
Holiday rentals in Taneytown
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Top-rated holiday rentals in Taneytown
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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

UB Paradise - Rustic, Relaxing, Amazing View
A unique rustic atmosphere, relaxing location with amazing view. Private entry, open floor plan basement is 1,300 square feet; 4 double beds, wrap around window seat, bar with kitchenette, bath/shower, and game area. We welcome those who are looking for a unique place to stay. We are close to Taneytown (Antrim 1844), Gettysburg, Frederick, Ski Liberty, Catoctin Mountain, Carroll County Wine Trail, Flood Zone. We do live upstairs, you are renting a walkin basement, and have use of outdoor spaces.

Cabin in the Woods - Weekday Specials!
Welcome to our log cabin! This three bedroom, two bath, all-wood home is set on five wooded acres less than a mile from the main highway. There is easy access to historic Frederick and Gettysburg. Surrounded by beautiful National and State Parks and only 20 minutes from Ski Liberty. Enjoy a relaxing time surrounded by trees or take a walk along the neighborhood orchards. Sit on the covered porch, relax by the fire-pit and eat on the back patio – or if it’s cold outside, enjoy the wood stove!

River House Retreat w/ King Bed
River House Retreat features 3 bedrooms 2 full baths with stunning panoramic views of the Monocacy River. Spacious home has plenty of room for all with a well equipped gourmet kitchen and large island. Take a week and get away from everything! Relax and unwind at this scenic secluded location. In the warm months you can enjoy everything that river life has to offer; canoe, kayak, paddle board or fishing. Only 14 miles from Ski Liberty. 9 miles from Gettysburg PA. 15 miles from Thurmont MD.

Civil War Farm House w/Heated (seasonal) Pool
Welcome to this historical Civil War Farm House. This stone home built in 1861 by Christian Shriver and was actively used as a field hospital during the war. Mrs Shriver prepared General Reynolds his breakfast on the first day of the battle (which he was killed). The Durboraw's moved here in the early 1890's and have remained here on the farm ever since. Please note, pool is open seasonally mid-May through mid- Sept. Please inquire to its opening/closing if booking around these times.

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!

Luxury, Charm and Privacy in Spacious Apartment
This light and airy, basement walkout apartment is located off the beaten path on a beautiful country acre. This airy space is filled with character and charm and is fully equipped. The apartment is perfect for couples, solo adventurers, and business travelers. Located 7 miles from McDaniel College and Westminster, 20 miles from Gettysburg, and 23 miles from Frederick, it's a great location for dining, exploring, shopping and enjoying all the college has to offer.

Historic country guesthouse, newly renovated.
Birthplace of the author of The Star-Spangled Banner, Keymar, MD was home to Francis Scott Key. This original General Store (now our Guesthouse), on old Key property that was built in the late 1800s, has been impeccably remodeled to allow you every comfort while being centrally located to historic Gettysburg, PA, Frederick, MD, the beautiful Catoctin Mountains, Mount Saint Mary’s University, Liberty Mountain Ski Resort, and so much more. Settle into history.

Gettysburg 2 Easy Times
Take a break and unwind at this peaceful oasis. In Rural Gettysburg but just 6 miles from the Gettysburg Square. Sit outside and enjoy one of the most Gorgeous Sunsets. 2 Small Bedrooms and open living room, dining room and kitchen area. Everything has been renovated. Very clean. Laundry room in breezeway. Front porch and adequate parking. Single family home on over .5 acre lot. Central to Hanover and Gettysburg and only 20 miles from York PA also

Stoney Spring Overlook
This beautiful mountain home offers breathtaking views of the surrounding Catoctin Mountains. The area is rich with outdoor adventures and attractions. Though it feels like a peaceful retreat tucked away in the mountains, it’s only 30 minutes from Frederick, MD, historic Gettysburg, PA, and about an hour from the Washington, D.C. area. Whether you’re seeking a quiet escape or hoping to explore more of the Frederick County.

The Red Barn
The Red Barn is located in a very rural setting about 10 miles from Gettysburg. The Red Barn is approximately 1/2 mile off the main road and within a stone's throw of the Mason Dixon Line. If you are looking for a quiet space with not super internet this is the place. Plenty of books to read, miniature donkeys to watch playing with their border collie pal and on a clear night - see some awesome stars!

Lovely 2-bedroom apartment near McDaniel College
*Please note- Due to Airbnb policy changes, all fees are now included in the total nightly rate. They are no longer added at the end of your transaction. Beautiful historic home in downtown Westminster. Clean and spacious. So close to McDaniel Campus, you can see it from your window. Walking distance to the great shops and restaurants downtown has to offer.
Popular amenities for Taneytown holiday rentals
Other great holiday rentals in Taneytown

Triple F Farm. A Country Retreat

Turkeyfoot Hideaway!

The Ivy Loft in Westminster

Private Woodland Retreat | Near Downtown Frederick

Cozy Mountain Retreat - Remodeled Near Ski Resort

Rabbit Hill

Farm Retreat- Sauna, Hot Tub, Cold Plunge, Trails

Gillis Carriage House 1 BR entire place pond view
Destinations to explore
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- M&T Bank Stadium
- Oriole Park at Camden Yards
- Federal Hill Park
- Johns Hopkins University
- Liberty Mountain Resort
- CFG Bank Arena
- Roundtop Mountain Resort
- Baltimore Convention Center
- Harpers Ferry National Historical Park
- Cunningham Falls State Park
- Cowans Gap State Park
- Patterson Park
- National Aquarium
- Great Falls Park
- South Mountain State Park
- Arundel Mills
- Caledonia State Park
- Harbor East
- University of Maryland
- Baltimore Museum of Art
- Pennsylvania Farm Show Complex & Expo Center
- Canton Waterfront Park
- Greenbrier State Park
- Reston Town Center





