Family-friendly holiday rentals in Owings Mills

The Caretaker's Cottage-Historic Roundabout Hills

The Caretaker's Cottage was built in the 1770s by Ruben Merriwether, and sits near the manor house where he and his ancestors lived at Roundabout Hills. An exceptional space with a fabulous full kitchen perfect for those who like to cook, it is truly a one of a kind place to stay. The house, where John and Fiona live, and the cottage are secluded and private, but close to all of the art, culture, restaurants and dining in the nearby towns of Frederick, Columbia, Baltimore, and Washington, DC.

Secluded acre near BWI and Baltimore

Secluded suburban acre 8 minutes from BWI Airport, 15 minutes from Baltimore's Inner Harbor and from Fort Meade, and 45 minutes from Washington DC. Private house attached to host house has 1220 square feet of cozy comfort--4 times the size of a hotel room! House includes 2 bedrooms (one queen, one double), 1.5 baths, living room, foyer, dining room, full kitchen, and washer/dryer. The one-acre lot has hundreds of trees and is great for pets. Level 2 charging station is good for all EVs.

Cozy Private Suite with City Charm & Parking!

This private, cozy suite is designed specifically for Airbnb travelers. With hotel room amenities, you'll feel comfortable right away! A private entrance with no stairs is accessed by a short path from your reserved parking in the driveway. Located in Hampden, an extremely vibrant neighborhood, yet so close to everything else Baltimore City has to offer. Only 25 min from BWI. The space is good for couples, solo adventurers & business travelers. Please read property details prior to booking.

Rollingside: Two-Room Guest Suite

Two-room guest suite with private entrance located in picturesque Catonsville, MD on a pre-Colonial road originally used for rolling tobacco to the harbor. Downtown Baltimore is 20 minutes away, BWI airport and Amtrak station 15 minutes, and our street is located on a bus route. Beautiful 3.5 mile walk to historic Ellicott City and an hour from Washington, D.C. Individuals and families with children are welcome, but the Airbnb member renting the property must be over the age of 25.

Secret Garden in Historic Fells Point

"Art is Everywhere" - Most walkable part of Baltimore - Surrounded by art and cultural sites - Hosts with local insider tips Transportation: - 5-min walk Restaurants/Bars - 5-min walk Boutiques - 15-min walk - Inner Harbor/National Aquarium - 25 min (~$35 Lyft/Uber) to Airport Nearby Landmarks: - Marriott Waterfront Hotel/Conference Center: 0.5 miles - Johns Hopkins Main Hospital: 1.2 miles - Convention Center: 1.3 miles - Penn Station: 2.6 miles

Luxury Townhouse. Roof Deck. Patios & Parking

Luxurious townhome in the heart of historic Fells Point. Enjoy a modern stylish experience at this centrally-located abode. Sip coffee or cocktails on three different decks. Escape to beautifully appointed bedrooms each with a queen sized bed and new en-suite spa bathroom. Walking distance from all the attractions. Great for vacationers and business travelers alike. Perfect for: VISITING NURSES Corporate Housing and Professionals on long term assignments.

Gorgeous Mid-Century Gem near Lake Roland

We are located in a breathtaking park-like setting in stunning Lake Manor, near North Roland Park, and one block from Lake Roland Park. The space is a two bedroom, 2 bath apartment on ground floor with a large great room/living space, separate kitchen and private entrance, in a large beautifully preserved mid-century modern home. The owners live upstairs, but the spaces are distinct, private and separated by a heavy curtain. Very little noise bleeds through.

Sea Dreamer

Tranquil TIDAL, riverfront, split-level home. Rent the spacious lower level with 2 bedrooms, full custom kitchen, large living room (TVs, sleeper sofas, massage chair), dining/office space, and full bath with luxury shower. Includes soaps, towels, hairdryer. Kitchen equipped for cooking, includes full fridge. Patio with grill/fire-pit, lounging and kayaks. Convenient: 25 min to BWI, 45min to Annapolis, 60min to DC. Ideal for relaxing and exploring!

Your Mom’s spot in Hampden with parking

Are you a Mom visiting you kid at college nearby? Or a Dad visit your kid to help them with a DIY project on their first house? If so this is the place for you! I designed this unit with all the parent friendly features! - easy parking - comfortable furniture - high quality bedding and linens - cleanliness next to godliness - bright lighting - nightlights/ white noise machine/ humidifier - high quality cookware/ dishes - on-site host