Vacation rentals in Lakewood

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Top-rated vacation rentals in Lakewood

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Top guest favorite

A wooden dock extends into a calm waterway, surrounded by lush green trees. A covered boat rests at the dock, with the reflective water creating a serene atmosphere. Tall grasses border the dock, enhancing the natural setting of the area.

Cottage in Asheville

4.99 out of 5 average rating, 72 reviews

Sweet Cottage Suite

Sweet cottage suite! Artist, writer, fisherman... a cozy winter retreat! Tuck away on quiet Goose Creek near the mouth of Chautauqua Lake. 5G internet with smart TV. Sit at the high lakeside table and enjoy the peaceful view of the creek and sanctuary directly outside of the windows. Two brand new memory foam mattresses will have you sleeping comfortably and waking up well rested. Separate room heat settings will keep the temperature wherever you need it. (I-86 8 minutes, Wegmans 11 minutes)

Guest favorite

The living area features two sofas and a coffee table with magazines atop it. A wall-mounted television is present alongside a bookshelf filled with books. Windows are adorned with curtains, allowing natural light to enter. A small desk is positioned near a map of the United States.

Apartment in Jamestown

4.88 out of 5 average rating, 272 reviews

Cheby Manor - 1 Bedroom Apartment Kitchen/Bath

1 bedroom apartment on 1st floor with full kitchen and bath. Queen bed & sleeper sofa to accommodate up to 4. Walking distance to Downtown Jamestown. Available short term or discounted weekly/monthly rates. Pets welcome with a fee, see 'other notes'. Free street parking. There are residents living in other apartments in the building, all friendly and quiet. The building is over 100 years old so it's not modern or fancy, just comfortable and affordable if that's what you're looking for.

Top guest favorite

The exterior of the apartment showcases a covered patio with comfortable seating arrangements, designed for relaxation. A pathway lined with stones leads to the grassy area, and trees provide a backdrop, enhancing the tranquil outdoor setting.

Barn in Jamestown

4.96 out of 5 average rating, 84 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.

Superhost

A wooden back deck provides seating options, including a glass-topped table and several chairs, with ample space for relaxation. Surrounding greenery and trees offer shade, while a view of the lake is visible in the background, completing the serene outdoor atmosphere.

Home in Jamestown

4.84 out of 5 average rating, 114 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

A welcoming living space features a large screen TV mounted on a pale wall, surrounded by a black entertainment unit. A cozy couch with patterned throw pillows faces the TV, while warm wood flooring adds a homey touch. A door leads to the entrance.

Home in Asheville

5 out of 5 average rating, 98 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

Top guest favorite

Home in Asheville

5 out of 5 average rating, 18 reviews

Seren Cottage – Cozy Retreat w/ Fire Pit

Wake up to the calm of Chautauqua Lake at Seren Cottage — your cozy retreat in Ashville, NY. Just minutes from the water, our cottage blends lake charm with modern comforts. Sip coffee on the porch, spend the day boating, exploring trails, or visiting Chautauqua Institution, then gather around the fire pit under a blanket of stars. Whether you’re here for a romantic weekend, a family getaway, or a peaceful work-from-lake retreat, Seren Cottage sets the scene for memories made easy.

Top guest favorite

A cottage with a green exterior and an orange metal roof is set on a grassy lot. A wooden porch extends from the front, offering shaded seating amidst landscaped flower beds. The background features a bright blue sky dotted with white clouds, enhancing the peaceful outdoor setting.

Home in Asheville

5 out of 5 average rating, 31 reviews

Copper Top - Chautauqua Lake

A perfect getaway to escape the hustle and bustle of daily living. The Copper Top cottage is located on the canal side of Lakeside Drive in Busti, NY. This one bedroom/1 bathroom home features plenty of open space, both indoors and out, to relax and refresh! Also includes a full kitchen with all of the amenities of home. Enjoy all that Chautauqua Lake has to offer, including restaurants, water activities, shopping, hiking and the Chautauqua Institution, to name a few.

Top guest favorite

A spacious living area is presented, featuring comfortable seating options including a sofa and two armchairs. A television is mounted on the wall, and a lighted floor lamp adds warmth. Large windows allow natural light to illuminate the space, enhancing the cozy atmosphere.

Apartment in Jamestown

4.95 out of 5 average rating, 299 reviews

Fluvanna Grocery, 2 BR Private Apt, 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.

Top guest favorite

A charming cabin is set in a wooded landscape, featuring a red metal roof and large glass doors that open to a deck area. Two Adirondack chairs surround a fire pit on a gravel base, inviting relaxation amidst nature.

Cabin in Russell

4.98 out of 5 average rating, 102 reviews

Secluded Egypt Hollow Cabin

Escape to a serene cabin near the Allegheny National Forest in Russell NWPA. Perfect for travelers and couples seeking a relaxing getaway surrounded by nature. 1 Bed. 1 Bath. Private Cabin Enjoy a stream, fire pit, and private driveway. Explore hiking, biking, and all types of boating nearby. Enjoy local businesses downtown Warren. Host available for questions and recommendations. Book your getaway now!

Top guest favorite

Loft in Jamestown

5 out of 5 average rating, 258 reviews

Vintage Trolley Station Now Industrial Style Loft

Enjoy a piece of history when you stay in our former trolley station that has been converted into an industrial style loft. Just outside the city limits in a country setting but close to the hospital, local bars/restaurants and the comedy center. The lower portion of the building features a quaint gift shop and across the street is a farm stand with locally grown food.

Guest favorite

A compact dining area features a table with two chairs, positioned beneath a mirror. A sliding glass door opens to views of the grassy yard. Light, neutral walls create a calm setting, while wooden flooring adds warmth to the space.

Cottage in Lakewood

4.9 out of 5 average rating, 227 reviews

Studio Apartment on the Lake

This lakefront lot used to have a small cottage and detached garage. The cottage was removed and the garage converted into a studio apartment. This conversion has resulted in the perfect little studio that is modern and comfortable. Combine this unique cozy space with the grassy lot and a pebble beach at the lake's edge - and you have a serene retreat.

Top guest favorite

A light-filled living area showcases large windows with lake views. A cozy, elegant loveseat and two tufted armchairs frame a wooden coffee table, positioned on a soft area rug. A potted plant adds a touch of greenery near the open door leading to the outdoor space.

Home in Jamestown

4.99 out of 5 average rating, 128 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.