Family-friendly holiday rentals in Williamsport

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Williamsport

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

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Top guest favourite
A rustic cabin is depicted, featuring a sturdy wooden exterior with stone accents at the base. Three garage doors are visible below, with an American flag displayed near the doorway. The surrounding landscape includes lush green grass and scattered trees under a cloudy sky.
Guest house in Muncy
4.97 out of 5 average rating, 211 reviews

Relax, rest and recharge at Reflections.

Tucked in the Endless Mountains of Pennsylvania is a little place called "Reflections." We would love to share our peaceful, serene piece of paradise with you. It is the perfect place to unplug and unwind while looking at wildlife in the backyard or sitting in a beautiful flower garden surrounded by hundreds of hiking trails. We are in a rural setting, but yet just a short drive to a variety of State Parks, fishing creeks, and the City of Williamsport - home of the Little League World Series!

Top guest favourite
A historic home is presented with a white exterior and black shutters, surrounded by lush greenery. The well-maintained yard features a combination of shrubs and trees, offering a sense of privacy. A paved pathway leads to the entrance, hinting at welcoming outdoor spaces.
Home in Milton
5 out of 5 average rating, 237 reviews

BIRCH HOUSE•Unique Colonial•Lovely Spring Retreat

You'll forget your cares when you stay in this lovely, historic home in its private setting. Relax and indulge in the comfort and warmth of days gone by, while enjoying all the modern conveniences. With classic charm and abundant character, you'll wish you'd stayed longer! Message the host with any questions and book today. *Lovely views *10 min. to BU *6 min. to I-80 *Self check-in *Coffee, tea, snacks, some breakfast items provided *Pets welcome, no pet fee *Discounts for multiple night stays

Superhost
The courtyard features a pathway lined with greenery and includes a birdbath. Rustic benches are positioned along the patio, while flowering plants add color. The red brick buildings create a historic backdrop, and soft lighting from street lamps enhances the tranquil atmosphere.
Loft in Williamsport
4.9 out of 5 average rating, 226 reviews

The Pajama Factory Sister Loft (3rd Floor)

The Pajama Factory was awarded the prestigious designation of being placed on the National Registry of Historic Places. In addition to artist studios, a coffee house and many small businesses, there are eclectic living lofts for the adventurous. Located a few blocks from Penn College, 5 miles to the Little League International World Series Complex, and a mile from downtown nightlife and restaurants. Beautiful hikes and great fly fishing are located a short drive away in almost any direction.

Top guest favourite
A quaint cottage is nestled among vibrant autumn foliage. A striking red tree stands in the foreground, surrounded by a carpet of fallen leaves. The blue sky provides a bright backdrop to the scene, highlighting the cottage's inviting exterior.
Cottage in Williamsport
4.96 out of 5 average rating, 227 reviews

Blue Belle - The Little Blue Cottage

Located on Pennsylvania 2018 River of the Year Loyalsock Creek, this little cottage is a gem! Enjoy a cup of coffee on the screened porch as you listen to the sound of the creek and the birds. Inflate one of the tubes kept in the basement and take a float down the river. In the evening, roast marshmallows over the fire pit in the backyard while you watch fireflies flicker around the creek. Restaurants/retail shopping just 8 miles away. Little League World Series Park 15 miles away

Top guest favourite
A cozy reading nook features a woven hanging chair with plush cushions and a decorative pillow that reads 'SLOW DOWN.' A unique tree-shaped bookshelf holds books and decorative items, complemented by potted plants and soft lighting, creating a serene atmosphere.
Flat in Hughesville
4.99 out of 5 average rating, 151 reviews

Cozy Stay Apartment in Downtown Hughesville

This 100 year old home was lovingly refreshed and uniquely designed with you in mind. Located in the heart of downtown Hughesville, this 2nd floor apartment features exposed wooden beams, refurnished vintage furniture, and some slightly uneven floors. :) This small town feel which we truly love is conducive to relaxing and appreciating the nearby natural surroundings. The local area provides opportunity for hiking, cross country skiing, fishing, kayaking, etc. Free street parking!

