House holiday rentals in Carroll County

4.93 out of 5 average rating, 45 reviews

Home in Union Bridge

Farmhouse Getaway | Close to Wineries & Breweries

The farmhouse was originally built around the late 1800s. Many additions and renovations have left the house with lots of character, a few quirks, and lots of country charm. The house offers a queen bedroom with connecting dedicated office, bedroom with two twin beds, one full bath downstairs and a half bath upstairs, washer & dryer, fully decked out kitchen, high speed internet, Airplay TV, back porch with patio table and chairs, volleyball/badminton, cornhole, board games, and ample parking

4.85 out of 5 average rating, 163 reviews

Home in Sykesville

Plummer Farmhouse

Want to experience historic Sykesville living? Look no further! This 1892 charmer offers 5 bedrooms and 2.5 baths with over an acre of land and amazing outdoors space (TV, over sized deck, and rail road tracks!). In 2016 Sykesville was named The Coolest Small Town in America and now you get to experience all its "coolness". The farmhouse is located only steps away from the Main Street which hosts boutique shops, great restaurants, distillery, farm markets and trout fishing in Patapsco river.

4.95 out of 5 average rating, 39 reviews

Home in Keymar

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.

4.92 out of 5 average rating, 91 reviews

Home in Owings Mills

Cozy home, kid and dog friendly, with huge yard.

Welcome to Grandma's House! Come relax with the your family (dogs too) in this classic and freshly updated two bedroom two bath whole house. House features 1/2 acre yard, full kitchen, dinning room, living room, office/sitting room with WiFi and Bluetooth printer. With a queen sized bed in the downstairs master, another queen and twin in the bedroom upstairs along with a twin in the common room the house comfortably sleeps 6. House also features full laundry with washer and dryer.

5 out of 5 average rating, 16 reviews

Sunset View Country House

Surrounded by rolling farmland, sleeps up to 12, ideal for multi-generational groups attending weddings, graduations, or reunions. 6 wineries, 3 farm breweries w/in 5 miles, plus wedding & event facilities. Easy day trips to Gettysburg, Baltimore's Inner Harbor, Washington, DC. 4 BD, 2 BA, full kitchen, dining area, breakfast area, 2 living rooms, laundry, dining deck, front patio, rolling front lawn, space for kids. Front entrance & most of the main level are handicapped accessible.

4.93 out of 5 average rating, 137 reviews

Home in New Market

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.

5 out of 5 average rating, 93 reviews

Home in Woodsboro

Cozy, Comfortable & Clean

You’ll have our 1 bedroom, single-level home to yourself! Home is convenient for exploring stunning wineries in the area with rolling vineyards & exceptional wines, attending wedding venues, and visiting craft breweries. Charming downtown Frederick is minutes away for delicious dining, artisan stores, & First Saturday events. Hike the Catoctin Mountains, play disk golf at Woodsboro Park, or visit Gettysburg, Baltimore & DC. Lots to taste and see- or do nothing but relax.

5 out of 5 average rating, 14 reviews

Century Revival

This cozy Airbnb is nestled in the heart of charming Mt. Airy, MD, right off Interstate 70, offering the perfect balance of small-town charm and convenience. With easy access to the highway, this location offers smooth travel to surrounding areas, making it ideal for quick getaways or visits to nearby attractions. Whether you’re here to unwind or simply passing through, this location offers a welcoming retreat with all the convenience you need.

Superhost

4.86 out of 5 average rating, 36 reviews

Horse farm vacation rental

Above All Else @ Windsong, on a horse farm is centrally located between DC, Baltimore and Gettysburg. Minimum of 2 nights, up to 25% discount for over 6 nights. 4 bdrms, 3 full baths (one is Jack and Jill, connecting 2 bedrooms), Living rm, Family room (both with basic cable TV), WiFi, full kitchen, dining area, LR/W/D We limit guests on the property to 10 at any one time. Dogs allowed (pet fee) but due to host allergies, no cats.)

4.9 out of 5 average rating, 40 reviews

Home in Westminster

Charlie's Country Cottage at Destiny Farm

Relax with the whole family at this peaceful place to stay. Family Reunions, Wedding guests, Friend Reunion are Welcome. Handicapped Accessible!!! Located on our family homestead of 40 acres. Enjoy the relaxing surroundings of the farm .The farm is home Rescue Horses, Miniature Goats, Chickens and Ducks and even The Three Amigo's (aka Peacocks) With a fire pit, grill and outdoor space.

4.84 out of 5 average rating, 31 reviews

Home in Reisterstown

The Reisterstown Residence

Reisterstown Residence is located 22 miles Northwest of Baltimore in the heart of Reisterstown's historic district. This stately renovated home boasts 3 bedrooms and 1.5 baths and is perfectly oriented for families and can easily accommodate the business traveler. Another added feature is plenty of off-street parking. Please see additional details listed in "The Space."

Superhost