Holiday rentals in Reisterstown

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Top-rated holiday rentals in Reisterstown

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Owings Mills
4.94 out of 5 average rating, 113 reviews

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

Top guest favourite
Flat in Baltimore
4.98 out of 5 average rating, 530 reviews

Butchershill-Clean, KingBed, Parking, next to Park

My name is John S Marsiglia. Always clean, very comfortable New King Mattress, 100feet to beautiful park, Warm & Cozy Fireplace, Self checkin , Historic 2207 E Baltimore St. Search online. 900 Sq Ft. 12 ft ceilings,Fully equipped kitchen/kitchenette,Coffee,Tea,Cream,Brita filtered water pitcher,50" TV, streaming , free Prime tv ,top speed WiFi, surround sound, comfortable clean furniture, antiques, oriental rugs, workspace w/desk, beautiful bathroom, dual shower heads&seats, private full laundry

Top guest favourite
Home in Reisterstown
5 out of 5 average rating, 9 reviews

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.

Guest favourite
The exterior of the cottage is framed by lush greenery and features a welcoming white facade with green trim. Soft outdoor lighting illuminates the entrance, while flower bushes add a touch of nature to the charming setting.
Cottage in Reisterstown
4.92 out of 5 average rating, 100 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.

Top guest favourite
An open layout is showcased with a spacious living area, featuring a comfortable sectional sofa and a coffee table. A smart TV is positioned on a stand, while a dining set is visible in the background. Natural light filters through the windows, illuminating the space.
Guest suite in Randallstown
4.99 out of 5 average rating, 147 reviews

Private Efficiency Suite ~ King Bed ~ Baltimore Co

Welcome to Hickory Roots Hideaway! A cozy yet spacious 750 sq ft efficiency guest suite situated on our picturesque 4 acre homestead! Great Wi-Fi and amenities make this a perfect getaway even if work and virtual school must continue. Enjoy a relaxing stay - you are welcome to explore our garden, shoot some hoops in our basketball court, or get to know our adorable farm animals! We are conveniently located with easy access to I-70, I-795, and just 30 minutes from downtown Baltimore!

Guest favourite
Home in Randallstown
4.83 out of 5 average rating, 6 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.

Top guest favourite
The exterior view of the log cabin is set amidst a lush, wooded landscape. A stone path leads to the cabin, which features a spacious outdoor deck adorned with plants and seating. The serene ambiance of the surrounding nature invites relaxation.
Place to stay in Airville
4.98 out of 5 average rating, 271 reviews

Waterfront Log Cabin with Hot Tub

Situated on the water's edge of Muddy Creek, this newly renovated log cabin offers a unique, luxury getaway for those seeking a stay immersed in all that nature has to offer. While relaxing on the spacious outdoor deck, you will be treated with a panoramic view of Muddy Creek complete with an occasional sighting of the neighborhood eagle. Perfectly set up for a romantic getaway for two, The Log Cabin on Muddy Creek was created to provide a space for couples to rest and reconnect.

Top guest favourite
A charming stone cottage features a red front door with black shutters framing the windows. A friendly dog stands on the stone path, surrounded by lush greenery. The staircase leading to the studio is visible on the right side, along with decorative elements of the owner's residence.
Guest house in Towson
4.99 out of 5 average rating, 304 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.

Superhost
Home in New Park
5 out of 5 average rating, 4 reviews

The Hideaway: hot-tub+Fire-pit+E-Bikes+Secluded

Kick back, prop your feet up, pour some coffee, listen to the birds, go for a bike ride on the local country roads, (some unpaved), or start a camp fire, or watch your favorite movie on the TV. Or soak in the large soaking tub inside, Or relax in the brand-new hot-tub and gaze up at the stars at night. All kitchen utensils, plates, and cooking pans are supplied. There is a breville coffee maker to make your favorite cup of coffee or latte,(bring your own dairy)

Guest favourite
A historic two-story house is presented, featuring a charming wooden porch and large windows. A unique metal sculpture resembling a rooster stands in the foreground, complemented by lush greenery and stone landscaping. The house's brick facade reflects its 200-year history.
Home in Monkton
4.93 out of 5 average rating, 120 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.

Top guest favourite
A bright living area is presented, featuring a grey sofa adjacent to a rich brown ottoman. A small kitchenette is visible with a stove and refrigerator, complemented by open shelving. Natural light enters through a skylight and windows adorned with blinds. A doorway leads to a bathroom.
Guest house in Owings Mills
4.96 out of 5 average rating, 142 reviews

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.

Top guest favourite
A spacious master suite features a king-size bed with a decorative canopy, flanked by nightstands. Two armchairs provide seating, and a woven area rug adds warmth. A mural depicting nature adorns the wall, while large windows allow natural light. An accessible doorway leads to the bathroom.
Farm stay in Cockeysville
4.95 out of 5 average rating, 133 reviews

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

Popular amenities for Reisterstown holiday rentals