House holiday rentals in Carroll County

Beautiful Mount Airy Home -Wine Country, Views!

100% FULLY RENOVATED, 4 BEDROOM HOME & BEAUTIFUL VIEWS! Soak in the views from the spacious 2nd story deck, dining area & bedrooms. Enjoy the floor-to-ceiling stone fireplace, chef's kitchen, tile baths. Lots of light & hardwoods throughout! Smart TV's, wi-fi & cable. A 4-minute walk to Historic Downtown Mt. Airy, 5-minutes' drive to restaurants, shops, & only 10 minutes to the spectacular Linganor Winery! Just over 30 minutes to Baltimore's Inner Harbor, outlets & Ellicott City! Come enjoy!

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!

Old Hanover Garden Haven

🌾 Welcome to the Garden Haven! Tucked away along a scenic country road, this 3-bedroom home is your gateway to fresh air, garden strolls, and countryside views. Whether you're sipping coffee under the maple tree or tending tomatoes in our guest-friendly garden, tranquility is built in. Inside? the comforts of home—with fresher air and fewer distractions. Outside? Nature’s doing her best work. Book your escape and dig into garden life at its finest! 🪴 Let the breeze be your soundtrack.

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.

Game Room, Peaceful Deck 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. Whether you're planning a reunion, wine country escape, or weekend getaway.

Casa Blanca—Heated Indoor Pool!

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!

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.