Vacation rentals in Cockeysville

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Cockeysville

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

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Guest favorite

A laundry area features a stacked washer and dryer in white, positioned against a light-colored wall. In the background, a cozy living room is visible, showcasing a comfortable sofa, a small coffee table, and art on the walls, which contribute to the inviting ambiance.

Home in Timonium

4.87 out of 5 average rating, 239 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 favorite

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.

Apartment in Monkton

4.94 out of 5 average rating, 157 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.

Guest favorite

A picnic table made of wooden planks is situated on a grassy area, surrounded by lush greenery and bamboo. A white two-car garage is visible in the background, partially hidden by trees.

Home in Monkton

4.86 out of 5 average rating, 66 reviews

Charming 3-bedroom in Historic Monkton Village

Whether you are coming for the world renowned trout fishing on the Gunpowder River, the excitement of steeplechase racing or just to relax in the country, you are only 30 minutes from Baltimore Walk just 300 feet to fish or float on the river Enjoy 3 local farm to table breweries Listen to live music at 2 exceptional wineries Experience the famed Manor Tavern Walk through the historic Ladew Gardens Or Enjoy a local polo match Whatever you choose, my house is your house. See guidebook for details

Guest favorite

A cluster of six chickens sits perched on a natural wooden branch. Varied in color, the chickens display shades of black, brown, and white. An enclosed area features a background of greenery, complemented by a rustic fence and a glimpse of structures in the distance.

Guest suite in Parkton

4.93 out of 5 average rating, 54 reviews

Bull House Winery Private Farmhouse Suite

Make some memories at this unique and family-friendly place. This one bedroom with pull out queen sleeper sofa is a great place to visit. The space is located on the same property as the farm winery, adjacent to trails along Gunpowder River, known for fly fishing, swimming, tubing and hiking opportunities. Join us for peaceful sunrises, beautiful sunsets and starry skies. We are close to the NCR, Big Truck Brewery, Inverness Brewery, the Farmyard, historic Manor Mill and other local interests.

Top guest favorite

A wooden staircase leads up from a grassy area surrounded by mature trees. Beneath the trees, a firepit with several chairs can be seen. The tranquil setting emphasizes the natural surroundings, inviting relaxation and enjoyment of the outdoor space.

Guest suite in Phoenix

4.97 out of 5 average rating, 64 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 favorite

A peaceful garden scene features a small pond surrounded by lush greenery, including lily pads in the water. Natural stone pathways lead to the pond, which is complemented by ornamental plants and grasses. Two chairs are positioned nearby, offering a serene view of the area.

Guest suite in Monkton

4.96 out of 5 average rating, 171 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 favorite

Guest suite in Towson

5 out of 5 average rating, 57 reviews

Towson Retreat: Fully Equipped w/ Garden View

Get cozy in this lovingly-renovated home away from home. Our guest suite features a private entrance, full kitchen, in-unit washer/dryer, and unique design touches. Enjoy the surrounding greenery on the patio or walk to Towson's premier shopping and entertainment center. Visiting a college student? We're a quick drive to Goucher College and Towson University, and just 20-minutes north of Baltimore City. Love the great outdoors? Checkout nearby Loch Raven Reservoir...or Boordy Vineyards.

Guest favorite

A wooden trellis adorned with climbing greenery is featured, surrounded by vibrant rose bushes in various colors. The well-maintained garden area is enhanced by well-placed potted plants. A soft grassy backdrop and a picket fence complete the serene setting.

Apartment in Timonium

4.91 out of 5 average rating, 99 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 favorite

The log cabin is nestled among lush greenery, showcasing a spacious deck with a view. Natural stone steps lead from the cabin to a landscaped garden area, where cozy seating is arranged. Tall trees frame the scene, enhancing the cabin's secluded nature.

Place to stay in Airville

4.98 out of 5 average rating, 182 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 favorite

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.

Guesthouse in Towson

4.99 out of 5 average rating, 242 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 favorite

A private outdoor patio area is framed by wooden beams and string lights, creating a relaxing atmosphere. Comfortable seating is placed in the corner, facing a grassy backyard lined with greenery. The brick walls and steps provide a natural backdrop to the tranquil space.

Guest suite in Towson

4.92 out of 5 average rating, 131 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 favorite

A modern living space features a dark television unit with a flat-screen TV. A sleek coffee table sits on a textured rug, while a bright accent wall is displayed with blue LED lights. The kitchen area is visible, showcasing minimalist cabinetry and a central island.

Apartment in Towson

4.87 out of 5 average rating, 138 reviews

Towson Luxury Apartment

Welcome to our charming apartment in the heart of Towson, Maryland! This stylish and inviting retreat is the perfect home away from home, offering a delightful blend of comfort and convenience. House Rules: 🚫 No pets (If validated, a pet fee of $150 will apply). 🚭 No smoking (If validated, a smoking fee of $500 will apply). 🎉 No parties (If validated, a party fee of $1,000 will apply). Book your stay today and experience the best of Towson!