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Holiday rentals in Shady Grove

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Top-rated holiday rentals in Shady Grove

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

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Guest favourite
Two classic wooden Adirondack chairs are positioned near the bank of a gently flowing stream. Lush greenery surrounds the area, with trees casting dappled sunlight on the water. A clear blue sky adds a serene backdrop, enhancing the peaceful atmosphere of the outdoor space.
Cottage in Waynesboro
4.94 out of 5 average rating, 142 reviews

Antietam Toll House~an historic waterfront cabin

The Antietam Toll House (@antietamtollhouse) is a renovated historic property circa 1800. Sitting on the bank-head of the Antietam stream, this cabin has it's own private fishing hole. Secluded, yet close to amenities and attractions, this property is the perfect place for an artist retreat, respite from the city or a base from which to explore local gems of the area. Wineries, Appalachian Trail, Antietam, Gettysburg battlefields, Ski Liberty, Catoctin , Cunningham Falls and more nearby.

Top guest favourite
The treehouse is perched among tall trees, featuring a wooden deck that wraps around its structure. A gentle staircase leads to the entrance. In the foreground, purple flowers bloom beside a rock outcropping, enhancing the natural landscape under a bright blue sky.
Treehouse in Shepherdstown
4.97 out of 5 average rating, 437 reviews

Cozy West Virginia Treehouse

Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

Top guest favourite
Place to stay in Shippensburg
5 out of 5 average rating, 476 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, 147 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!

Top guest favourite
The exterior of the historic colonial house is depicted, showcasing a light stone facade complemented by a slanted metal roof. A spacious front porch with a wooden railing is visible, surrounded by a well-maintained garden featuring various plants. Two doors lead into the home.
Cottage in Hagerstown
4.96 out of 5 average rating, 465 reviews

Unique historic home - Springhouse 1803

If you are looking for a unique place to stay, come visit us at Springhouse 1803. Yes, there really is a spring under the house. After sitting empty for 20+ years, the house has been restored to be lived in again and it has maintained much of its colonial charm. The house has all the amenities you need for a comfortable stay. NOT A PARTY HOUSE, OWNER IS ON SITE in separate house. If you're looking for a day that is blocked, you can inquiry if it's available, see below for more details.

Top guest favourite
The exterior of the guesthouse is showcased, featuring a deck with outdoor seating and an umbrella. Tall windows allow for natural light, complementing the green siding. Lush landscaping surrounds the house, creating a natural, inviting setting.
Guest house in Smithsburg
4.97 out of 5 average rating, 849 reviews

Jewel Vinsota Artist's Guesthouse

Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota Artist's Guesthouse is the perfect get-away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.

Top guest favourite
The exterior of a one-story cottage is shown, featuring a combination of green siding and a dark metal roof. A neatly landscaped front yard includes shrubs and seasonal foliage. A paved walkway leads to the front door, flanked by two windows, and a double garage is visible on the left.
Cottage in Chambersburg
4.93 out of 5 average rating, 105 reviews

Creekside Cottage

Creekside Cottage is a lovely two-bedroom cottage surrounded by beautiful gardens with a back deck that makes you feel like you are living in a tree house. This is the perfect spot to relax and recharge. There are beautiful views of Back Creek from the deck where you can bird watch and hopefully catch sight of one of our local bald eagles. You'll feel right at home with this spacious kitchen that is well-stocked. Walking distance to Twin Bridge Camp. NO SMOKING NO PARTIES.

Guest favourite
A polycarbonate dome is nestled among trees, illuminated in soft green light. The spacious deck includes a seating area and a small table. A colorful sunset is visible in the background, casting a warm glow over the Appalachian landscape.
Dome in Shippensburg
4.92 out of 5 average rating, 172 reviews

Spectacular views, intimate dome

Come experience a truly one of a kind polycarbonate dome tucked away in the Appalachian mountains! Situated on the mountainside overlooking the scenic Cumberland valley. Complete privacy, stunning sunsets, and amazing amenities! The dome is climate controlled. The spacious deck is equipped with a meticulously maintained hot tub, and a blackstone griddle. This offers the unique opportunity to be immersed in nature, yet enjoy numerous amenities and comfort.

Top guest favourite
Cabin in Waynesboro
4.93 out of 5 average rating, 15 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.

Top guest favourite
The exterior of the cabin is shown, featuring a raised deck with a black railing. Large windows allow light to enter the interior. Green plantings and landscaping are present at the base, complementing the natural surroundings.
Cabin in Biglerville
4.99 out of 5 average rating, 203 reviews

Charlie’s Place-Beautiful, quiet 2-bedroom cabin.

Our cabin is located on a private stoned road. Very quiet and remote location. Keep this in mind when booking. 25 minute drive to downtown Gettysburg, 40 minutes to Carlisle Fairgrounds. Near Michaux State Forest, Pine Grove Furnace State Park and Caledonia State Park; many hiking, ATV and snow mobile trails. For those that enjoy skiing we are 30 minutes to Liberty Mountain in Fairfield and 50 minutes to Roundtop Mountain in Lewisberry.

Top guest favourite
The exterior of a colonial era spring house showcases a natural stone base supporting a wooden structure. A spacious balcony with wooden railings extends from the second floor. Brightly colored hanging flower pots add a touch of greenery to the inviting façade.
Home in Blue Ridge Summit
4.99 out of 5 average rating, 667 reviews

Colonial Era Spring House

A unique and private mountain top colonial era spring house, with two springs flowing thru the basement. Originally the site of a tannery in the 1700s. Here you can relax, recharge, and rejuvenate. We celebrate all four seasons where you can enjoy Mother Nature's ever changing scenery at 1300' above sea level with fresh mountain air. Our area offers many things to do, or you may choose to stay in and do nothing at all.

Top guest favourite
The interior of a spacious RV is displayed, featuring a cozy seating area with a light-colored couch and a kitchen equipped with modern appliances. A rustic dining table is set with plates and glasses, while natural light filters in through window coverings. Wood cabinetry and elegant accents are visible.
Camper van/Motorhome in Chambersburg
4.93 out of 5 average rating, 44 reviews

Blissful Camping

Tankless water heater. Never run out of hot water. You’ll treasure your time at this memorable place. A quiet place to get away and explore the area. This is great for traveling professionals as a home away from home. Enjoy a comfortable outside area along with the inside that has all the amenities of a home. A firepit to have nightly fires on those days when it's not so hot or not too cold.

Popular amenities for Shady Grove holiday rentals