
Holiday rentals in Lakewood
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Top-rated holiday rentals in Lakewood
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Sunset Haven at Chautauqua Lake
Brand new 2025 built home , one minute walk from scenic Lake Chautauqua. Located near Lucille Ball Memorial Park (awesome kids playground) . Inside , you'll find : 2 spacious bedrooms with cozy queen size beds 1 fun bedroom featuring a twin over full bunk bed Family room with a futon that converts into a full size bed Two full bathrooms Open concept layout with modern finishes, a full kitchen, and plenty of natural light Double deck with tranquil views of the lake just beyond.
4.94 out of 5 average rating, 16 reviews
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.
4.97 out of 5 average rating, 125 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
4.84 out of 5 average rating, 134 reviews
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
5.0 out of 5 average rating, 135 reviews
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!
5.0 out of 5 average rating, 40 reviews
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!
4.86 out of 5 average rating, 105 reviews
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.
4.97 out of 5 average rating, 486 reviews
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!
4.99 out of 5 average rating, 92 reviews
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.
4.95 out of 5 average rating, 365 reviews
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
4.88 out of 5 average rating, 206 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.
4.99 out of 5 average rating, 148 reviews
Cead Mile Failte- a hundred thousand welcomes!
Cozy lakehouse with 100 feet of lakefront. Enjoy this deck with covered gazebo and large fenced in side lot. Great for entertaining. Beautiful covered balcony upstairs overlooking the lake. Many amentities included, such as a private dock, gas grill, cornhole game, firepit and firewood. Pet friendly!!
4.98 out of 5 average rating, 176 reviewsPopular amenities for Lakewood holiday rentals
Other great holiday rentals in Lakewood

The Chadakoin House
5.0 out of 5 average rating, 28 reviews
Private dock, quiet neighborhood, comfy canal home
5.0 out of 5 average rating, 50 reviews
Cozy Westside 3 bedroom upper apartment
4.93 out of 5 average rating, 81 reviews
Modern Creekside Lakehouse
4.98 out of 5 average rating, 45 reviews
The Refined Retreat
4.9 out of 5 average rating, 20 reviews
Classic country home - Great for Gatherings!
4.96 out of 5 average rating, 72 reviews
Paradise on Venice - Chautauqua Lake
4.96 out of 5 average rating, 28 reviews
Downtown Bemus Retreat
5.0 out of 5 average rating, 7 reviewsDestinations to explore
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- Presque Isle State Park
- Holiday Valley Ski Resort
- Allegheny National Forest
- 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
- Lake Erie State Park
- Zippo & Case Museum/Visitor Center
- Evangola State Park





