
Holiday houses in Smithsburg
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Top-rated holiday rentals in Smithsburg
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Mountain Top Suite Gettysburg only 15 minute drive
Centrally located to Gettysburg and Maryland! Peaceful and quiet efficiency apartment located on top of mountain in Blue Ridge Summit, PA . Tastefully decorated. ROMANTIC GETAWAY & BUSINESS PROFESSIONALS WELCOME! Mount St. Mary’s University (8.9 miles) WellSpan Gettysburg, Chambersburg (16 miles) Meritus Medical Center Hagerstown, MD (17 miles) Gettysburg College (16 miles) National Emergency Training Center (8 miles) Liberty Mountain Resort (5.4 miles) Zigbone Farm Wedding Venue (3 miles

Cabin on Middle Creek - Myersville MD - Middletown
Park the car & walk across the creek on the foot bridge to serenity along Middle Creek. Nestled between South Mountain State Park & Gambrill State Park, lies a beautiful & relaxed 9-acre private cabin retreat. Great place to unwind & de-stress. Let the sound of the creek or rain on the tin porch roof put you to sleep at night. It has all the essentials of home. Enjoy the fire pit on cool evenings or take a dip in the stream on a warm day. The cabin offers a perfect peaceful or romantic setting

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.

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.

Hawks Nest Hagerstown
Hawks Nest is a charming single level home CENTRALLY located in Hagerstown only a stones throw from Hagerstown Community College. Features include a FULL Kitchen (Refrigerator, Microwave, Stove), Primary SUITE with KING-sized bed, walk-in tile shower, and large closet. For your ENTERTAINMENT kick back on a recliner sofa and watch a favorite movie on a Smart HDTV. Surrounded by nature spot some wildlife while you sip your morning cup of coffee or tea in a rocking chair on the front porch.

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.

Creekside Retreat at the Jewel Vinsota
Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

The Great Escape Lodge ~ Exquisite Mountain Views
The Great Escape Lodge is a soaring A-frame offering luxury accommodations. Owner designed and custom built in 2022, this luxury getaway is nestled in the stunning Catoctin Mountains with views parallel to those seen on Paramount's hit series Yellowstone. This exquisite residence offers outstanding interior and exterior custom touches and amenities. From the open concept great room to the massive deck with rockers and hot tub, there are endless opportunities to enjoy the scenic views.

Spruce Run Cottage, Farm stay on Catoctin Mountain
The cottage is located on 25 acres of mostly wooded terrain off Highway 17 near Wolfsville, Maryland, less than an hour and a half from D.C. The cottage faces the woods and the private drive down to the creek. There is almost zero light pollution at night so stargazing is incredible from the balcony. The hosts live on the property up the hill in an 1890’s chink log cabin. Although you can see our house, the cottage feels very private and is a quiet comfortable retreat in the hills.

The Crooked Cottage: a Cozy, Curated Escape
You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

Oak Hill Private Suite Historic North End
A recently renovated private suite only 1.5 miles from town center. Welcoming ‘walking’ neighborhood of architecturally diverse homes inspired by the Garden City Movement of early 20th C. Near both Interstate 81 and 70, Museum of Fine Arts, Whitetail Ski Resort, New Baseball Stadium, Antietam, Gettysburg, Frederick, C&O bike trail, wineries, outlets. Guests enjoy stays for tourism, conferences, trainings, the MD Int’l Film Festival, JFK 50, family visits and artist retreats.

Private Country Club Home
I am an experienced super host with eight years of hosting. I have a charming mother-in-law suite with your own entrance in an upscale country club development. Features a beautiful two acre backyard, a fire pit, outdoor deck and grill, private living room, kitchen, bath, and bedroom. We are just 20 minutes from White Tail Ski Resort and less than an hour to Gettysburg, Antietam Battlefield, the Appalachian trail, and C&O Canal. Come join us for a relaxing stay.
Popular amenities for Smithsburg holiday rentals
Other great holiday rentals in Smithsburg

Serenity and Comfort

The Shady Sycamore Farm: Near the C&O Canal

Camp Swift Run

The Stone Home: Studio Escape

Gold room

Private Room on Second Floor of House

Josie’s place

Private Room in Townhouse, Pet Friendly
Destinations to explore
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- Stone Tower Winery
- Cunningham Falls State Park
- Caves Valley Golf Club
- Great Falls Park
- Liberty Mountain Resort
- Whitetail Resort
- Cowans Gap State Park
- Codorus State Park
- Caledonia State Park
- The Links at Gettysburg
- Berkeley Springs State Park
- Gambrill State Park
- Cacapon Resort State Park
- Gifford Pinchot State Park
- Creighton Farms
- South Mountain State Park
- River Creek Club
- Field of Screams Maryland
- Pine Grove Furnace State Park
- Roundtop Mountain Resort
- Notaviva Vineyards
- The Adventure Park at Sandy Spring
- JayDee's Family Fun Center
- Herndon Centennial Golf Course