
Holiday houses in Woodsboro
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Top-rated holiday rentals in Woodsboro
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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.

Brent House | Downtown Frederick
Welcome to Brent House on 4th in beautiful Historic Downtown Frederick, Maryland. Enjoy a stylish and inspiring experience at our centrally-located dog-friendly flat in the heart of Downtown. Relax on our roof top deck after a day discovering why Frederick has been named one of the coolest places to visit with restaurants, wineries, breweries, art, recreation and more just steps from our location. The flat has a spacious living room, an eat-in kitchenette, a large bedroom, parking included.

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.

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.

Keymar Cottage
Stay in this stone rancher in beautiful rural Frederick County half an hour from historic Gettysburg and Frederick. The property is surrounded by fields on three sides with a great view of the mountains (unless the corn is too tall). Watch the sunrise from the front porch and sit on the back patio to watch the sunset. There is a two-car garage and a macadam driveway for parking. The six-tenths acre property includes a nice grassy lawn, trees and shrubbery and a picnic table on the patio.

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.

Basecamp Frederick Cabin - Mountain Stay
Rest, relax, and explore the outdoors at our quaint, charming log cabin in the Mountaindale Historical District near the Frederick Municipal Forest & Watershed. Basecamp Frederick Cabin is a semi-rustic retreat for outdoor lovers interested in coming to the area for peace and a little slice of nature. It’s the perfect area for couples, small families, and friends looking to spend a relaxing few days in the mountains. NOTE: This is in a quiet, residential community.

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.

Free Parking, Dogs • Walk to Breweries & Coffee
This charming downtown Frederick flat is made for foodies, coffee lovers, and city explorers. Just steps from Frederick’s top breweries and cafés, it’s the perfect home base for a weekend getaway with your pup. With pet amenities, local recs, parking, and fast Wi-Fi, it’s both fun and functional. Free parking in a dedicated spot on a gravel lot behind the home, which is a 2 minute walk to the front door.

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.

Spacious & Charming Private Basement Apt
Forget your worries in this spacious and unique basement space. Nestled in the serene Ballenger Creek section of Frederick, this charming, spacious, and private entrance basement apartment offers a delightful retreat for up to 4 guests. Designed with your comfort and convenience in mind, this above-ground haven is the perfect blend of homeliness and modern amenities, ensuring a memorable stay.

Spacious 1 Bed House, Close to Downtown Frederick
Come relax in this beautiful home away from home, located in a very clean & peaceful community. 1 bedroom master suite includes a stand up shower, soak in tube, sitting area and a walk-in closet. Located minutes away from downtown frederick and very close to many shopping stores. Highspeed internet/wifi and Smart TV access in all rooms (bedrooms included).
Popular amenities for Woodsboro holiday rentals
Other great holiday rentals in Woodsboro

18th C. Horse Farm Guest Suite

Idyllic bedroom in peaceful rural setting

Gold room

Place to stay in Frederick

Lovely 1 bdrm w/balcony & parking in a condo

Historic Room 2B Midtown Frederick Carroll Creek

Lavender Lane

Private suite – Quiet & Comfy Extended Stay
Destinations to explore
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- Nationals Park
- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- District Wharf
- National Museum of Natural History
- Oriole Park at Camden Yards
- Hampden
- National Museum of African American History and Culture
- Liberty Mountain Resort
- Stone Tower Winery
- Whitetail Resort
- Arlington National Cemetery
- Patterson Park
- Washington Monument
- Georgetown Waterfront Park
- Cunningham Falls State Park
- Caves Valley Golf Club
- Great Falls Park
- The Pentagon
- Codorus State Park
- Cowans Gap State Park
- Caledonia State Park




