Holiday houses in Carroll County

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Top-rated holiday rentals in Carroll County

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Top Guest favourite
The open-concept living space features a combination of comfortable furniture, including two green chairs and a gray sofa. A wooden coffee table occupies the center of the room, surrounded by an area rug. A fireplace and bookshelves add warmth and character to the setting.
Apartment in Sykesville
4.95 out of 5 average rating, 218 reviews

Hickory Haven •1B King •Bsmt Apt •Clean •LG

Walk into a generously spacious, open-concept apt. The comfortable furnishings in this home blend authentic styles with modern design. Start your mornings w/ a meticulously clean bathroom. Enjoy movie night in the large living room, or lay on the comfortable king-sized bed. Read through the night by a warm stove fire. Stay in the backyard and enjoy the serenity of Sykesville! Enjoy the high-speed internet and the large space for your work-at-home needs. Stay-a-while and make the place your home.

Guest favourite
A stunning sunset is displayed over a rural landscape, with warm orange and yellow hues spreading across the sky. Silhouettes of trees and rolling hills create a serene backdrop, while the softly illuminated horizon adds to the tranquil atmosphere.
Farm stay in Union Bridge
4.94 out of 5 average rating, 200 reviews

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.

Top Guest favourite
A spacious gathering area is highlighted by a comfortable sofa and a light armchair, complemented by a brown coffee table. Wall art and mirrors add character to the gray walls. Soft rugs cover the wood-like flooring, creating a cozy atmosphere for relaxation.
Apartment in Sykesville
4.97 out of 5 average rating, 337 reviews

Heart of Sykesville! 2 Bedroom Suite! Walk to town

Located in the heart of Sykesville, Linden, a two bedroom basement suite, welcomes you to relax and rewind! We have designed our space to feel like your home away from home.The kitchenette includes a full refrigerator, microwave, slow cooker, Instapot, and a hot plate for meal prep. An easy stroll to Main Street will give your car a rest as you enjoy dining and shopping, live music from May/Oct and a wonderful Splash Park from May/Sept. Private guest patio with small gas grill. Dogs considered.

Top Guest favourite
The exterior of a blue farmhouse features a covered front porch with decorative trim. Four windows are positioned symmetrically on the second floor. The entrance is marked by stairs leading to a white door, with colorful banners hanging from the porch. Green foliage surrounds the base.
Home in Sykesville
4.85 out of 5 average rating, 171 reviews

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.

Top Guest favourite
An A-frame cabin is nestled in a wooded area, showcasing a blue exterior with large windows. A deck features two orange chairs, inviting relaxation. Surrounding trees display autumn foliage, while a layer of snow covers the ground, enhancing the tranquil setting.
Chalet in Marriottsville
5 out of 5 average rating, 100 reviews

Renovated 1973 Aframe with Hot Tub

Welcome to Hickory Roots Aframe! Nestled on a hill in the middle of a tranquil 1.13-acre lot, this luxurious 1,050 sq ft A-frame was originally built in 1973 and completely remodeled in 2023 with a mid-century design keeping in mind today's conveniences! Enjoy a relaxing stay - hang out at the fire pit, curl up with a book inside or soak in the covered hot tub. Conveniently located with easy access to I-70, I-795 and just 35 minutes from downtown Baltimore & 60 minutes from Washington DC!

Superhost
A two-story building with a light-colored exterior is set against a backdrop of greenery. In the foreground, a whimsical wooden train structure is featured, consisting of multiple barrel-like cars painted in bright colors. The scene is designed for enjoyment and playfulness.
Apartment in Sykesville
4.83 out of 5 average rating, 208 reviews

2 Bedroom Apartment in Quiet Area

We are 1/2 mile from Sykesville's Main Street - the 2016 Coolest Small Town in America. There are a lot of events in town, many walking paths through-out the community, a train that runs along the Patapsco River and through brick tunnels built in the 1800's. Nearby McDaniel College, Stevenson College, Patapsco State Park and Howard County Fair Grounds. You are less than an hour to Gettysburg, Antietam, Harpers Ferry, Baltimore, and Frederick, and about 1.5 hours from Washington, DC.

Guest favourite
A dining area is highlighted by a wooden table surrounded by six wooden chairs. Natural light enters through large windows covered by vertical blinds. In the background, an adjacent kitchen is visible through an open doorway.
Guest suite in Sykesville
4.91 out of 5 average rating, 148 reviews

A quiet, restful retreat.

This is an in-law suite with private entrance attached to our home in a quiet neighborhood. There is a fully equipped kitchen, dining area, living room with sofa bed, bathroom and bedroom with queen bed and sofa bed. Folding baby crib (pack n play) with sheets and blankets available. There is a foldable single bed also available. We are an hour away from D.C. and Dulles Airport and 30 minutes away from Baltimore and BWI Airport. Street parking is available.

Top Guest favourite
A comfortable living area features a dark leather sofa adorned with decorative pillows. Two small tables sit on a simple area rug, while wall hangings add texture to the light-colored walls. Kitchen appliances are visible in the background, enhancing the open space.
Loft in Westminster
4.95 out of 5 average rating, 110 reviews

Luxury Downtown Loft

The only luxury loft available in Westminster! Looking for a clean and convenient place to lay your head while exploring Westminster, this is your spot! Brand new apartment with luxury amenities at your finger tips. Within walking distance to downtown Westminster and a short drive to some of Westminster's hidden gems! **Please be advised that the sleeping area has a low ceiling! If you are taller than 6ft be advised**

Top Guest favourite
A spacious living area showcases high wooden beams and large windows allowing natural light. A cozy sofa is arranged with decorative cushions, while books line the walls. A dining table is positioned to one side, with a variety of plants adding a touch of greenery.
Farm stay in Taneytown
4.91 out of 5 average rating, 232 reviews

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!

Top Guest favourite
A two-story town home displays a welcoming exterior, featuring a light-colored facade and dual garage doors. A spacious driveway provides ample parking space, framed by neatly landscaped areas and patches of green grass. Scenic farmland can be seen beyond the property.
Guesthouse in Frederick
5 out of 5 average rating, 107 reviews

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.

Top Guest favourite
A spacious bedroom features a large wooden sleigh bed dressed in a checked pattern. A chandelier hangs from the ceiling, illuminating the rustic wooden beams. A window with light curtains allows natural light to enter, while a round mirror rests against the wall near a side table.
Cabin in Upperco
4.93 out of 5 average rating, 133 reviews

The Guesthouse at Downey Family Farm

Cozy yet spacious renovated log cabin on our small farm in Maryland's picturesque countryside. Large bedrooms, two bathrooms, great Wi-Fi, and fully-equipped kitchen and washer/dryer make this a great place to stay with your family. The Guesthouse is conveniently located with easy access to I-795, and is 35 minutes from BWI Airport.

Top Guest favourite
A serene bedroom features a spacious bed dressed with a light-colored duvet and a blue quilt. Decorative pillows and a tray are arranged on the bed. Natural light fills the room through two windows adorned with sheer curtains, while beach-themed decor adds a calming touch.
Home in Woodsboro
5 out of 5 average rating, 106 reviews

Guest Favorite! A Getaway Gem 1 Bedroom Home

* * Xmas Decor * * You’ll find the relaxation you’re seeking in this peaceful, fully equipped home minutes outside Frederick! Convenient to wedding venues, stunning wineries with rolling vineyards, rural craft breweries and golf/disk courses. The home is not an apartment or shared space.

Popular amenities for Carroll County holiday rentals