Family-friendly holiday 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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Top guest favourite
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.
Flat 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 favourite
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, 103 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 favourite
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.
Home in Jamestown
4.94 out of 5 average rating, 132 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 bath up on 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 and has outdoor seating area with firepit. Driveway parking. Host in neighborhood ,

Top guest favourite
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.
Flat in Jamestown
4.96 out of 5 average rating, 463 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 favourite
A cozy cabin exterior is surrounded by trees, illuminated by string lights at dusk. A hammock is strung between two trees, offering a comfortable space to relax. Several chairs and a fire pit are visible, inviting outdoor gatherings.
Guest house in Forestville
4.99 out of 5 average rating, 193 reviews

Forestville Studio Cabin (Rural Guest Home)

Reconnect with nature at our secluded studio cabin on 5 acres, nestled beside a creek. Just 11 miles from Lake Erie and an hour from Niagara Falls. Only 528 yards to the snowmobile trail, 10 minutes to the Amish Trail, and 12 miles to Boutwell Hill State Forest. Enjoy hiking, biking, swimming, fishing, tubing, kayaking, skiing, snowmobiling, hunting, and exploring Amish country and local wineries. Located on a quiet dirt road, yet close to main travel routes.

Top guest favourite
The exterior of a two-story apartment building is presented, featuring a welcoming front entrance flanked by manicured hedges and colorful flower beds. A pathway leads to the entrance, and a garage is visible in the background, surrounded by a well-maintained lawn.
Flat in Randolph
4.9 out of 5 average rating, 176 reviews

The Empty Nest ...2nd floor

Qaintly named "The Empty Nest" ! Comfortable 2 bedroom upper apartment with private entrance and driveway. I gladly welcome well behaved pets and offer a large fenced off backyard. Come visit Randolph for a couple of days or an extended stay. Conveniently located close to Ellicottville, Jamestown and the Chautauqua Lake Region, Seneca Allegany Casino, Allegany State Park and the Amish trail. Popular wedding venues and golf courses right near by as well.

Top guest favourite
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.
Flat in Jamestown
4.95 out of 5 average rating, 303 reviews

Lake-View, 2BR Apt w/Full Kitchen ~ Fluvanna

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 favourite
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, 106 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 favourite
Loft in Jamestown
5 out of 5 average rating, 260 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.

Top guest favourite
A tranquil lakefront scene is captured at sunset, showcasing soft pastel hues reflecting on the water's surface. A fluffy white dog sits on a wooden dock, framed by the serene backdrop of the lake and distant tree line.
Guest suite in Bemus Point
4.97 out of 5 average rating, 204 reviews

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.

Top guest favourite
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.
Home in Jamestown
4.95 out of 5 average rating, 161 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.

Top guest favourite
A spacious dining area is highlighted by a large wooden table surrounded by various chairs, including metal and cushioned styles. A vase of tulips sits on the table, and decorative items adorn the walls. Ample natural light streams through the window, enhancing the rustic farmhouse feel.
Home in Lakewood
4.98 out of 5 average rating, 208 reviews

Lodge 33 - Cozy, newly renovated home in Lakewood!

Your family will be close to everything when you stay at this fully equipped, centrally-located, 2 story house where all of your basic needs are provided! Just minutes from beautiful Chautauqua Lake!

Popular amenities for Jamestown family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Jamestown

  • Total holiday rentals

    Explore 30 holiday rentals in Jamestown

  • Nightly prices starting at

    Jamestown holiday rentals start at € 43 per night before taxes and fees

  • Verified guest reviews

    Over 2,010 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Jamestown holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Jamestown rentals

  • 4.9 Average rating

    Jamestown stays are highly rated by guests – averaging 4.9 out of 5!