House holiday rentals in Carroll County

Dog-Friendly Home | Bedroom on primary + Full AC

Enjoy easy summer stays at Grandma’s House in Owings Mills, a cozy dog-friendly retreat with full AC, fast Wi-Fi, laundry, driveway parking, fully stocked kitchen, and fenced side yard. This nostalgic home sits on a peaceful 1/2-acre lot with mature trees and frequent deer sightings. Perfect for sports families, medical travel, local events, and multi-generational visits with a primary bedroom on first floor + a private upstairs. Wegmans nearby; about 30 mins to Baltimore. Permit: RHR-2026-00248

Family · Value · Outdoor spaces

NEW Family/Pet Friendly, fenced in yard with Pool!

Welcome to Amber Oasis, a serene luxury retreat in a quiet Reisterstown neighborhood- just minutes from Owings Mills and only 25 minutes from Baltimore’s Inner Harbor. Designed for comfort, connection, and unforgettable stays, this spacious home is perfect for families, groups, and extended visits. Designed with families and longer stays in mind, this spacious property offers privacy, comfort, and thoughtful amenities- including a private fenced yard with pool, generous indoor living space, etc.

Location · Family · Pool

Peaceful Hollow

Peaceful Hollow provides the perfect country solution to your de-stressing needs. Tastefully decorated and built with lots of natural elements such as wood and stone, it provides a charming stay. We have four bedrooms, three have queen beds and one has a bunk bed that is single over double. There are two full bath. The kitchen is well furnished and perfect for cooking those meals when you feel like staying in for the day. The porch offers a lovely view of the farmland that surrounds the house.

Value · Location · Bathroom

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.

Family · Location · Barbecue

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.

Family · Location · Air conditioning

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.

Value · Family · Quiet

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.

Location · Family · Cleanliness

The Gathering Place | Luxury Sauna Retreat

A peaceful Mount Airy retreat with an infrared sauna, cozy fireplace, 1 GB Wi-Fi, and plenty of space for families, wedding guests, winery weekends, and quiet midweek getaways near Frederick. Enjoy nature views, deer and bird sightings, workspace, game room, stocked kitchen, comfy beds, and inviting gathering spaces. Quiet cul-de-sac—less than 10 minutes to groceries, restaurants, Walmart, and downtown Mount Airy, with easy access to Frederick, DC, Baltimore, and Gettysburg.

Location · Family · Accuracy

Century Revival

Welcome to your perfect Mt. Airy getaway, where small-town charm meets comfort and convenience. Located in the heart of town and just minutes from I-70, this beautifully renovated 1910 home makes it easy to explore or unwind. Whether you’re here for a weekend escape, visiting family, or passing through, you’ll love the blend of historic character and modern updates. Enjoy your morning coffee on the wraparound porch or relax after a day out in this peaceful, inviting space.

Location · Value · Hospitality

Guest Favorite! A Getaway Gem 1 Bedroom Home

You’ll find the relaxation you’re seeking in this home minutes outside Frederick! Convenient to wedding venues, wineries, rural craft breweries and golf/disk courses. The home is not an apartment or shared space. We absolutely do not spray the yard for bugs and we invite birds and pollinators. If that’s not your thing, this spot may not be for you. *No recent reviews because we chose not to have it listed this past winter and spring.

Family · Location · Indoor spaces

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.

Value · Family · Outdoor spaces

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.

Location · Family · Nearby