Holiday rentals in Reisterstown

The Fisherman's Lodge at the 1858 Monkton Hotel

Love the outdoors? Love to fish, hike, bike, kayak? All of the above? The Monkton Hotel is a registered landmark that sits on the NCR trail, which runs along the Gunpowder River, home for some of the best trout fly fishing in the country. This fully renovated apartment, themed the "Fisherman's Lodge", is on the second floor and has the latest amenities. Nothing in the area matches the charm, convenience and history. An electric bike store, tube rental and great cafe are all in the same building.

Grandma’s Garden Cottage: Owings Mills, Dogs OK

Welcome to Grandma’s House, a nostalgic storybook home in Owings Mills. Restorative and cozy, we’re ideal for travelers with pups, sports families, and those seeking access to world-class medical care. Enjoy a fenced side yard and nightly deer sightings across our 1/2acre lot. Features a 'Primary on Main' for easy accessibility and a private upstairs guest space. Fully stocked kitchen, fast Wi-Fi, and heritage charm 30 mins from Baltimore. Wegmans & Ravens training nearby. Permit: RHR-2026-00248

The Creek House: Waterfront with Hot Tub & E-bikes

Featured on Magnolia Network’s “In with the Old” Season 1, Ep. 2 (HBO Max), The Creek House is a hidden gem in the heart of Railroad, PA. Nestled between the NCR Rail Trail and two flowing creeks, this location offers both adventure and relaxation at its finest. Explore the over 40 mile bike trail via E-bike, soak in the hot tub while you enjoy sounds of the creek, or ride the train right through the front yard! This idyllic cabin features professionally designed spaces that are sure to please!

Authentic working horse farm stay! Close to nature

Experience country living on a working horse farm! Our peaceful home sits on a property with approximately 10 horses and the genuine sights and sounds of farm life. Guests will enjoy spacious indoor living and abundant outdoor space in a true rural setting. Just minutes from I 83, local hiking trails, and scenic parks! Whether you’re coming to relax on the porch with a morning coffee, visit the horses, or explore nearby state parks and trails, you’ll enjoy an authentic country experience!

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

Cute cottage studio with full kitchen and laundry

Warm and inviting private upstairs studio with off-street parking, full kitchen, laundry, electronic fireplace, rainhead shower and deck with tranquil garden in the Riderwood area of Towson. Studio is situated next to owner's stone cottage, and is tucked away at the back of 2.5 acres with private bridge and creek. Centrally located to shops, galleries, walking and biking trails, Lake Roland, Baltimore, DC and PA. Especially suitable for a restorative or romantic getaway.

Historic Hillside Cottage

Experience the charm of an 1800s home styled with modern amenities. This historic cottage is steps away from all that Historic Ellicott City has to offer. Spend the day exploring Main Street lined with restaurants and small businesses or go for a walk, hike, bike ride or swim in nearby Patapsco State Park. Perfect for guests in town for weddings, concerts or those that love history and nature. Centrally located with easy access to Columbia, Baltimore & Washington D.C.

Patterson Park Penthouse with Rooftop Deck!

Located overlooking the lovely Patterson Park and close to Canton & Fells Point this is a great spot for a Baltimore visit! This large and newly renovated Baltimore rowhouse less than 10 min from the Inner Harbor, Johns Hopkins main campus, Bayview, Fells Point, Canton. We invite you to stay in a lovely private apartment oasis on the top floor of the row house that has stunning views of the park and access to a balcony and large rooftop deck for lounging or dining.

Romantic Cabin. Waterview. Hot Tub. Firepit.

✨Secluded Modern Cabin with Hot Tub & Creek Views✨ Unplug at this luxury retreat in Airville, PA, just 1 hour from Baltimore and 40 minutes from Lancaster. Enjoy the private hot tub, gas fire pit, creekside dining, and a cozy wood-burning fire pit for stargazing nights. With 3 queen beds, luxury linens, and spa-quality toiletries, this cabin offers boutique-hotel comfort in a peaceful, private setting, ideal for a romantic escape or quiet nature getaway.

The Garden Studio

Thoughtfully appointed 1 bedroom guesthouse in beautiful Greenspring Valley. Enjoy quiet quarters on an acre of private residential property within 5 minutes of the Baltimore beltway & restaurants, grocers, gas, and services. Close to Stevenson University (2 mi), Towson University (7 mi), convenient to other colleges & universities in the area; and 11 mi to the Inner Harbor. Host available in main house as needed.

Mello-Ray River House

Historic 3BR, 2BA colonial on Frederick Rd—once the main route from Baltimore to Ellicott City. Built on a foundation dating to the late 1700s, the current structure has stood since 1875. Overlooks the Patapsco River and the B&O Railroad, the first in the nation. Features hardwood floors, modern kitchen, central air, and fenced patio. Walk to shops, parks, and the historic district.

12 M to Naval Academy | Waterfront Paradise

Discover the perfect blend of tranquility and convenience at our charming waterfront property. Nestled away in a serene setting yet close to all the action, this home offers an ideal escape. Imagine unwinding on the expansive screened-in porch, taking in the peaceful views of calm waters, or dropping a crab pot to catch some of Maryland's renowned Blue Crabs.