Vacation rentals in Cockeysville

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Top-rated vacation rentals in Cockeysville

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

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Guest favorite
An open living space features high ceilings with exposed beams and a neutral color palette. A comfortable sectional sofa, two accent chairs, and a coffee table are arranged over a decorative area rug. Natural light filters through the large windows, highlighting a media console and decorative baskets.
Home in Timonium
4.94 out of 5 average rating, 309 reviews

* 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.

Superhost
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, 197 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
A cozy living area features a brown leather sofa facing two soft armchairs with decorative pillows. A wooden coffee table with a small decorative item sits in the center. Large bifold doors provide a view of the serene wooded area outside.
Guesthouse in Glen Arm
4.96 out of 5 average rating, 23 reviews

August Dream, a modern house in the woods.

Kick back and relax in this calm, stylish space. Surrounded by nature, this is a great place to disconnect. Bifold windows and doors throughout with screens. We are within walking distance to hiking trails at Loch Raven Reservoir. The reservoir and the trails are walkable. You will need to drive to get to other attractions, such as an ice creamery 8 min, a winery 10 min, golf courses nearby. Towson is a short 15 minute drive with lots of restaurants. A quick 30 minute drive to the city.

Guest favorite
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.
Apartment in Timonium
4.91 out of 5 average rating, 116 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.

Guest favorite
Home in Glen Arm
5.0 out of 5 average rating, 17 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.

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, 315 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 modern dining area features a long black table with black chairs arranged around it. A light fixture with multiple bulbs hangs above the table. A small mirror and decorative plants adorn the white console table along the wall, while the kitchen and staircase are visible in the background.
Home in Parkville
4.93 out of 5 average rating, 55 reviews

Avondale Adventures

Backed to a wooded area, this modern & cozy home offers the ultimate balance of nature & convenience. Enjoy evenings by the outdoor fire pit or host - perfect for friends, family, and a little karaoke fun!     •    Centrally located near shops, restaurants, & local entertainment     •    Steps away from hiking trails & nature walks     •    Quick access to major highways, universities, schools, & hospitals     •    Kid-friendly w/ plenty of space to play and explore :)

Guest favorite
The living area features a light-colored sofa and a teal couch, arranged around a glass coffee table. A chair is positioned by the fireplace, which is adorned with a decorative screen. Natural light fills the room through the nearby windows, and a flat-screen TV is mounted above the fireplace.
Home in Towson
4.9 out of 5 average rating, 123 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.

Superhost
Home in Timonium
4.95 out of 5 average rating, 58 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

Superhost
Home in Cockeysville
4.93 out of 5 average rating, 14 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

Superhost
Home in Phoenix
4.93 out of 5 average rating, 102 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!

Guest favorite
Home in Towson
4.95 out of 5 average rating, 77 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.

Popular amenities for Cockeysville vacation rentals