House holiday rentals in Carroll County

4.94 out of 5 average rating, 47 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

4.96 out of 5 average rating, 51 reviews

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!

5 out of 5 average rating, 20 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. ***Pls see 'Other Details' section before booking*

4.84 out of 5 average rating, 166 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.

4.91 out of 5 average rating, 11 reviews

Home in Westminster

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!

4.93 out of 5 average rating, 96 reviews

Home in Owings Mills

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.

4.93 out of 5 average rating, 46 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.

4.93 out of 5 average rating, 149 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, 20 reviews

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.

Superhost

Home in Sykesville

4.89 out of 5 average rating, 98 reviews

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!

4.88 out of 5 average rating, 42 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.)