
Holiday houses in Reisterstown
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Top-rated holiday rentals in Reisterstown
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* 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.
4.94 out of 5 average rating, 312 reviews
Unique Luxury Home
Bring the whole family to Unique Luxury Homes. This home in Randallstown with lovely 4 bedrooms, 3 1/2 half bath - This standalone house offers all the comforts you need, a fully furnished kitchen, exotic dining room, hair dryer, AC, heating, washing and drying machines, clothes iron, WiFi, Basement crafted for games, 2 car park garage, see more in other details to note. If you love fresh natural air, this home is for you. Unique Luxury is simply home away from home when visiting Maryland Area
5.0 out of 5 average rating, 17 reviews
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
4.94 out of 5 average rating, 120 reviews
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
4.98 out of 5 average rating, 64 reviews
Unique Tiny House Getaway on An Historic Farm
The Hen House Cottage is a tiny house located on an historic farm in central Maryland. It is surrounded by six acres of beautiful pasture and gardens. The Cottage has great light throughout the day, a well-equipped kitchen (microwave, oven, coffee grinder, coffee maker, large fridge, etc.), a full bathroom (with shower), a sleeping area with a comfortable queen-sized bed, dedicated (free) wi-fi, a smart TV, blue tooth sound system, and an eclectic library. Linens and towels are provided.
4.92 out of 5 average rating, 106 reviews
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.
4.75 out of 5 average rating, 8 reviews
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.
4.99 out of 5 average rating, 317 reviews
5BR Home Near Baltimore | Sleeps 12 | Pet Friendly
Welcome to The Hidden Gem, a spacious farmhouse retreat in Reisterstown, MD- perfect for large families, friend groups, wedding parties, and extended stays near Owings Mills and Baltimore. This charming home offers expansive indoor living areas, multiple outdoor spaces for entertaining, a relaxing spa bath, and a pool table for fun-filled nights. Enjoy peaceful countryside vibes with easy access to shopping, dining, and major highways.
4.9 out of 5 average rating, 42 reviews
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.
4.94 out of 5 average rating, 128 reviews
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
4.95 out of 5 average rating, 147 reviews
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.
5.0 out of 5 average rating, 15 reviews
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. 🌿
5.0 out of 5 average rating, 38 reviewsPopular amenities for Reisterstown holiday rentals
Other great holiday rentals in Reisterstown

Pineapple house 10PPL | Deck |BBQ|Firepit
4.94 out of 5 average rating, 64 reviews
Entire Basement of Luxury Home
4.6 out of 5 average rating, 15 reviews
Beautiful 2 bedroom, 2-story condo
5.0 out of 5 average rating, 24 reviews
Cozy Hideaway Apartment
4.88 out of 5 average rating, 50 reviews
Timeless Elegant Getaway
4.93 out of 5 average rating, 61 reviews
Large Open Suite nestled among the Trees
5.0 out of 5 average rating, 72 reviews
The Red Telephone Booth
4.91 out of 5 average rating, 106 reviews
Modern | Stylish | Family-Friendly | Fully Fenced
5.0 out of 5 average rating, 5 reviewsDestinations to explore
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- M&T Bank Stadium
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- Johns Hopkins University
- FedExField
- Liberty Mountain Resort
- Federal Hill Park
- Oriole Park at Camden Yards
- Capital One Arena
- Georgetown Waterfront Park
- Howard University
- Arlington National Cemetery
- Betterton Beach
- Washington Monument
- National Harbor
- National Museum of African American History and Culture
- Baltimore Convention Center
- CFG Bank Arena
- Smithsonian National Zoological Park
- Museum of the Bible
- Smithsonian National Air and Space Museum
- Spooky Nook Sports





