Holiday rentals in Cockeysville

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Top-rated holiday rentals in Cockeysville

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A comfortable living area features a light grey sofa adorned with soft blankets, positioned near a wooden coffee table. Two nautical-themed art pieces hang on the white shiplap wall, while a lamp casts a warm glow beside a potted plant. Steps lead to an upper level.
Home in Lutherville
4.87 out of 5 average rating, 283 reviews

* Beautiful Oasis w/ No Detail Spared

Kick back and relax in this calm, stylish space! No details were spared in the latest renovation to Maura & Pete's Airbnb properties. From the moment you walk in you will be overwhelmed with the tremendous comfort in the living room leading to a kitchen well equipped with your cooking needs. Along the way there is a washer & dryer if needed. Upstairs you will find a gorgeous bathroom right next to a perfectly laid out bedroom w/ plush king bed where you can watch your favorite show on the HD TV!

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
A modern kitchen is equipped with white cabinetry, stainless steel appliances, and a granite countertop. A dining area with a wooden table and white chairs is positioned near the large windows, allowing natural light to fill the space. Light wooden flooring complements the room's bright decor.
Guest suite in Phoenix
4.97 out of 5 average rating, 74 reviews

Luxury 2 Bedroom Apartment near Baltimore

Welcome to your home away from home! Enjoy this two bedroom luxury apartment (1200 sq ft). You can stay in a natural setting but still be close to everything. You will have two queen beds, a jacuzzi tub, a brand new kitchen, a 55 inch QLED TV, and your own deck with a dining table and swing. While you are here, you can enjoy the firepit and nature trails and wake up listening to the birds outside your room. You can also drive 23 min and be at the Inner Harbor! 65 min to the National Mall!

Top guest favourite
The charming two-story home features a light blue exterior with white trim and a welcoming porch supported by classic columns. A well-maintained yard showcases lush greenery and flowering plants. An American flag is displayed prominently, adding to the home's inviting presence.
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!

Top 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, 96 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-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
The living room features a high, wooden ceiling with large windows allowing natural light to fill the space. A comfortable arrangement of sofas and chairs offers ample seating, complemented by a stylish area rug. A modern fireplace adds warmth to the inviting design.
Home in Perry Hall
4.99 out of 5 average rating, 125 reviews

Gunpowder Retreat

Unwind and relax with friends & family at this peaceful mid-century modern home. Nestled along the Gunpowder Falls State Park you can enjoy long summer days lounging in the pool under a canopy of trees or take an adventure along the hiking trails easily accessible from the back yard. Although there is no reason to leave this oasis, shopping and restaurants are only a five-minute drive away. Enjoy the beauty of nature without giving up modern comforts in this 4 bedroom, 3 bath home.

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, 240 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, 282 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.

Guest favourite
A well-equipped kitchenette is visible, featuring modern appliances, including a microwave and refrigerator, alongside ample storage and countertop space. A small dining area with a round white table and pink chairs is situated nearby, enhancing the inviting layout of the space.
Guest suite in Towson
4.91 out of 5 average rating, 159 reviews

Cozy Suite in Towson l Free Parking + Laundry

Welcome to your stylish, sun-filled, private basement apartment in Towson, MD! Unwind in a queen-sized bed, enjoy a spa-like rain shower, and cook meals in the fully equipped kitchenette with a microwave, Keurig, air fryer, and portable cooktop. Stream your favorite shows on the 43" Smart TV or work remotely with high-speed WiFi. Guests enjoy free street parking, private entrance, and a shared washer/dryer on-site, making it easy to settle in and feel right at home.

Guest favourite
A charming yellow townhouse is presented with a green metal roof and white trim. Two symmetrical front doors are flanked by windows, featuring green shutters. Neat landscaping with small shrubs and greenery is visible, creating an inviting entrance.
Townhouse in Lutherville
4.79 out of 5 average rating, 109 reviews

Townhouse, clean, cozy, efficient

Cozy Townhouse with 2 bedrooms each with a Queen size bed, living room has a sleep sofa, 1 1/2 bathrooms located in the heart of Lutherville, Timonium, MD with a stack washer/dryer convenient to all hospitals, great school system, convenient to both I-695 and I-83 highways. wifi included Please bring Roku or Firestick for streaming. Please note that the home is situated on the corner of a main thoroughfare highly traveled

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, 135 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.

Popular amenities for Cockeysville holiday rentals