Family-friendly holiday rentals in Chambersburg

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 20 holiday rentals in Chambersburg

  • Nightly prices starting at

    Chambersburg holiday rentals start at $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,160 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Chambersburg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chambersburg rentals

  • 4.9 Average rating

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

Top-rated family-friendly rentals in Chambersburg

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

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Top guest favourite
Guest suite in Mercersburg
4.94 out of 5 average rating, 569 reviews

The 1780 Cabin on Main

A charming cabin built circa 1780 situated right on Main Street, just steps from Pubs and Restaurants and easy walking distance to historic Mercersburg Academy. There is a separate sleeping area upstairs with a queen-size memory foam bed. The lower level features a foldout couch and air mattress for additional guests, as well as a 55" TV and a wet bar and bathroom. Visitors have universally enjoyed the cabin's cozy feel. While there is no yard available, the town is great for walking dogs.

Guest favourite
A modern kitchen is presented with stainless steel appliances and a spacious island featuring wooden bar stools. The design highlights a mix of new cabinetry and exposed brick walls, creating a stylish atmosphere. Shelves are mounted above the stove, adorned with glassware and decor.
Flat in Chambersburg
4.94 out of 5 average rating, 120 reviews

Fort Chambers Flat on Main

50% off monthly stays! This spacious two bed apt has been redesigned with all the new finishes alongside 120 year old exposed brick including new bath and kitchen with quartz countertops, stainless steel appliances and new hardwood floors throughout. Centrally-located on Main Street in Chambersburg, the flat backs up to the waterfalls of Fort Chambers park and walking trails. Steps from several coffee shops, local favorites for restaurants and storefronts, art galleries and historical sites.

Top guest favourite
A cozy living area is featured, showcasing a wooden entertainment unit with a television. A green armchair and a dark gray sofa are positioned for comfort. Natural light filters through the window, highlighting the light wood flooring and decorative accents.
Apartment in Chambersburg
4.97 out of 5 average rating, 609 reviews

One-bedroom apartment with separate entrance.

Adorable one-bedroom apartment with separate entrance. Located 10 minutes from downtown Chambersburg. Whether its historical sight-seeing, culturally diverse restaurants, or local craft beer, there is plenty to see and do in this area. Built in 2021, this apartment is on the lower level of our custom built home. It also has a treadmill in the gym. We live upstairs with our two children and two dogs. We maintain quiet hours between 10pm and 7am. Pet friendly, No smoking, No parties.

Superhost
Place to stay in Shippensburg
5.0 out of 5 average rating, 483 reviews

The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ

Escape to the charming 2BR 1Bath A-frame on a secluded wooded property just 10 mins away from Shippensburg, PA. Whether you're looking to savor nature‘s tranquility from the luxurious hot tub, share stories around the fire pit, or explore picturesque Cumberland Valley, this will be the ideal starting point for your adventures. *2 Comfortable BRs *Open Design Living *Full Kitchen *Smart TV *Backyard (Hot Tub, Sauna, Fire Pit, BBQ, Outdoor shower) *High-Speed Wi-Fi *Free Parking *EV charger

Top guest favourite
A white farmhouse is set against a backdrop of open green fields under a partly cloudy sky. A porch with a few chairs is visible at the front, and a small grill is placed on the lawn nearby. A clear pathway leads to the house.
Farm stay in Chambersburg
4.95 out of 5 average rating, 150 reviews

The Little White House

Relax on the farm with a peaceful view and rural atmosphere, with the convenience of being close to local attractions. Located close to I-81, it’s a favorable location but private setting. Within 20 minutes of Chambersburg restaurants, shopping, hospital and activities. Also about a 40 minute drive to historic Gettysburg, PA! The farm is active farm growing row crops and hay. We have a very friendly barn cat! We are a family wanting to share our beautiful piece of land with all who visit!

Guest favourite
A spacious bed is positioned against a dark wall, featuring exposed brick accents. Natural light enters through a large window, illuminating soft textiles and decorative pillows. A cozy seating area includes a textured throw blanket and pillows, paired with plants that add a touch of nature.
Flat in Chambersburg
4.98 out of 5 average rating, 229 reviews

REmix REtreat, curated and styled by REmix Design

Enjoy downtown Chambersburg in this biophilic, sustainable loft, central to local shops, restaurants, breweries, and coffee shops. The building that houses the loft was erected in the 1890s, giving the space charm unique to the era. Wander down Main St get a feel for our quaint downtown. There is a rail to trail within one block of the space for exercising and biking. Chambersburg is a thirty minute drive to Gettysburg, and less than two hours from Baltimore and Washington DC.

