Holiday houses in Ashville

A two-story home is situated by the water, featuring a covered porch with seating and a dining area under a large umbrella. A private dock with Adirondack chairs extends into the lake, surrounded by lush greenery and a well-maintained lawn.

4.97 out of 5 average rating, 73 reviews

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!

LocationFamilyParks

A view of the canal side features a circular stone fire pit surrounded by a gravel area. Wooden decking extends towards the water, where boats are moored. In the background, residential homes line the canal, under a sky filled with clouds.

5 out of 5 average rating, 41 reviews

Private dock, quiet neighborhood, comfy canal home

Relax with your family in our canal-side retreat, a 2-minute boat ride to the main lake. With spacious living areas, comfortable bedrooms, and several amenities, Pap's Place is your home away from home. No matter the season, our home and town have so much to offer! Winters don’t stop us— 30 minutes to Peek’n Peak, 60 minutes to Holiday Valley. Named in honor of Pap, a retired fireman who dedicated 40 years to serve his community, a portion of every booking goes towards the IAFF Foundation.

LocationFamilyLaundry

5 out of 5 average rating, 34 reviews

Quiet Escape, Peaceful Lake Glimpses

Wake up to the calm of Chautauqua Lake at Serenity 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, Serenity Cottage sets the scene for memories made easy.

ValueFamilyAmenities

4.87 out of 5 average rating, 54 reviews

The cottage is displayed alongside a private dock, featuring wood decking that extends toward the water. Sunlight brightens the exterior, highlighting a charming structure with a peaked roof and multiple windows. A flag stands proudly nearby, indicating a welcoming atmosphere.

Cottage in Asheville

Cozy 2 Bedroom Cottage CanalSide with private dock

Have fun with family and friends at this stylish cottage. Full kitchen, living room and sunroom to enjoy your morning coffee and beautiful sunsets of Chautauqua Lake. Steps away is a deck to kick back. For added convenience, dock your boat at the cottage, too! Includes 2 kayaks and paddles for your use. Top your day off with a BBQ and relaxing fire. Sleeps 6. Pull out sofa, bathroom and laundry on main level. Kids park/field across the street. Minutes away from shopping and attractions.

LocationValueWalkability

4.97 out of 5 average rating, 110 reviews

A spacious living area features a comfortable gray sofa with decorative pillows, positioned on a polished floor. A stylish area rug lies beneath, and a modern ceiling fan enhances airflow. A staircase leads to the loft bedroom, while the kitchen and dining area are visible in the background.

Barn in Jamestown

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.

FamilyLocationComfort

4.85 out of 5 average rating, 124 reviews

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

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

LocationValueCleanliness

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.

5 out of 5 average rating, 120 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

FamilyValueAmenities

A cozy living area is highlighted by a gray sofa and a striped armchair, facing a wooden coffee table. A soft area rug lies on the polished wooden floor. In the background, the kitchen is partially visible, featuring a white cabinet and a dining area with chairs.

5 out of 5 average rating, 28 reviews

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.

ValueLocationComfort

4.95 out of 5 average rating, 341 reviews

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

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.

ValueFamilyHiking

4.88 out of 5 average rating, 198 reviews

A charming ranch-style house is set against a bright blue sky, surrounded by well-maintained greenery and landscaped shrubs. A welcoming front porch features rocking chairs, and an American flag hangs proudly from the front. A gravel pathway leads to the entrance.

Home in Bemus Point

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

FamilyLocationKitchen

4.98 out of 5 average rating, 126 reviews

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

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!

ValueFamilySolo travel