Family-friendly holiday rentals in Jamestown

A cozy living room is presented with soft, natural light filtering through two windows. A striped sofa offers comfortable seating, complemented by two armchairs. A round wooden coffee table sits at the center on a plush area rug, creating an inviting gathering space.

4.94 out of 5 average rating, 159 reviews

Quaint 2 bedroom home overlooking bird sanctuary

2 bedroom house in a quiet neighborhood. just a minute from exit 12 off of I86 , Keybox self checkin arrive as late as you need to.. Beds and bathroom up on the second floor, and it's an old house, stairs are steep.. kitchen, dining and living room on first. Enclosed front porch great for morning coffee, walk out basement has laundry, a flop futon and secure bike storage. Yard overlooks RTPI bird sanctuary and has outdoor seating area with firepit. Driveway parking. Host in neighborhood ,

FamilyIndoor spacesLong stay

4.88 out of 5 average rating, 287 reviews

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

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.

FamilyIndoor spacesAir conditioning

4.97 out of 5 average rating, 125 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.

KitchenFamilyCleanliness

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.

4.84 out of 5 average rating, 134 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

FamilyIndoor spacesCleanliness

5.0 out of 5 average rating, 135 reviews

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 Ashville

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

KitchenFamilyOutdoor spaces

4.97 out of 5 average rating, 486 reviews

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

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.

Indoor spacesFamilyCheck-in

4.86 out of 5 average rating, 104 reviews

The kitchen features wooden cabinetry and a large island with two stools. A white refrigerator and appliances are visible, along with a window allowing natural light. The entryway is seen in the background, showcasing a front door and tiled floor.

Cottage in Lakewood

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!

Indoor spacesKitchenBathroom

4.95 out of 5 average rating, 364 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.

FamilyKitchenBreakfast

4.88 out of 5 average rating, 206 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

KitchenFamilyLong stay

5.0 out of 5 average rating, 276 reviews

Loft in Jamestown

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.

KitchenFamilyTV

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.

4.99 out of 5 average rating, 148 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.

FamilyIndoor spacesBackyard

A renovated ranch home is presented in a serene country setting, surrounded by ample grassy areas. Trees frame the property, which features views of woods and a pond in the background. The house's blue exterior complements the clear sky and natural landscape.

4.95 out of 5 average rating, 169 reviews

Kama Kottage

Totally renovated ranch home with brand new kitchen, kitchen appliances and tiled walk in shower. Quiet country setting with beautiful views of woods and a pond. 11 acres and a primative cabin and woods to explore. Close to both Falconer, NY and Jamestown NY.

Indoor spacesFamilyAmenities

Popular amenities for Jamestown family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest suite in Bemus Point

An open-concept living area is displayed, featuring a cozy gray sofa and a dining table surrounded by green chairs. White shiplap walls and a high ceiling with exposed beams create a bright atmosphere. Kitchen appliances and decorative elements complement the design.

4.96 out of 5 average rating, 131 reviews

Luxury Suite at The Cottages - Sauna & Hot Tub

FamilyIndoor spacesLayout

Guest suite in Youngsville

5.0 out of 5 average rating, 149 reviews

The Loft, with Hot tub and fire pit.

FamilyIndoor spacesComfort

4.93 out of 5 average rating, 283 reviews

Three Adirondack chairs face a serene pond surrounded by lush greenery and autumn-colored trees. The grassy area invites relaxation, with natural scenery providing a peaceful atmosphere. Fallen leaves scatter on the ground, adding to the tranquil setting.

Cabin in Sinclairville

The A Frame-Cozy cabin-hot tub. Nature lovers!

FamilyKitchenLocation

4.98 out of 5 average rating, 116 reviews

The living area features natural wooden walls and a vaulted ceiling, with a comfortable sofa and a coffee table positioned on a patterned rug. A staircase with ladder-style steps leads to the loft, while a red refrigerator is visible in the kitchen area.

Cabin in Sherman

Rustic Retreat

FamilyIndoor spacesComfort

4.97 out of 5 average rating, 105 reviews

The countryside home is illuminated against a night sky filled with stars, reflecting in the calm pond below. Warm light glows from the windows, surrounded by lush trees and peaceful natural surroundings.

Cabin in Westfield

Portage Ponds HOT TUB near Lake Erie-CHQ-Wineries

KitchenFamilyGetting around

4.93 out of 5 average rating, 178 reviews

A newly constructed cabin is nestled among lush trees, showcasing a wooden exterior. Adjacent to the cabin is a picnic shelter that includes an Amish-made dining table. A circular fire pit is set on a stone patio, providing an inviting outdoor gathering space.

Cabin in Cattaraugus

Hot Tub BBQs Fire Pit Trails Birds New Build

FamilyKitchenHot tub

4.98 out of 5 average rating, 130 reviews

A geodesic dome is set in a lush outdoor space, surrounded by trees. A spacious wooden deck features a hot tub and patio furniture, inviting relaxation. The dome's distinctive shape is complemented by large triangular windows that provide ample natural light.

Dome in Youngsville

Riverfront Dome with Hot Tub

KitchenIndoor spacesLayout

4.99 out of 5 average rating, 136 reviews

The chalet stands amidst lush greenery, showcasing a large wrap-around deck with outdoor seating and an umbrella. A stone fire pit surrounded by red Adirondack chairs is positioned on the lawn, offering a welcoming space for gatherings.

