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Holiday rentals in Shady Grove

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Shady Grove

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Greencastle
4.97 out of 5 average rating, 435 reviews

Country 2-Bed/2-Bath Barndominium-Dogs Welcome

Pets Welcome - Dogs Only. Rural agricultural setting but convenient to towns, golfing, Whitetail Ski Resort and civil war historical sites. Two bedrooms with queen beds w/linens, two full baths, full kitchen living room area, desk and outdoor firepit and chairs (firewood for additional fee). Queen pull-out sofa bed. Wi-Fi and HDTV. Paved drive/parking area. Short drive to I-81 and I-70 20 mins to Hagerstown 15 mins to Chambersburg 20 mins to Whitetail Ski Resort 1.5 hrs to Baltimore/Washington

Top guest favourite
A covered patio area is presented with a picnic table and a decorative rug. Lush flower beds filled with vibrant blooms line the space, adding color and charm. A small wooden chair enhances the inviting outdoor setting.
Flat in Hagerstown
4.99 out of 5 average rating, 180 reviews

Private, relaxing, scenic 2 bdrm unit, Sleeps 1-5

My mother said over and over again, “The most beautiful place in Washington County “. Start your day with a brisk walk on a nearly 1 mile path that surrounds the perimeter of this beautiful farmland property. Enjoy your morning coffee as you listen to the birds. Relax in a rocking chair on the gazebo as you watch the sun go down behind the mountains. Less than 10 min from I 70 and I 81 and 20 min from Whitetail Ski. Don't expect everything brand new, but expect everything to be neat and clean.

Guest favourite
Home in Hagerstown
5.0 out of 5 average rating, 10 reviews

The Palmstead | Stylish 3 BR | Garage EV Charging

Welcome to your Hagerstown home base — a brand-new, thoughtfully designed space that’s comfortable, calm, and easy to settle into. Near I-81 & I-70, it features 3 queen beds and 2.5 baths, including a primary bath with heated floors. Enjoy a fully equipped kitchen, coffee bar, washer/dryer, EV garage parking, dedicated workspace, and curated amenities. Minutes to downtown Hagerstown, Meritus Medical, and the Field House. Quiet, private, and perfect for groups, families, or weekend getaways.

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.

Top guest favourite
Place to stay in Shippensburg
5.0 out of 5 average rating, 484 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

Guest favourite
A modern villa is set against a backdrop of tall trees, with its mirrored exterior reflecting the surrounding forest. A stone pathway leads to the entrance, illuminated by a nearby light fixture. The soft glow of dusk highlights the natural beauty of the area.
Tiny home in Mercersburg
4.97 out of 5 average rating, 31 reviews

Romantic Mirror Cabin • Hot Tub • Fire Pit • Views

Just 90 minutes from DC! Introducing the Honeymoon Mirror Villa, a unique gem that brings a dash of romance and a splash of contemporary luxury. It is situated among the majestic forest ambiance just across the Whitetail Ski Resort. Immerse yourself in an intimate, stylish, and exciting space thoughtfully designed for couples seeking an unforgettable nature escape. ✔ Super comfy Queen-Size Bed ✔ Open Design Living ✔ Kitchenette ✔ Hot Tub ✔ Fire Pit ✔ BBQ Grill ✔ Starlink Wi-Fi ✔ Parking

Guest favourite
A dining area with a wooden table is surrounded by eight matching chairs, featuring a centerpiece of fresh flowers. Soft lighting is provided by a pendant lamp. A staircase with a black railing is visible, leading to a cozy living area with a dark sofa and art on the walls.
Home in Waynesboro
4.83 out of 5 average rating, 252 reviews

Waynesboro Adventure with the Family

The cozy house for the whole family, dogs included. Quietly located in the town of Waynesboro, a short walk to downtown and excellent Sushi - Sapporo. Eat in or explore Waynesboro's charm. 1.5 hours from Baltimore or Washington DC. 23 miles from Historic Gettysburg. 13 miles from Ski Liberty and 23 miles from Whitetail Ski resorts. Covered carport parking. Perfect for the family vacation or ski trip. Stocked with toys and games. Full line of baby amenities available upon request.

Top guest favourite
Cabin in Chambersburg
4.97 out of 5 average rating, 62 reviews

Turkeyfoot Hideaway!

Turkeyfoot Hideaway is serene retreat and a peaceful escape. This charming cabin has a quiet location with self check in via keypad. We also have walking trails, a lighted fire pit area, gas grill and large deck! We look forward to hosting you! We are just 15 minutes from downtown Chambersburg with lots of unique food and coffee shops! We are just 20 minutes from Hagerstown, MD, just 25 minutes from Whitetail Ski Resort and only 40 minutes from historic Gettysburg! Come find us!

Top guest favourite
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!

Top guest favourite
Townhouse in Greencastle
5.0 out of 5 average rating, 27 reviews

The State Line Stay

Our townhome offers the perfect blend of comfort, convenience, and location. Situated on the Maryland/Pennsylvania state line in Greencastle, this home is just minutes from Interstate 81, making it an ideal choice for work travelers, contractors, and guests seeking easy access to surrounding areas. Unlike a hotel, you’ll enjoy the privacy of an entire two-bedroom, 2.5-bath home with a one-car garage and in-unit washer and dryer—perfect for both short and extended stays.

Guest favourite
A spacious living area is presented with a large, light-colored couch and two matching armchairs adorned with orange cushions. A contemporary coffee table sits centrally on a textured area rug. The walls feature vibrant sports-themed artwork, including a basketball graphic and a vintage-style sign.
Townhouse in Hagerstown
4.93 out of 5 average rating, 103 reviews

GreatRoom LARGE screen TV, ATARI Video near HWY 81

Looking for a place to work or play? Then Home Sweet Home is where you’ll want to hang your hat! Our SPACIOUS town home is perfect for the contractor, nurse, or maybe you just need a place to hang out and play while visiting family! With so many tournaments and sports in the area, it's helpful to know we are 2 miles from Fairgrounds Park, the Ice Rink, and downtown, and 2.4 mls from City Park! Very close but far enough from city center to enjoy peace and quiet.

Top guest favourite
Cabin in Waynesboro
4.95 out of 5 average rating, 21 reviews

Nature lovers dream, A-Frame on a farm-king bed

Wake up to wild life sightings or unwind after a day of work or adventure in this secluded cabin conveniently located near several hospitals and major businesses/corporate hubs. Just a short drive to two Ski resorts, the Appalachian trail, Michaux state forest, Hershey, Gettysburg, and Antietam battlefields. Perfect for romantic getaways, weekend escapes, outdoor enthusiasts, traveling healthcare providers, and Buisness travelers needing a peaceful stay.

Popular amenities for Shady Grove holiday rentals