
Holiday houses in Libertytown
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Top-rated holiday rentals in Libertytown
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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

The Grand Delphey: Downtown Modern Penthouse
Enjoy this stylish condo located in the heart of downtown's Historic District. The condo resides within a beautiful mansion known as the The Grand Delphey with lounge rooms on the first level perfect for photo sessions or gathering. The unit has the ability to rent with 3 other units to SLEEP UP TO 16 PEOPLE! Please let us know if you would like to book the entire mansion for wedding parties or other events. Just steps away from wedding venues, Baker Park, the creek, downtown nightlife & shops!

Carroll Creek Private Apt./Luxury King Bed
Within footsteps to Carroll Creek Promenade offering easy access to posh restaurants, fun Breweries, local shops and festivals galore! Modern remodel and furniture including a memory foam king bed. Enjoy your own apartment w/ wide open spaces & high ceilings that bring in fantastic light. Historic bldg. (circa 1840) with all the modern appointments to make your stay super comfortable & fun! Owners provide advice on their favorite places & restaurants! Easy self checkin. Free parking on site.

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!

Poole House at Friendship Farm
Welcome to Poole House at Friendship Farm! Escape to the country at this historic stone house built in the 1700s. With accommodations for eight guests it is perfect for a getaway with friends and family, wedding parties and work retreats. The house received a meticulous restoration that includes all mechanical systems and a modern addition with a gourmet kitchen and master bedroom. The property also includes a three car garage as well as a restored smoke house and log cabin.

Sunsets from a Haven on a Hill
Come rest & relax in the high hill country of Mount Airy, MD. Find an oasis of beautiful views, rolling hills, open skies, and pastureland. This three-story farmhouse sits on one of the highest points in Mount Airy, MD with views of both the sunrise and the sunset. With an open kitchen plan, large family room, and beds to sleep 9, it’s a perfect place to gather family together for the holidays. Unwind, unplug, and connect with your loved ones in this beautiful farm setting.

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.

Guest Favorite! A Getaway Gem 1 Bedroom Home
You’ll find the relaxation you’re seeking in this home minutes outside Frederick! Convenient to wedding venues, wineries, rural craft breweries and golf/disk courses. The home is not an apartment or shared space. We absolutely do not spray the yard for bugs and we invite birds and pollinators. If that’s not your thing, this spot may not be for you. *No recent reviews because we chose not to have it listed this past winter and spring.

Misty Hill Lodge-Frederick
Pets not permitted. This is a no smoking property, inside and out. Misty Hill Lodge - 2 BR, 2 BA, 1930's Log Cabin in Frederick will be the place where all your stress disappears as soon as you arrive. 5 wooded acres, Huge 29x29 Great Room, 80" Smart TV, Central AC/Heat. Built from American Chestnut trees that lined the property, (15min to downtown Frederick, 5 min to Middletown). The property features incredible wildlife.

Mountaintop Retreat with Wood Fired Hot Tub
Doah House is a private retreat perched on a bluff atop the Blue Ridge, with wide views over the Shenandoah Valley. A calm container for rest and observation, the pace softens, shaped by small rituals: lighting the fire, soaking in the wood-fired tub, making coffee by hand. Weather moves through the trees, changing the light, the air, the sound. Each day feels different. The forest shifts, and you might, too.

A Quiet Haven
A town-house size in-law suite/ 2 floors. Private entrance...in a development. Quiet area. 20 min from Frederick, MD or 1 hour to D C or Baltimore or 45 min to Gettysburg or to Fairfield, PA for skiing. Private entrance with farmland scenery out back of townhouse. Parking space for 2 cars. NO PETS facility but Several kennels nearby. Please No Smoking allowed inside.. may use bench out front.

Large countryside escape
Large, sparkling-clean, light-filled cottage with peaceful views of grazing horses, swaying pastures and mountains all around. Oversized dine-in kitchen and gathering room allow for reconnection. Clean linens, comfortable beds and quiet, allow for great rest. Unwind, reconnect and recharge in this magical place minutes away from the hustle and bustle of Damascus and 45 minutes from downtown DC.
Popular amenities for Libertytown holiday rentals
Other great holiday rentals in Libertytown

Cozy West Virginia Treehouse

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

Rabbit Hill

Private Woodland Retreat | Near Downtown Frederick

Gillis Carriage House 1 BR entire place pond view

The Gathering Place | Luxury Sauna Retreat

The Everyday Farm Getaway

Luxury Cozy Guesthouse w/ Private Entry & Garage
Destinations to explore
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- M&T Bank Stadium
- National Mall
- The White House
- Nationals Park
- Walter E Washington Convention Center
- Oriole Park at Camden Yards
- Federal Hill Park
- Liberty Mountain Resort
- Johns Hopkins University
- National Museum of African American History and Culture
- Washington Monument
- Georgetown Waterfront Park
- Capital One Arena
- CFG Bank Arena
- National Harbor
- Smithsonian National Zoological Park
- Howard University
- Roundtop Mountain Resort
- Patterson Park
- Museum of the Bible
- Smithsonian American Art Museum
- Cunningham Falls State Park
- Harpers Ferry National Historical Park
- Smithsonian National Air and Space Museum





