Holiday rentals in Reisterstown

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Top-rated holiday rentals in Reisterstown

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Guest favourite
The historic brick building features a classic architectural style, with several evenly spaced windows and two prominent blue doors at the entrance. A pathway leads to the doorway, with a flag displayed on the left side. Lush greenery surrounds the property, creating a serene outdoor setting.
Flat in Monkton
4.95 out of 5 average rating, 172 reviews

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.

Top guest favourite
The open-concept living space features a combination of comfortable furniture, including two green chairs and a gray sofa. A wooden coffee table occupies the center of the room, surrounded by an area rug. A fireplace and bookshelves add warmth and character to the setting.
Flat in Sykesville
4.95 out of 5 average rating, 222 reviews

Hickory Haven •1B King •Bsmt Apt •Clean •LG

Walk into a generously spacious, open-concept apt. The comfortable furnishings in this home blend authentic styles with modern design. Start your mornings w/ a meticulously clean bathroom. Enjoy movie night in the large living room, or lay on the comfortable king-sized bed. Read through the night by a warm stove fire. Stay in the backyard and enjoy the serenity of Sykesville! Enjoy the high-speed internet and the large space for your work-at-home needs. Stay-a-while and make the place your home.

Top guest favourite
An outdoor patio area is highlighted by a circular wooden table surrounded by six chairs. Green Adirondack chairs are positioned nearby, and flower beds border the stone-paved space. Lush greenery and trees create a tranquil backdrop, enhancing the inviting atmosphere.
Guest suite in Monkton
4.96 out of 5 average rating, 186 reviews

Private Garden Apartment in Historic District

Our 1919 charming home, surrounded by 50 acres of preserved land, is in an historic district and a stone's throw from the NCR hike/bike trail. We have tubes to float down the Gunpowder River which winds around our property and is accessible by foot. The bike path is lovely! Inverness Brewery is located 5 minutes away, Starbright farm is a glorious lavender farm 15 minutes north, Boordy Vineyards, a family run winery, is 20 minutes east, and Ladew Toipiary Gardens is another gem to behold!

Guest favourite
Guest suite in Lutherville
4.9 out of 5 average rating, 478 reviews

* Spacious Private Suite Full of Style & Comfort *

Welcoming recently updated private basement suite with trendy decor and style! The one bedroom spot offers so much more than just that. You will have full use of the open shelf kitchen, perfectly setup cozy living room, spacious full bathroom, breakfast nook, and laundry room if needed. Any couple, working professional, or small family / group of friends would love the stay here. Not to mention the great location convenient to all Baltimore attractions. Plenty of parking available.

Guest favourite
A cozy living area is furnished with two floral armchairs and a comfortable sofa. A glass coffee table sits on a patterned rug, while a kitchenette is visible in the background, equipped with essential appliances. Framed art adds a touch of character to the walls.
Flat in Owings Mills
4.96 out of 5 average rating, 28 reviews

Charming apartment near Metro Station

Welcome to Goshen, our charming 1-bedroom suite. This beautiful gem is close to approximately a dozen major shopping centers ensuring that all your retail needs are met. The cozy bedroom features a comfortable queen bed for a restful night's sleep after exploring the city. Whip up delicious meals in the well-equipped kitchenette or catch up on your favorite shows on the 40" TV. Additionally, we provide convenient amenities such as a refrigerator and washer/dryer combo for your convenience.

Top guest favourite
Flat in Baltimore
4.99 out of 5 average rating, 111 reviews

Private Serene Suite with Jacuzzi- Non Smoking

Escape to this serene in-law 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.

Top guest favourite
An open-concept living area features a cozy seating arrangement with a light-colored sofa and patterned accent chairs. A sleek coffee table sits atop a patterned rug. The kitchen is visible in the background, showcasing rich wooden cabinetry and modern appliances.
Flat in Lutherville
4.91 out of 5 average rating, 110 reviews

Home Sweet Home Apartment in a beautiful home

Come to your home away from home! Beautiful and comfy apartment unit in a luxury home in the heart of the Historic Lutherville neighborhood. Walking distance to restaurants, shops, coffee shops, Mom's Organic Market and most importantly you can walk to light rails and bus stops that takes you to the airport, Baltimore city harbor, Camden yards, university of Maryland and downtown Baltimore City. Close to GBMC, St. Joseph's hospital, Towson University, Hunt Valley and Towson Mall.

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, 286 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.

Top guest favourite
A classic two-story house features a welcoming front porch with plants and seating. Soft lights illuminate the windows, and a blue door adds a charming detail. Lush greenery frames the home, enhancing its inviting presence in the evening light.
Home in Owings Mills
4.93 out of 5 average rating, 105 reviews

Grandma’s House | Dog-Friendly Cottage w Huge Yard

Experience true cozy Maryland charm in Grandma’s welcoming cottage! Relax in the huge ½-acre yard, bring your dogs and enjoy the fenced side yard that is perfect for pups. The home features full AC throughout, Wi-Fi, a full kitchen, dining and living rooms, bonus room, office/sitting space, and laundry. Sleeps 6 comfortably: a first-floor queen bedroom, an upstairs bedroom with a queen and twin, plus an additional twin in a shared upstairs space. Permit: RHR-2026-00248

Top guest favourite
Guest house in Owings Mills
4.97 out of 5 average rating, 135 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 bedroom features a large wooden sleigh bed dressed in a checked pattern. A chandelier hangs from the ceiling, illuminating the rustic wooden beams. A window with light curtains allows natural light to enter, while a round mirror rests against the wall near a side table.
Cabin in Upperco
4.93 out of 5 average rating, 136 reviews

The Guesthouse at Downey Family Farm

Cozy yet spacious renovated log cabin on our small farm in Maryland's picturesque countryside. Large bedrooms, two bathrooms, great Wi-Fi, and fully-equipped kitchen and washer/dryer make this a great place to stay with your family. The Guesthouse is conveniently located with easy access to I-795, and is 35 minutes from BWI Airport.

Top guest favourite
An open living area showcases high wooden beams and natural light from large windows. The space includes a rustic kitchen with a stove, a cozy seating area, and a staircase leading to a library above. A warm color palette and antique furnishings create a welcoming environment.
Flat in Reisterstown
4.97 out of 5 average rating, 124 reviews

Barn Apt on Tranquil Historic Farm--Amazing Views

Beautiful, spacious loft-style apartment in barn on historic farm 25 miles northwest of Baltimore. Quiet, lovely, and peaceful, surrounded on all sides by farmland in conservation. Perfect for a relaxing, tranquil getaway, but within easy commute to Baltimore metro area.

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