Chalet in Ellicottville

Pines Chalet in Ellicottville ~ Hot Tub~Fireplace

Indoor spacesKitchenBathroom

Family- and pet-friendly home rentals

A stunning sunset is captured over the calm lake, casting warm hues of orange and pink across the sky. The tranquil water reflects the vibrant colors. In the foreground, the silhouette of a fence and a nearby dock can be seen, enhancing the serene lakeside setting.

4.98 out of 5 average rating, 175 reviews

Cead Mile Failte- a hundred thousand welcomes!

FamilyKitchenLocation

4.83 out of 5 average rating, 124 reviews

An old farm house is framed by towering trees, showcasing vintage wooden siding and a welcoming front porch. Lush green grass surrounds the home, reflecting natural beauty during sunrise. The peaceful rural setting is enhanced by gentle sunlight filtering through the branches.

Farm stay in Sugar Grove

Patchen Hill Farm House, Tree Farm, & Arboretum

Indoor spacesKitchenLocation

Superhost

A charming seasonal house is depicted with a warm red exterior, showcasing a screened porch and a hot tub on a deck by the water. Reflecting in the calm water are lily pads, while the surrounding greenery frames the peaceful scene.

Home in Ashville

4.79 out of 5 average rating, 140 reviews

Wild life sanctuary W/ Hot tub, Dock, and Kayaks!

FamilyKitchenAccess

4.96 out of 5 average rating, 130 reviews

The cabin's exterior is illuminated at dusk, reflecting beautifully on the calm surface of the pond. Surrounding tall trees offer a natural backdrop, enhancing the serene atmosphere of the retreat.

Home in Gerry

Forest Retreat, 90 miles to Niagara Falls.

KitchenFamilyAccess

4.99 out of 5 average rating, 265 reviews

A canoe glides across a calm pond, framed by trees showcasing autumn foliage. Two people paddle gently, surrounded by vibrant reflections of fall colors on the water's surface. A clear blue sky enhances the serene atmosphere, inviting exploration of the tranquil landscape.

Home in Randolph

Quiet Convenience

FamilyIndoor spacesPool

4.98 out of 5 average rating, 191 reviews

The exterior of a spacious home is shown, featuring a welcoming porch with seating. Lush greenery and colorful flower beds surround the house. A manicured lawn enhances the curb appeal, while power lines run along the road adjacent to the property.

Home in Bemus Point

W.G. Summer House by the Lake

Indoor spacesKitchenHiking

4.98 out of 5 average rating, 158 reviews

A cozy bedroom features a spacious bed with a patterned quilt in warm tones. Two bedside lamps provide soft illumination. A window with a wooden frame overlooks outdoor greenery, while floating shelves hold decorative items, enhancing the room’s inviting feel.

Cabin in Mayville

Rest and relax in cozy cabin close to lake!

KitchenFamilyBathroom

4.97 out of 5 average rating, 139 reviews

A charming cottage is visible by the lake, featuring a stone exterior and a gabled roof. Large windows allow natural light to enter, while a small patio with seating is situated under a red canopy. Surrounding trees enhance the natural setting.

Cottage in Findley Lake

Hidden Cove

Indoor spacesFamilyWi-Fi

Family-friendly home rentals with a pool

5.0 out of 5 average rating, 168 reviews

Farm stay in Cattaraugus

The Guest House at Burdick Blueberries Farm

FamilyIndoor spacesHospitality

Tiny home in Cherry Creek

4.99 out of 5 average rating, 140 reviews

Tiny House, Rustic Barn Game room & MORE

Indoor spacesFamilySkiing

4.88 out of 5 average rating, 153 reviews

The living area features a comfortable arrangement with a sofa, two armchairs, and a wooden coffee table. A fireplace is situated beneath a wall-mounted television, complemented by two windows that allow natural light. Decorative elements include lamps and wall art.

Condo in Clymer

Adorable Ski/Golf Condo at Peak N Peek

Indoor spacesKitchenTV

Apartment in North Harmony

A pathway leads to a patio area with an umbrella, providing a shaded seating option. Lush greenery, including tall evergreen trees and neatly trimmed bushes, frame the natural surroundings, while the vibrant yellow exterior of the house offers a welcoming contrast.

4.92 out of 5 average rating, 36 reviews

Chautauqua Lake Beauty

FamilyKitchenAmenities

4.92 out of 5 average rating, 38 reviews

A charming multi-story building is displayed against a bright blue sky, featuring an intricate architectural design with multiple balconies. Lush greenery lines the street, enhancing the inviting appearance of the property, while the well-maintained road provides access to this lakeside accommodation.

Condo in Bemus Point

Lakeside Brand New Luxury Condo

FamilyIndoor spacesWi-Fi

5.0 out of 5 average rating, 33 reviews

Home in Mayville

The Plum Bush House: Victorian farmhouse retreat

FamilyIndoor spacesCheck-in

4.93 out of 5 average rating, 69 reviews

A well-equipped kitchen is presented with white cabinetry and granite countertops. Stainless steel appliances, including a microwave and oven, are visible. A dining table with dark chairs is set for several diners, while bright overhead lighting accentuates the vaulted ceiling.

Home in Mayville

Spacious Chautauqua Lake 4 Bedroom home

FamilyKitchenBackyard