Holiday rentals in Woodsboro

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Top-rated holiday rentals in Woodsboro

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Top guest favourite
Cabin in Myersville
4.96 out of 5 average rating, 318 reviews

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

Guest favourite
Cabin in Myersville
4.96 out of 5 average rating, 166 reviews

Sleepy Hollow Log Cabin

Sleepy Hollow Log Cabin at Beechnut Springs is nestled in the majestic Blue Ridge Mountains. A short distance from Rt 70 as you travel down scenic route 17 following a bustling trout stream to Beechnut Springs entrance. After you arrive & settle into your secluded cabin, you will find many unique activities & quiet places in this serene setting amid the wonders of quiet waterfalls, easy walking paths, a wildlife haven, natural running streams & "The Bog Shack". Welcome to Sleepy Hollow Log Cabin

Superhost
Home in Thurmont
4.87 out of 5 average rating, 567 reviews

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!

Guest favourite
Flat in Frederick
4.89 out of 5 average rating, 356 reviews

Downtown Frederick Modern Studio

Modern 1-bedroom studio apartment located on North Market Street (NOMA) in charming downtown Frederick. Walking distance to great restaurants, shops, breweries and nightlife. Studio includes a full kitchen and luxurious bathroom providing everything you need to enjoy your time in downtown Frederick. Conveniently located behind laundromat (Noma Laundry) which is open from 5AM-11PM. 5 minute walk to the heart of Frederick and minutes away from Gravel & Grind coffee cafe and Olde Mother brewery.

Guest favourite
Farm stay in Thurmont
4.96 out of 5 average rating, 128 reviews

Private Farmhouse Escape w/ Mountain Views

Welcome to The Farmhouse at Magnolia Meadow Farms! This thoughtfully updated, 5 bedroom, 3.5 bathroom ranch-style home lives on 22 acres of total seclusion. Need a place to stay for a wedding or event, or just need to breathe some fresh air? This stunning home is the perfect, private getaway for you and the whole family while still being conveniently located. You are near: Catoctin Mountain Park Cunningham Falls State Park Downtown Frederick, MD Liberty Mountain Resort Gettysburg, PA & more!

Top guest favourite
Apartment in Frederick
4.96 out of 5 average rating, 117 reviews

2 Queen & 1 Twin Bed / Mountain & Museum Fun

Perched well above the city and in between Gambrill State Park and Cunningham Falls State Park, enjoy your stay in this extra large living space. Fifteen minutes from the city limits of Frederick, come and enjoy the peaceful surroundings with all the amenities of modern life. Bring your bikes and hiking boots to experience the myriad of trails and wildlife throughout the region. Close to the quaint City of Frederick. Dozens of wineries, craft breweries, and antique stores located nearby.

Top guest favourite
Guest suite in Smithsburg
4.98 out of 5 average rating, 299 reviews

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.

Top guest favourite
Home in Myersville
4.97 out of 5 average rating, 251 reviews

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!

Guest favourite
Townhouse in Frederick
4.91 out of 5 average rating, 128 reviews

Spacious Townhouse Minutes From Downtown

If you're looking for a wonderful place to stay near downtown with all the amenities, this home is for you. Less than 10 minutes to downtown Frederick in a wonderful neighborhood. Our guests often comment on how close the house is to downtown and all the attractions Frederick has to offer, how comfortable the beds are, and how surprisingly spacious the home is. The home features a comfortable game room, TV room with the most comfortable reclineable chairs, & 2 more living rooms.

Guest favourite
Farm stay in Mount Airy
4.98 out of 5 average rating, 112 reviews

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.

Guest favourite
Home in New Market
4.93 out of 5 average rating, 150 reviews

Historic Peace and Plenty Farm: Pool House

Peace and Plenty Farm is a 40+ acre, stunning rural escape located in Frederick County, two miles from Historic New Market, 45 minutes from Gettysburg, and an hour from Baltimore or Washington D.C. Feel free to explore our farm’s trails and hidden gems, play yard games with the family, or swim in our lap pool (open from June through October). Our generous space is suitable for a couple's getaway, a weekend with friends, a family vacation, a working vacation, or a quiet retreat.

Guest favourite
Holiday home in Thurmont
4.93 out of 5 average rating, 198 reviews

"Breeches Pocket" C.Wr Log Cabin/House Getburg-DC

This Historic 4BR log Cabin (house) on "Saint Elizabeth" farm is a true gem. It is minutes from hiking and biking trails, ski resorts, history tours, and the Catoctin Mountains. It has exceptional architectural details and a gorgeous interior design. We have rented it for 14 years and maintain it at the highest level. We guarantee you will be thrilled with your stay. READ "show more" (below) to understand the layout of this house.

Popular amenities for Woodsboro holiday rentals

  1. Airbnb
  2. United States
  3. Maryland
  4. Frederick County
  5. Woodsboro