
Holiday houses in Lakewood
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Top-rated holiday rentals in Lakewood
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Rest and relax in cozy cabin close to lake!
Enjoy a peaceful stay in this cozy cabin on a quiet dead end street. With Snug Harbor Marina just a few minute walk down the street, Chautauqua Lake is right at your fingertips! Enjoy cooking outdoors with the BBQ grill, or make use of the full indoor kitchen. Create memories with the family while roasting s'mores around the gas fire pit and snuggling up with one of the board games provided. Snowmobilers can access the trail a couple miles away by road or by trailering to the Mayville Town Park.
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Barndominium 132
Welcome to your mini vacation or getaway in this modern, newly constructed apartment! This cozy & stylish space is perfect for up to four people, with 2 bedrooms one being on the 1st floor each featuring a queen bed, ensuring a good nights sleep for everyone. The apartment also features a modern kitchen w/ all the amenities, WIFI & TV's included, you will never miss your favorite shows or miss an email. Off street parking, private patio, bath & laundry conveniently on the main floor.
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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
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Lovely 2 bedroom 1 bath country cottage on 5 acres
LOCATION LOCATION LOCATION... This cozy home is close to everything. Located just 2.5 miles from Chautauqua Lake, 10 miles from The Chautauqua Institution, 19 miles from skiing this is the perfect place. THE SPACE... First floor laundry, full kitchen, large screen tv featuring YouTube TV, gas grill and much more. Everything you need to feel at home. NOTE: THERE IS ROOM FOR 4 TO SLEEP, FEATURING TWO QUEEN BEDS AND A LARGE STANDARD (non pullout) COUCH TO SLEEP ON. NO GARAGE ACCESS
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Cozy Boutique Stay Steps from Chautauqua Lake
Make yourself at home. Unwind & be sure to enjoy the porch, an outdoor fire, take a walk to enjoy the lake views. Enjoy a record player, hand selected books, games, upscale coffee, & cozy nooks. This space features vintage wares and fun items collected on our travels. You will sink into comfy beds while sleeping soundly surrounded in quality linens. Vintage table fans are in each bedroom, and you will enjoy a rainfall shower with luxury amenities. Truly a one of a kind experience!
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Little Blue on the Lake!
Relax on the lake with Little Blue! Our little Chautauqua Lake home is fun and relaxing for the whole family! This clean and well appointed home features everything you’ll need for fun, relaxation and making memories! Inside you’ll find comfort all around! High-end furnishings, 3 bunkhouse style bedrooms with sleeping for 8 with comfortable linens, a wonderful fully stocked kitchen with everything you’ll need for your stay! Oh, and there's a dock so bring your boat!!
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Spacious Cottage With Lake View
Welcome to our lake house on the one and only Chautauqua Lake! Many of the reviews for this listing can speak for themselves - in short, you are guaranteed a cozy, lakefront experience perfect for travelers traveling in small or large groups. The house is located walking distance to the town’s main road with convenience stores, shopping, coffee shops, restaurants, local mall, parks, etc. The sunrise and sunset views from the back windows will leave you breath taken!
LocationFamilyCleanliness

Thurston Terrace Apartment in Downtown Jamestown
Our 19th-century row house apartment has been thoughtfully designed to provide a comfortable stay and authentic local experience on your next visit to Jamestown. Perfectly located in the heart of downtown Jamestown, you can easily walk to excellent restaurants, pubs, and boutique shops, including a café and beer + wine lounge right downstairs. Explore the National Comedy Center, visit the Lucille Ball Desi Arnaz Museum, and head to Chautauqua Lake for scenic walks.
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Relaxing Waterfront Retreat
Enjoy your stay at this cozy cottage on Goose Creek, connected to beautiful Chautauqua Lake. The location in Ashville, NY is just a 13 minute drive to Chautauqua Institution and the National Comedy Center. Go fishing out back or take a waterfront walk through this lovely, quiet neighborhood to Loomis Park (pavilion, tennis/basketball/volleyball courts, soccer fields, playground). A queen bed and queen sleeper sofa will comfortable sleep 4 adults or a small family.
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Palli's Place LLC - Cozy Retreat
Relax and recharge at this spacious 3-bedroom, 2.5-bath home near the lake. Perfect for families and groups, it features a fully equipped kitchen, cozy living spaces, and peaceful bedrooms to ensure a comfortable stay. Enjoy your mornings with coffee in the sunroom or sitting by the fireplace. Pallis Place is the perfect mix of comfort and convenience, offering a serene getaway for making lasting memories. Book your stay and feel right at home at Pallis Place!
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Chautauqua Lake-View, 2BR Apt w/Full Kitchen
Our fully furnished, family & dog friendly, lake view apartment is waiting for you. Come enjoy lake views, garden walks, and our open concept, eco living space. The apartment is situated on a quiet street perfect for dog walks & bike rides and conveniently close to restaurants, the highway, and nearby tourist destinations. We will try our best to accommodate reasonable early check ins when requested, dependent on our full-time work schedules.
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Chautauqua Lakehouse with a picturesque view
Tastefully decorated with lake charm. Minutes from Bemus Point and Downtown Jamestown. Across the lake from Lakewood and the new Chautauqua Harbor Hotel. A short drive to the Chautauqua Institute. Enjoy morning coffee and evening drinks on the front porch. Also a nice winter getaway. On the snowmobile trail. Holiday Valley Ski Resort -40 miles Peak &Peak Ski Resort - 30 miles Cockaigne Ski Resort - 18 miles Salamanca Casino - 35 miles
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Popular amenities for Lakewood holiday rentals
Other great holiday rentals in Lakewood

Modern Creekside Lakehouse
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Private dock, quiet neighborhood, comfy canal home
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Near Chautauqua Lake! Lakewood Cottage w/ Yard
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The Refined Retreat
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Ember & Shore
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Red Roof Bungalow
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The Chadakoin House
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Sunset Haven at Chautauqua Lake
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Destinations to explore
- New York City Holiday rentals
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- Presque Isle State Park
- Allegheny National Forest
- Holiday Valley Ski Resort
- Peek'n Peak Resort
- Waldameer & Water World
- Allegany State Park
- Splash Lagoon
- Kinzua Bridge State Park
- Kissing Bridge
- Ellicottville Brewing Company
- Holimont Ski Club
- Lucille Ball Desi Arnaz Museum
- National Comedy Center
- Midway State Park
- Bicentennial Tower
- Evangola State Park
- Lake Erie State Park
- Zippo & Case Museum/Visitor Center





