House holiday rentals in Carroll County

4.94 out of 5 average rating, 48 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, 170 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.

4.86 out of 5 average rating, 14 reviews

Westy House

Old world charm with modern upgrades found in this Victorian in vibrant downtown Westminster. The house is cozy yet has large rooms with high ceilings and three outside porches. Vintage windows and 1800 era woodwork complete the experience. The fully stocked kitchen has a breakfast bar and a secret staircase to upstairs. Less than a 5-minute stroll to fabulous restaurants and two parks with Tennis and Pickleball. Baltimore (36m), Gettysburg (23m), or Frederick (29 miles away) Come and Enjoy!

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Home in Keymar

4.94 out of 5 average rating, 47 reviews

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.

4.67 out of 5 average rating, 3 reviews

Historic Manor House

The Christian Royer House is a historic home built in 1827, situated on 4 acres, with a pond, and surrounded by rolling farmland. It is the ideal place for a private stay in the Westminster, MD area. The property is operated as a wedding venue from May-October, but has availability for overnight stays when weddings are not booked. See also the separate listing for the Romantic Getaway Cabin, also on our property, which can be rented separately or in addition to the Manor House.

4.93 out of 5 average rating, 151 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.

4.94 out of 5 average rating, 18 reviews

The Cranberry House

The Cranberry House Welcome to this cozy mid-century modern home located in the heart of Westminster. A home that gives you tree house vibes. A hair and make -up boutique is located on site! The perfect space for wedding preparation. Outside stylists allowed access if accompanying guests. Enjoy cooking, dining, and lounging in the theatre room-or relax by the softly lit outside patio. This dog friendly home comes with an electric fence. Owners provide collars upon request.

4.89 out of 5 average rating, 99 reviews

Home in Sykesville

Casa Blanca—Luxury, Indoor Pool, Private

Casa Blanca is an upscale & private home nested in 7 acres of nature, perfect for entertaining families and friends. *Wheelchair accessible* Casa Blanca offers an open concept floor plan and various cozy spots to escape the hustle and bustle of your busy schedules. Swim in the heated indoor pool in the middle of winter while it snows outside and enjoy smore's by the fire. It's the perfect getaway, close to wineries, restaurants and only 30 minutes to Baltimore!

4.86 out of 5 average rating, 7 reviews

Family-Friendly 3BR w/ Parking in Westminster

Spacious 3BR, 1BA apartment in central Westminster—perfect for families or two couples. Two queen bedrooms and a trundle room with 3 twins (sleeps 6 comfortably). Recently updated with fast Wi-Fi, 2 Smart TVs, in-unit laundry, and fully stocked kitchen. Free gated parking included. Located on the 2nd and 3rd floors—stairs required. Less than 2 minutes to shops and dining. Linens and essentials provided.

4.9 out of 5 average rating, 89 reviews

Home in Sykesville

Lovely Sykesville home w/ a 5 min walk to Main St

We are located about a 5-minute walk from Downtown Sykesville. Main Street is host to restaurants, shopping, craft cocktails, and amazing hiking/mountain biking trails. This is a perfect home for a weekend getaway, a wedding in the area, or as a business traveler. The entire house can sleep 4 comfortably and is a perfect alternative to staying in a hotel in Owings Mills, Westminster, or Turf Valley.

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Home in Mount Airy

5 out of 5 average rating, 32 reviews

Peaceful Deck, Game Room Near DC, Gettysburg

- Welcome to the Gathering place with nature views, ideal for families or group getaways - Enjoy deer sightings and sunlit meals in the bright dining room - Game-filled basement offers hours of fun for all ages - Quiet cul-de-sac, easy drive to DC, Baltimore, and Gettysburg - Book now and make lasting memories at The Gathering Place A home designed for meaningful connection and peaceful rest.

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