Family-friendly vacation rentals in Jamestown

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Top-rated family-friendly rentals in Jamestown

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

The cabin exterior features a rustic wooden structure with a welcoming entrance. A spacious deck with seating is visible, surrounded by lush greenery. A grill and prep area are set up near the entrance, providing an inviting spot for outdoor meals. A friendly pet can be seen nearby.

Tiny home in Machias

4.86 out of 5 average rating, 414 reviews

Lucky Day Cabin Ellicottville/Ashford 30 acres

Family built cabin on 30 acre country estate, just outside exciting year round resort village of Ellicottville. Perfect for nature lovers and outdoor enthusiasts, the cabin has all necessities, similar to a tiny house. Nestled near the gardens, and surrounded by quiet rolling hills. Enjoy with door step delivered breakfast, or book a guided hike with estate owner and learn about medicinal plants and flowers, the topography of the land and a farm fresh picnic lunch on the peninsula of our lake.

Top guest favorite

A serene exterior view of a renovated house with a wooden facade, surrounded by lush green grass. The spacious deck features red chairs and overlooks landscaped areas with various plants and flowers, all set against a misty, tranquil backdrop of trees.

Home in Titusville

5 out of 5 average rating, 143 reviews

Hotel Clarence

Completely renovated house converted to look like a vintage gas station on exterior. First floor has open living area/kitchen, with functional antique wood walk in cooler, 1/2 bath, bar and garage door which opens to deck. Many reclaimed materials used in construction including brick, doors for bar, etc. Upstairs was modeled after boutique hotel with king bed, full bath and picture window overlooking stocked pond and vintage fire truck. Garage portion not included, but could be available.

Guest favorite

A cozy living room features two grey sofas adorned with colorful cushions, complemented by a wooden coffee table. A decorative fireplace is centrally positioned against a green wall, while shelves holding books and art pieces are mounted beside it. Natural light is welcomed through large windows with patterned curtains.

Apartment in Jamestown

4.96 out of 5 average rating, 454 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.

Top guest favorite

A sitting area is present, featuring a light-colored sofa and two wooden chairs. Natural light enters through a window with light curtains, illuminating the space. Two lamps provide additional lighting. A television is positioned on a cabinet, and decorative items are arranged throughout.

Home in Dunkirk

4.96 out of 5 average rating, 261 reviews

"Close to the Lake" House

The home is located just two blocks from the beach, a short drive to the SUNY Fredonia campus and within the Chautauqua wine trail. You will find it is very clean, well maintained, well stocked and provides a private backyard with covered porch. This is a great location for anyone who wishes to visit the campus, enjoy Lake Erie, explore Chautauqua County or coming into town to visit family. Ideal for couples, solo adventurers, business travelers and families.

Superhost

A charming front porch is highlighted by white railings and steps leading to the entrance. An American flag gently waves, while vibrant yellow flowers border the space, adding a touch of color against the deep red facade of the house.

Guest suite in Spartansburg

4.85 out of 5 average rating, 151 reviews

Upstairs Loft on Main Street

In the midst of an Old-Order Amish settlement, stay upstairs in a modern loft with a queen-size bed, a double pull-out bed, full private bath, walk-in closet, dining area, and sitting room with access to a full kitchen on the first floor. Only a 2 1/2 hour drive to Niagara Falls, Pittsburgh, or Cleveland. Situated just up the street from downtown Spartansburg and Clear Lake, listen to the Amish buggies roll and experience real life in a small American town.

Guest favorite

A historical home is featured with a large, inviting porch framed by lush greenery and blooming flowers. The white railings and steps lead to the entrance, enhancing the welcoming ambiance of the property. Multiple windows allow natural light to brighten the exterior.

