
Vacation rentals in Cockeysville
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Top-rated vacation rentals in Cockeysville
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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, 310 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!
4.96 out of 5 average rating, 197 reviews
1+ acres! Long/short term—check our calendar!
Large 5 BR/3BA suburban house with everything you need to feel at home! Close to Baltimore City, Towson, colleges, hospitals, hiking and nature. Quiet, walkable neighborhood close to trails at Loch Raven reservoir. Minutes from grocery stores and restaurants. Enjoy coffee or tea on the peaceful two level deck and yard with over 1 acre. Large families, retreats, weddings, corporate housing, traveling nurses/doctors! Msg me for long term stays! You won’t have to split w/ other houses!
4.95 out of 5 average rating, 22 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.
4.91 out of 5 average rating, 116 reviews
Peaceful Meadow
3 bedroom beautiful rancher in the scenic, quiet neighborhood of Glen Arm, Baltimore County. Minutes from Loch Raven Reservoir with many hiking trails. 30 minutes to Harford Sports Complex, downtown Bel Air, Baltimore Inner Harbor, National Aquarium, Johns Hopkins Hospital, Mt. Washington Pediatric Hospital, Ft. McHenry and Fells Point. Enjoy a game at Oriole Park at Camden Yards or M&T Stadium and so much more. Explore the many local vineyards. 6 minutes to 695 & 10 minutes 95.
5.0 out of 5 average rating, 17 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, 315 reviews
Spacious 4 Bd House close to Towson & Baltimore
Welcome To Towson aka Tigertown. 4 bd 3.5 bth home is recently renovated complete with heated floor bathrooms, memory foam mattresses and plenty of space for family and friends. Close to Towson University (.9 mi) and Goucher (2 mi) . Dining, shopping, golf, and a 20 minute drive to Baltimore makes this the perfect accommodation for everyone. Wifi and smart TVs provided. Off street parking provided during stay. Basement and garage locked for owner storage.
4.9 out of 5 average rating, 123 reviews
Timeless Elegant Getaway
Welcome to our Timeless Elegant Getaway, a beautifully restored home that combines classic charm with modern comforts. Nestled in a tranquil neighborhood, this elegant retreat is perfect for those seeking a sophisticated and relaxing escape. Located in a peaceful and charming neighborhood, our home is just a short drive from local attractions, dining, and shopping. Enjoy a stroll through nearby parks or visit the city center for a variety of cultural experiences
4.95 out of 5 average rating, 58 reviews
Cozy Cottage Nestled in the Trees
Escape to this beautifully updated c.1880s retreat nestled on 3 wooded acres near Loch Raven Reservoir. With 4 bedrooms and 3 baths and an office/bonus room, this spacious home blends historic charm with modern style, featuring a gourmet kitchen, elegant bathrooms, and cozy living spaces. Relax on the porch or private patio, explore onsite/nearby trails, and enjoy visits from deer. Convenient to shops, dining, and nature. Family Friendly and Pet Friendly
4.93 out of 5 average rating, 15 reviews
Cozy Farm Cottage
Come relax at our peaceful farm, nestled in the heart of horse country! We are close to Towson, Hunt Valley, the NCR trail, and 695. Our chickens, golden retriever, and cats are waiting to meet you! Come enjoy the fresh air, sunsets, and the outdoors! You can explore the farm grounds, including a pond full of bass you can fish (catch and release), streams, and woods to explore. We even have a large field we turned into an unofficial soccer field!
4.93 out of 5 average rating, 103 reviews
Homely
A charming, stylish guesthouse in the heart of Towson. Just a few blocks away from great restaurants, cafes, bars, grocery stores (Whole Foods, Giant, Weiss, Aldi, etc.) and much more. Ideal for a weekend getaway, business trip, work-from-home, or a cozy home base while experiencing everything that Towson has to offer. Unbeatable location with Towson Downtown, Towson Mall, and other shopping centers. easy access to Beltway I-695 to I-95.
4.95 out of 5 average rating, 77 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, 124 reviewsPopular amenities for Cockeysville vacation rentals
Other great vacation rentals in Cockeysville

Avondale Adventures
4.93 out of 5 average rating, 55 reviews
*Modern 3BR w/ EV Charger, Game RM, Massage Chair*
5.0 out of 5 average rating, 25 reviews
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Luxury 2 Bedroom Apartment near Baltimore
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August Dream, a modern house in the woods.
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Sunny Guesthouse steps from Towson!
4.98 out of 5 average rating, 197 reviews
Peaceful retreat in the woods
5.0 out of 5 average rating, 7 reviewsDestinations to explore
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