Top guest favourite
A single-level house is partially obscured by snow-covered bushes. A wraparound porch with a white railing is visible, along with large windows offering natural light. Snow blankets the ground, creating a serene winter landscape among the surrounding trees.
Home in Milton
4.99 out of 5 average rating, 163 reviews

Winter Getaway • Hidden House • 5 minutes to I-80

* 4 minutes from routes 180 & I-80 * 30 minutes to UPMC Williamsport * Less than 20 minutes to Bucknell * 20 minutes to Danville * 8 minutes to Watsontown Nestled on 3 private acres surrounded by rolling fields and forest. You’ll find privacy and seclusion here and yet only several minutes from Interstates 180 & I-80. Newly renovated, stylish and relaxing. Outdoor seating areas as well as comfortable space indoors to relax. * Dog friendly! (due to allergens, we do not accept cats)

Top guest favourite
The exterior of a newly renovated duplex is presented, framed by lush green grass and trees. The front showcases warm lights emanating from large windows, creating a welcoming glow. The structure features a mix of traditional and modern design against a backdrop of cloudy skies.
Home in Lewisburg
5 out of 5 average rating, 100 reviews

Sleepy Hollow Lane in Lewisburg

This beautiful newly renovated 2-unit duplex is perfect for a family getaway or a friend's trip. This property is nestled in a quiet corner of the Buffalo Valley, in a rural country setting and back a long driveway, yet close to lots of places of interest. The setting is beautiful and private. You'll love the restful view of fields and sky, and watching the sunset from the back deck. The long-term residents living on the other side of the duplex are a friendly, retired couple.

Top guest favourite
The living area is arranged with three couches surrounding a coffee table, creating a comfortable space. A 70" TV is mounted on the wall, and natural light enters through a window draped with light curtains. Decorative plants are placed around the room.
Flat in Williamsport
5 out of 5 average rating, 114 reviews

Dayton House South

You will be close to everything when you stay at this centrally-located place. South facing, second and third floor unit with 14 windows. Great work space with double 27" monitor wireless keyboard and mouse docking station with a spin bike deck for getting a workout while you're working. 70" TV with 3 couches. Front porch with beautiful views of historic Millionaire’s Row. Bedroom 1: King dresser and closet Bedroom 2: 2 Full beds and closet Bedroom 3: Full & Twin bunk bed

Top guest favourite
The exterior of the cozy home is displayed, featuring white siding and a welcoming front porch with a sturdy wooden ramp. A lush green hedge frames the yard, while natural light illuminates the pathway and steps leading to the entrance.
Home in Williamsport
4.96 out of 5 average rating, 113 reviews

Paps Place

Paps Place is walking distance to Original Little League and Journey Bank Ballpark @ Historic Bowman Feild, home of the Williamsport Crosscutters. The Little Leauge Museum is approximately 5 miles away. There are numerous local breweries and restaurants near by. Downtown activities are abundant throughout the year. Hiking trails and the river walk are also close to this cozy home. Pennsylvania College of Technology, Lycoming College, and UPMC hospital are all minutes away.

Guest favourite
A framed artwork titled 'THE DUG OUT' is mounted on a wooden wall. The piece includes baseball graphics and is accompanied by a black bat and a small baseball positioned nearby, creating a theme inspired by the sport.
Flat in Williamsport
4.9 out of 5 average rating, 169 reviews

The Dug Out

Fully furnished basement apartment in private home, with a private entrance. You'll find everything needed for overnight stays including a kitchenette, bathroom, office and living areas, as well as a queen sized bed with flat screen tv and wifi. It is within 5 miles of all types of stores. This apartment is in walking distance to the Crosscutters Baseball field and the original Little League baseball field. The Little League World Series Stadium is 15 minute driving time.

Guest favourite
A unique A-frame cabin, surrounded by trees, features a sloped green metal roof and rustic wooden exterior. A spacious deck with railings is visible in front, equipped with two chairs. Leaves cover the ground, indicating a natural and serene setting.
Cabin in Trout Run
4.95 out of 5 average rating, 232 reviews

Secluded A-Frame Cabin

Unique A-frame cabin in private setting. Loft bedroom upstairs and open floor plan on ground floor. Large wrap around deck with covered area for grilling or just hanging out. Great place to take it easy and get away from it all. Wood Stove is the only source of heat. If you need some guideance on how to use the stove I'd be happy to meet up and give you a crash course. Wood for heating cabin is provided. Campfire ring with some wood provided also.

Top guest favourite
A cozy living area features two light-colored chairs with patterned throw pillows positioned around a small, round table. A lamp and decorative plant rest on a sleek console table beneath a wall-mounted artwork, complementing the warm, neutral tones of the space.
Flat in Williamsport
4.96 out of 5 average rating, 143 reviews

"ARTspazio - 470" 2bed 1st Floor W/D near UPMC

Simple clutter free, 2 bedroom 1st floor private apartment near UPMC state of the art medical center and located right downtown....AMC movie theatre , Community Theatre League, Community Arts Center only a few blocks away within walking. Close to Penn college And lycoming college

Popular amenities for Williamsport family-friendly rentals

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

  • Total holiday rentals

    Explore 40 holiday rentals in Williamsport

  • Nightly prices starting at

    Williamsport holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 1,440 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Williamsport holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Williamsport rentals

  • 4.9 Average rating

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