Family-friendly holiday rentals in Jamestown

Waterview Apartment

This quiet retreat is a fully equipped apartment with two beautiful bedrooms.   Each bedroom has a queen bed with closet space for guest's belongings.  The living room has a pull out bed for extra guests.  Those traveling with children can feel free to request a pac n play.  There is access to wi-fi, a balcony for a view of the water, off street parking, and a washer/dryer.  Guests also have access to outdoor seating in the backyard for another water view and a place to enjoy the outdoors.

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.

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

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.

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.

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

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.

Quiet 1 bedroom cottage for a small family.

Make some memories at this unique and family-friendly place. We are located in Frewsburg, NY where it is a short distance drive for many local attractions like, Chautauaqua Lake, Cockaigne, Peek’n Peak, and many more. You can sit outside and enjoy a fire and quiet time. We have a full-size pull out couch to accommodate extra guests.

Lakefront Apt & boat slip, walk/boat/bike to Bemus

Lake Pines Loft private apartment was new in 2021. 1 Min. walk to private lakefront. Walk, or ride our included well-tuned classic bikes to Bemus. Take a quiet paddle in the canoe. Read, sunbathe, fish, or cocktail on a private dock, with mooring provided for your boat up to 25 ft. Private parking for 2 cars and a trailer.