House holiday rentals in Carroll County

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

River House Retreat w/ King Bed

River House Retreat features 3 bedrooms 2 full baths with stunning panoramic views of the Monocacy River. Spacious home has plenty of room for all with a well equipped gourmet kitchen and large island. Take a week and get away from everything! Relax and unwind at this scenic secluded location. In the warm months you can enjoy everything that river life has to offer; canoe, kayak, paddle board or fishing. Only 14 miles from Ski Liberty. 9 miles from Gettysburg PA. 15 miles from Thurmont MD.

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.

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!

Grandma’s house | fam & dog friendly | 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. 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. Full AC. Fenced side yard.

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.

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.

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.

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.

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.

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.

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.