Holiday houses in Reisterstown

* Gorgeous House w/ Luxury, Charm, & Comfort *

Imagine having your entire family or friends together all under the same roof enjoying a beautifully decorated, renovated house with loads of amenities. Well, imagine no more!!!! This home has it all – 4 beds (3 king / 1 queen) with plush mattresses & high end bedding & 2 baths, 3 smart TVs, washer/dryer closet, open living space w/ 20 ft ceilings leading to farmhouse style kitchen full of functionality & style, and awesome deck w/ sectional couch, mounted TV, montrous picnic table, & 2 heaters.

Family · Location · Pets

Dog-Friendly Home | Bedroom on primary + Full AC

Enjoy welcoming 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

Value · Location · Amenities

Stylish Modern Basement Suite w/ Private Entrance

Experience total independence in this bright, spacious, and fully renovated walk-out suite. Whether you're visiting for a local event or need a quiet professional home base, this suite is designed for ultimate comfort while you have your own self contained apartment, please note that we live on the main floor above. You may occasionally hear the quiet "hum of the home" during the day, but we are committed to ensuring you have a five-star, peaceful experience. Queen Bed + Sofa Bed | Sleeps 3

Family · Location · Decor

Chapelgate Refuge

Experience the architectural charm and modern luxury of "Chapelgate Refuge," a unique 4-bedroom home meticulously converted from a historic chapel and set on a peaceful, rural family farm in Randallstown. This sanctuary offers one-of-a-kind spaces and a massive, private backyard perfect for unwinding. Guests also enjoy access to a community swimming pool and tennis courts. Ideal for families, groups, or a peaceful corporate getaway, this property provides a truly unique escape.

Location · Family · Condition

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.

Family · Value · Indoor spaces

Pineapple house 10PPL | Deck |BBQ|Firepit

🍍Welcome to Pineapple House in Pikesville, Baltimore!🍍 Let us show you why you should book with us: - 2000 ft2 ground floor house - Private Deck - Top Location: close to stadiums, shops and airport - 20 min to Orioles and Ravens Park - 45 Min to Washington - 2 Smart TVs - Fast WIFI - Fully equipped kitchen - Dedicated work space - Free Onsite parking - Pool Table - BBQ - Outside dining - Washer & Dryer - Designed for 10 PPL - Kids friendly - Family games

Location · Family · Kitchen

Baltimore area 4BR•Private Pool•Fenced•Pets•King

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. This spacious property offers privacy, comfort, and thoughtful amenities- including a private fenced-in yard with pool and generous indoor living space.

Family · Location · Comfort

Cozy up in the restored 1820s Miller's House!

The Miller's House is a quaint and beautiful, newly restored two-bedroom house that sits on a small river and is also a national historic landmark. The house has been painstakingly restored recently, with modern amenities you'd expect such as all-new appliances and high speed WiFi. Proximity to the Gunpowder Falls for fishing or tubing, the NCR trail (less than .2 mile away) and endless roads to bike on make it a great escape.

Value · Location · Condition

The Master's Suite · King Suite, Hunt Valley

A king-size suite in the gatehouse of a 1920s English Tudor estate, deep in Maryland’s horse country — peaceful and private, but an easy drive from the city. • King bed, vaulted ceilings, hand-painted mural • Carrara marble bath with a clawfoot soaking tub • Private sun porch over open farmland • Pool, tennis & miles of farmland to wander • Hunt Valley 10 min · Towson 15 · Baltimore 25 · Ellicott City/Columbia ~35

Location · Family · Long stay

Beautiful 2 bedroom, 2-story condo

This unique place has a style all its own. Enjoy your stay at this modern and beautifully decorated 2 story condo with a cozy balcony view. Each bedroom is spacious with much closet space! You’ll never leave with a hair out of place with many mirrors available on both levels. Lighting is great with a designated work space. Many areas for comfort and leisure. Come relax, stress free at your home away from home.

Location · Parking · Amenities

NEW spacious stylish and FUN entire home!

** New ** Welcome to the Reisterstown Retreat. A spacious, stylish, & sophisticated home with beautiful finishes and endless amenities. Plenty of space to spread out inside or outside. Fun games, plus a massive outdoor lot with serene landscape. We welcome short or long stays, couples, families and groups. We are dedicated to an amazing guest experience. Message me today about your stay.

Family · Location · Air conditioning

The Reisterstown Residence

Reisterstown Residence is located 22 miles Northwest of Baltimore in the heart of Reisterstown's historic district. This stately renovated home boasts 3 bedrooms and 1.5 baths and is perfectly oriented for families and can easily accommodate the business traveler. Another added feature is plenty of off-street parking. Please see additional details listed in "The Space."

Family · Value · Decor