Holiday rentals in Owings Mills

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.

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 main level + a private upstairs. Wegmans nearby; about 30 mins to Baltimore. Permit: RHR-2026-00248

Private Serene Hideaway Suite with Jacuzzi

Escape to this serene suite, an extension of the main house, in Baltimore’s safest & quietest area. Ideal for couples, it offers a private Jacuzzi, California king bed, large modern TV, and dedicated HVAC for comfort. The spacious sitting area and luxurious shower create a peaceful retreat. Walk to nearby shops and parks for added convenience. A Tesla charger is available upon request, ensuring convenience for electric vehicle owners. Perfect for a relaxing getaway or city visit.

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.

A quiet, restful retreat.

This is an in-law suite with private entrance attached to our home in a quiet neighborhood. There is a fully equipped kitchen, dining area, living room with sofa bed, bathroom and bedroom with queen bed and sofa bed. Folding baby crib (pack n play) with sheets and blankets available. There is a foldable single bed also available. We are an hour away from D.C. and Dulles Airport and 30 minutes away from Baltimore and BWI Airport. Street parking is available.

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.

Master's Suite · 1920s Tudor Estate, 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

Weems Creek Cottage, Annapolis Waterfront

(August, 2025) Jim is the best host we’ve ever had. Super responsive, reached out to let us know the place was ready and we could check in early. The house is perfect size for 2 adults and a kid. Beautiful view and really comfortable. We loved the screened in porch. We walked to breakfast at the smoothie place and had a great walk down to the naval academy. We would definitely stay here again.

Quiet Bloom Haven Guest Suite

About this space Welcome to Quiet Bloom Haven, a peaceful retreat where comfort meets calm. Relax indoors with cozy seating, WiFi, and a workspace, or step outside to your private backyard with a hot tub, fire pit, grill, and putting green. Close to Liberty Reservoir for hiking and kayaking. Designed for wellness, relaxation, and nature-inspired renewal — your serene getaway awaits. 🌿

Cozy Hideaway Apartment

This cozy hideaway apartment is great for travelers of all types- whether it be work, leisure, or fun. In a prime location, this gem is based in the calm, quiet county while only being a minimal drive from downtown, the city, and all the destination spots Baltimore has to offer. Great especially for traveling nurses as major hospitals are all less than 20 minutes away!

Lyonswood Haven

Indulge in the comfort and tranquility of this Lyonswood home with tasteful furnishings, décor and curb appeal. The kitchen is fully stocked, with granite countertops and additional bar height seating. Enjoy the spacious backyard patio with grill, play set, and expansive unfenced backyard allowing you to relax any time of day.