Apartment in Fredonia

4.94 out of 5 average rating, 436 reviews

Spacious Apartment in Historic Fredonia

This 2-bedroom, 1.5-bath apartment has a fully equipped kitchen; master suite with whirlpool tub; laundry, living, & dining rooms; & study. Attached to an historic home with on-site parking and private entrances, it has a porch overlooking a tree-shaded lot & quiet street. A 5-minute walk from SUNY Fredonia & downtown Fredonia, 3 miles from Lake Erie; a 35-minute drive from the Chautauqua Institute; & 1 hour from Niagara Falls, casinos, & ski resorts.

Guest favorite

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

4.87 out of 5 average rating, 184 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

Top guest favorite

A calm waterway reflects a red cottage and trees, framed by vibrant green grass. An arched wooden bridge crosses over the water, leading to a deck with colorful chairs. The tranquil setting is enhanced by a slight mist rising from the surface.

Island in Cassadaga

4.99 out of 5 average rating, 294 reviews

Island Cabin - The Paddle Inn

Abundant privacy is yours at this Island paradise on beautiful Cassadaga Lakes. Accessible by an arched bridge or boat, the cottage is brand new inside and out, is environmentally friendly, provides endless outdoor adventure and a charming interior. Fish from the back deck, swim in crystal clear lake water, relax on the covered porch, and enjoy boundless nature literally at your fingertips, in this very unique setting.

Guest favorite

A light-filled living area features large windows framed by soft curtains, revealing views of the surrounding forest. A comfortable sofa and a fold-out couch provide seating, while a low coffee table holds a decorative bowl and a magazine. Warm, neutral tones enhance the serene atmosphere.

Apartment in Great Valley

4.88 out of 5 average rating, 265 reviews

Cozy apartment tucked into the forest (with sauna)

Nestled in the forest only seven minutes’ drive from Holiday Valley, this contemporary style self-contained apartment is the perfect weekend getaway for skiing and nature-loving couples. With every luxury and convenience including a sauna, you can home cook meals or barbecue on the deck, with nothing but forest beyond, relax and watch a movie on our LCD screen or use high speed Starlink internet.

Superhost

A charming two-story country home is surrounded by lush greenery on a spacious lawn. A circular garden bed filled with colorful shrubs and blooming hydrangeas is situated in the foreground, complementing the inviting exterior of the house under a clear blue sky.

Home in Brocton

4.75 out of 5 average rating, 157 reviews

Spacious Lake Front House

Our 1890 home is on Lake Erie and is roomy enough for the largest of families, but quiet enough for a romantic getaway for two. No beach access. Nearest beach access is next door at Lake Erie State Park. This is a country home on 3.3 acres of lake front property adjacent to a wooded, 355 acre New York State Park. You may encounter a spider, fly, ant, along with the abundant wildlife!

Top guest favorite

A comfortable living area features a dark leather sofa adorned with decorative pillows. A glass-top coffee table sits atop a patterned rug, surrounded by wicker chairs. Wooden beams highlight the ceiling, while soft lighting offers a cozy atmosphere. A decorative mirror reflects the room's inviting layout.

Home in Fredonia

4.98 out of 5 average rating, 164 reviews

CASA BELLA. Charming And Spacious.

CASA BELLA is a charming and spacious one bedroom, one bathroom space on the first floor of an unoccupied single family home in a quiet neighborhood. Located 1.7 miles from SUNY Fredonia, 8.1 miles from Lily Dale, 23 miles from Chautauqua and 69 miles from Niagara Falls. Perfect for families or a couple while visiting your college student, attending reunions, or local festivals.

Top guest favorite

A charming exterior of a renovated home displays a well-maintained garden with colorful flowers and a pathway leading to the entrance. An American flag is mounted on the side, framed by large windows that allow natural light into the living space.

Home in Westfield

4.99 out of 5 average rating, 582 reviews

Westfield Charmer

Charming 2 Bedroom/1 Bath home that has been totally remodeled. Brand new kitchen, appliances, floors, furniture, and more! Home has an open concept kitchen-living room, large bedrooms, huge deck with dining table and extra seating. There is an additional folding single bed if needed in MBR closet. Gas grill. Almost 1/2 acre backyard. Well behaved pets are welcome as are children.