out of 5 average rating, 110 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.

Superhost

Home in Asheville

4.78 out of 5 average rating, 129 reviews

Wild life sanctuary W/ Hot tub, Dock, and Kayaks!

Located on the Goose creek wildlife preserve in Loomis Bay this is truly the sweet spot on Chautauqua lake. We are close to all the major attractions on the lake and minutes from the beautiful town of Lakewood and the Jamestown Comedy Center. We have a 40 ft dock with direct access to the lake with 3 kayaks to use. This is the perfect place to sit back and unwind in this natural paradise on the lake minutes away from Chautauqua counties major attractions.

Top guest favorite

Island in Cassadaga

4.99 out of 5 average rating, 301 reviews

Island Cabin - The Paddle Inn

Abundant privacy is yours at this Island paradise on beautiful Cassadaga Lakes. Accessible by an arched bridge or boat, the cottage is brand new inside and out, is environmentally friendly, provides endless outdoor adventure and a charming interior. Fish from the back deck, swim in crystal clear lake water, relax on the covered porch, and enjoy boundless nature literally at your fingertips, in this very unique setting.

Guest favorite

Guest suite in Bemus Point

4.98 out of 5 average rating, 100 reviews

The Suite at The Cottages

Pet Friendly! This unique place has a style all its own. We are located within walking distance to beautiful downtown Bemus Point, New York. Our cozy cottage is custom built by a local Amish crew. The interior and exterior are planked with regional wood, whitewashed for a true airy summer cottage feel. Our one of a kind space offers you a small space living experience while feeling bright, open and spacious.

Top guest favorite

Home in Jamestown

4.99 out of 5 average rating, 121 reviews

Cozy Lakefront Cottage

Enjoy and relax with the whole family at this peaceful place to stay. The Chautauqua lake is just a few steps from the backyard. Enjoy fishing, (ice fishing in the winter!) boating, bonfire, bbq, canoeing and breathtaking sunsets are not to be missed! This home is newly renovated and is located near all major shops and amenities. Free parking.