Superhost
The A-frame cottage features a striking wooden exterior with a stone chimney. Large windows provide views of the surrounding greenery, while manicured shrubs and ornamental grass add to the landscaping. The structure's design is complemented by a clear blue sky overhead.
Cabin in Chambersburg
4.95 out of 5 average rating, 258 reviews

Cedarhill Cottage with Cozy Fireplace

Nestled in Franklin County, this quaint A-frame cottage is a perfect destination. If you are looking for a place to get away and defrag from your busy life, this newly remodeled A-frame cottage offers all the comforts of home in a quiet area that has been described as refreshing and renewing. Surrounded by views and the sounds of nature and within minutes of local shopping and dining - you’ll quickly see why our guests become family. Sit by the fire pit and make some s'mores!

Guest favourite
The historic farmhouse presents a two-story structure with a green metal roof and white exterior. A covered porch with a small potted plant is visible at the entrance. Lush green grass surrounds the home, and trees can be seen in the backdrop under a cloudy sky.
Home in Chambersburg
4.88 out of 5 average rating, 244 reviews

Homestead, a serene organic farm minutes off I81.

Visit the Homestead, just a few miles off I-81 in Chambersburg. The serene landscape offers fresh air and open space. This historic home on 130 acres of farmland presents bed/bathrooms on the first and second levels and relaxing living space for all guests. Multiple work areas are equipped to offer you a desk and comfortable chair - boasting picturesque scenes. A large bright room, seating 35 attendees, is also available for hosting special events.

Guest favourite
A spacious sleeping area is highlighted by exposed brick walls, creating a warm backdrop. A comfortable bed is positioned centrally, complemented by a decorative throw. A sleek television rests on a mid-century dresser, with natural light filtering in through the nearby window.
Flat in Chambersburg
4.87 out of 5 average rating, 102 reviews

The Cutest Loft on Main St!

35% off monthly stays! This Loft is designed to the T with all the comforts and feels! From exposed brick walls, refinished original hardwood floors, a full kitchen with quartz tops, new heating/AC and with the comfiest furniture, we know you'll love your stay here! There is off street parking out back with rear access. *We ask that all guests sign a renters agreement and hold a $75 security deposit upon booking in case of damages*

Guest favourite
A vintage red caboose is situated on gravel, surrounded by greenery. Wooden picnic tables and chairs are arranged nearby, with a fire ring visible. An old-fashioned railroad sign stands beside the caboose, contributing to the historic ambiance of the setting.
Train in Shade Gap
4.9 out of 5 average rating, 226 reviews

Authentic Caboose 10 min to historic EBT Railroad

Enjoy the natural beauty surrounding this historic getaway. This getaway includes many amenities for you to enjoy. ~10 minutes from train and trolley rides~ ~On 5 acres along a country road~ ~Heat and AC~ ~Hot Showers in the Caboose~ ~BBQ Grill~ ~Queen Bed and two singles in the loft~ ~Coffeemaker~ ~Microwave~ ~Refrigerator~ ~WIFI is coming soon~ ~Fire ring with firewood~ ~Picnic Table~ ~Toaster~ ~WIFI~ ~Smart TV~

Superhost
A dining area features a round table surrounded by metal chairs, illuminated by a modern chandelier. Natural light enters through three large windows, and a potted plant adds a touch of greenery. A wooden cabinet displays decorative items and provides additional storage.
Flat in Chambersburg
4.95 out of 5 average rating, 110 reviews

The One at 321- Apartment A

When friends and family ask where you're staying, you can tell them "The One at 321!" Be close to it all in the heart of Chambersburg’s downtown. With a beautiful sun room, stocked kitchen, and oversized bathroom, this space is perfect for you and your family. We are within walking distance from all your favorite event venues- Barrel House, Grant Street Loft, Corpus Christi, King Street Church, etc.

Guest favourite
Cabin in Amberson
4.95 out of 5 average rating, 131 reviews

Hot Tub, Fireplace, Ping Pong, State Game Lands

-Quiet wooded property with log cabin -Hot tub and fire pit area -Peaceful surroundings, backed up to state game lands -Living room fireplace, wifi, Roku TV, ping pong table -Two car garage Bed / bath explanation: 6 beds total - 2 queen beds, 2 double beds in the loft overlooking the dining room and 1 sofa bed in the basement of the main cabin. 1 queen bed in the private cottage.

Popular amenities for Chambersburg family-friendly rentals