Holiday rentals with outdoor seating 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

UB Paradise - Rustic, Relaxing, Amazing View

A unique rustic atmosphere, relaxing location with amazing view. Private entry, open floor plan basement is 1,300 square feet; 4 double beds, wrap around window seat, bar with kitchenette, bath/shower, and game area. We welcome those who are looking for a unique place to stay. We are close to Taneytown (Antrim 1844), Gettysburg, Frederick, Ski Liberty, Catoctin Mountain, Carroll County Wine Trail, Flood Zone. We do live upstairs, you are renting a walkin basement, and have use of outdoor spaces.

Heart of Sykesville! 2 Bedroom Suite! Walk to town

Located in the heart of Sykesville, Linden, a two bedroom basement suite, welcomes you to relax and rewind! We have designed our space to feel like your home away from home.The kitchenette includes a full refrigerator, microwave, slow cooker, Instapot, and a hot plate for meal prep. An easy stroll to Main Street will give your car a rest as you enjoy dining and shopping, live music from May/Oct and a wonderful Splash Park from May/Sept. Private guest patio with small gas grill. Dogs considered.

The Everyday Farm Getaway

Unwind at this welcoming oasis surrounded by nature. This one bedroom 2nd floor apartment has views of the sunrise from the porch and the sunset from the bedroom. The cozy private space overlooks the property where deer, fox, and other wildlife roam and the host’s chickens, goats, cats, and dogs live. Creature comforts include a keurig, king bed, couch, kitchen table, WiFi, TV, and a deck. No parties, no gatherings of more than 2 people. NOTE: There are 2 flights of outdoor steps to enter.

The Ivy Loft in Westminster

The Ivy Loft is a beautiful, serene one bedroom loft with private garage entrance. This modern suite is nestled within Westminster, a town rich in history. It is minutes from shopping, historic landmarks, Baugher's PYO farm and orchards and just miles from America's 9th ranked winery. Amenities include a full kitchen, smart tv, WiFi and in-unit laundry. Perfect for R&R, we have included life's little pleasures such as a Nespresso machine, towel warmer and mini library to enhance your stay.

Private Efficiency Suite ~ King Bed ~ Baltimore Co

Welcome to Hickory Roots Hideaway! A cozy yet spacious 750 sq ft efficiency guest suite situated on our picturesque 4 acre homestead! Great Wi-Fi and amenities make this a perfect getaway even if work and virtual school must continue. Enjoy a relaxing stay - you are welcome to explore our garden, shoot some hoops in our basketball court, or get to know our adorable farm animals! We are conveniently located with easy access to I-70, I-795, and just 30 minutes from downtown Baltimore!

Luxury, Charm and Privacy in Spacious Apartment

This light and airy, basement walkout apartment is located off the beaten path on a beautiful country acre. This airy space is filled with character and charm and is fully equipped. The apartment is perfect for couples, solo adventurers, and business travelers. Located 7 miles from McDaniel College and Westminster, 20 miles from Gettysburg, and 23 miles from Frederick, it's a great location for dining, exploring, shopping and enjoying all the college has to offer.

Rest and Recharge Retreat

We have a new larger tent for 2026! Queen size bed. We have also added a sauna to our retreat. Rest and recharge at this beautifully landscaped glamping retreat. Enjoy quiet moments of zen in the meditation garden, awake to the birds and butterflies, float the afternoon away in the pool or enjoy stargazing in the hot tub at night. We are set up for a quiet retreat for 2 people. Additional guests must be approved in advance. No parties!

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.

Walkersville Cabin

The whole group will enjoy easy access to everything from this centrally located place. The cabin is located within minutes to the city of Frederick, Gettysburg and Cunningham falls state park. For an extra $50 a night we have a beautiful pool bar available. It is equipped with heat, a/c. 65 inch TV, bar stools, speaker and led lights everywhere.

The Guesthouse at Downey Family Farm

Cozy yet spacious renovated log cabin on our small farm in Maryland's picturesque countryside. Large bedrooms, two bathrooms, great Wi-Fi, and fully-equipped kitchen and washer/dryer make this a great place to stay with your family. The Guesthouse is conveniently located with easy access to I-795, and is 35 minutes from BWI Airport.

Romantic River Side Historic Country Cottage

Stay in a piece of history! Our lovely cottage was built in the 1750's and is nestled on the bank of the scenic Monocacy River on a 30-acre estate surrounded by mature forest. Great for skiing, fishing, canoeing, or seeing the local historic sites! However, we do not allow parties of any kind.