Top 10 Airbnb Vacation Rentals In Cockeysville, Maryland - Updated 2024

airbnb Cockeysville MD
Catherine
Catherine 
Updated
| 5 min read

Who would’ve thought that a place that was part of a Civil War in the past would turn out to be somewhere so captivating? All praise to the Cockey family who fought blood, sweat, and tears just to establish the town after the war. It’s no wonder that this destination is named after the family. In fact, you’ll find spots worthy of your visit and beautiful places to linger for some time. The Oregon Ridge Park, for example, is a great nature retreat for all ages that offers various activities each time of the year. You can bring pets too! It will surely be a fun-filled getaway alone or with the gang in Cockeysville. Learn more about the top 10 Airbnb vacation rentals In Cockeysville Maryland for your next trip!

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 02, 2024.

1. Historic townhouse (from USD 121)

4 C’s to describe this elegant space in historic Charles Village townhouse: clean, cozy, comfortable and convenient. This spacious flat is just a stone’s throw away from Johns Hopkins University (JHU), Baltimore Museum of Art, JHU shuttle line and within walking distance to cafes and bookstores around the city. The townhome is surprisingly 100 years of age but still retains its original details with minor renovations in the kitchen, the tall ceiling, and the addition of accent lighting for a better ambiance. Guests have access to the kitchen, dining area with entertainment system, bar seating and rollaway beds for additional sleeping capacity if required.

Stayed at this property?
Baltimore, Maryland, United States
12.33 km (7.7 mi) from Breakout Games - Baltimore (Timonium)
377 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
i greatly appreciated the coffee and breakfast supplies too
air conditioning was very nice for this time of year
appreciated the nice coffee good granola and breakfast foods stocked in the kitchen
clean modern updated comfortable we stayed with our daughter (20 months) and were beyond comfortable
the value for this gorgeous and comfortable apartment can't be beat (and includes a parking spot )
Cleanliness:
clean and cozy
very clean and spacious
it’s clean and stylish
entry communication super clean and really pleasant
very clean oj and bagels milk in the fridge
Host:
the host was nice and responsive
she was also very thoughtful and responsive to our questions
the host was thoughtful and communicated quickly when i needed anything
a beautiful space with lovely hosts
kathryn was very responsive to any questions i had and the whole process was wonderful throughout
Location:
walking distance to the best of charles village and hampden
great place in awesome location for johns hopkins
loved this renovated townhome close to jhu
this place is located in a wonderful spot for those who want to be close to johns hopkins
kathryn’s place is just beautiful and the location is great
Read more reviews

2. Private home in Cockeysville (from USD 510)

For vacationers of up to ten people who wish to have a blast in Cockeysville, this private home is ready to keep you entertained while relaxing at the same time. The house has four bedrooms, a gourmet kitchen, large entertainment area, and a basement with pool table. The large deck area is an ideal spot for family bonding, grill night and entertainment. The property is conveniently accessible to and from Baltimore, Hunt Valley and Towson plus restaurants and the shopping district are a few minutes drive from the house. So even for a short time or extended vacation, this house is surely the perfect space for your next friends or family getaway!

Stayed at this property?
Cockeysville, Maryland, United States
6.11 km (3.8 mi) from Breakout Games - Baltimore (Timonium)
139 reviews   Wifi Available
ENTIRE HOME 5 Beds 12 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
we loved the big kitchen cooking together and having coffee outside on their large deck
great deck space in the back for breakfast
the kitchen was wonderful and the deck was lovely
the houses game room and space allowed for our group to have an exciting weekend
the deck kitchen and living room area were wonderful for our family get-together
Cleanliness:
very clean and would definitely stay here again
it is a large clean home with simple and modern decor
it's huge and was super clean
the house is very spacious comfortable and well appointed
Host:
highly recommend this host
he was a great host and we felt very much at home in his beautiful home
chris was a great host and communicated well prior to our check in
chris is a great host - very responsive and communicative
chris was extremely responsive to questions prior to my family's arrival
Location:
the location was easy to get to from the university
absolutely great house and location
wegman's is super close
the location and setting was gorgeous
this is a beautiful house in a great location close to baltimore
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3. Luxurious private room (from USD 175)

If there are two words that best describe this private accommodation, it would be elegant and luxurious. Of course, comfort is evident in this private accommodation but the house’s facade, interior, and facilities are the first ones that will catch your attention. In fact, the property was designed by a renowned architect and interior designer! The spacious, opulent egg-shaped bedroom comes with a full bathroom. The space features a heated pool, hot tub, and tennis court if guests want to relax during their visit. You can also take a quick trip to the nearby football and baseball stadiums, downtown Baltimore, Penn station and Hunt Valley. Also, enjoy a hefty continental breakfast in the morning provided by the host. Spend a night or a couple of days in Cockeysville the luxurious way!

Stayed at this property?
Cockeysville, Maryland, United States
5.67 km (3.6 mi) from Breakout Games - Baltimore (Timonium)
110 reviews   Superhost Wifi Available
PRIVATE ROOM IN HOME 1 Bed 2 Guests 1 Bedroom 1 Bathrooms

Accommodates: 2

Top guest reviews
Amenities & Room:
the hot tub pool and amazing yard were the perfect place to unwind after the bar exam
the continental breakfast was filling and a nice touch
beautiful pool and the hot tub was a nice touch
tranquil and relaxing with a delightful breakfast along with pleasant conversation with ken
very private and comfortable room and bed with a private attached bathroom and private entrance
Cleanliness:
the room was clean and spacious
the room was clean and quiet
accommodations were clean quiet and comfortable
the house was gorgeous and everything was immaculately clean
ken was friendly and hospitable and his place was clean and comfortable
Host:
ken is an amazing host
ken is a great host; very friendly and relatable
ken was friendly and welcoming
the hosts were very friendly interesting and kind
ken and sam were gracious engaging and attentive hosts who offered many local amenity recommendations
Location:
we went to a great indian restaurant but there were many other choices equally close
your location is calm so unique & quaint and can’t wait to stay again in warmer weather
great breakfast and morning conversation i definitely recommend this place
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4. Comfortable private space for one guest (from USD 61)

This lovely private room offers its guest a relaxing atmosphere and beautiful views as well. The guests will have permission to share the use of the kitchen, living room, sitting room, game room, and exercise equipment area. But of course, the guest will have his or her private bathroom for privacy and convenience. Previous vacationers at this gem particularly like how accessible the location is close to Maryland State Fairgrounds where trade shows and events take place.

Stayed at this property?
Lutherville-Timonium, Maryland, United States
3.36 km (2.1 mi) from Breakout Games - Baltimore (Timonium)
53 reviews   Superhost Wifi Available
PRIVATE ROOM IN HOME 1 Bed 1 Guest 1 Bedroom 1 Bathroom

Accommodates: 1

Top guest reviews
Amenities & Room:
i stayed in a two-room suite which was nice as it allowed me to spread out a bit
otherwise the room was tidy and nicely appointed
Cleanliness:
everything clean as a whistle
Host:
gia was a great host and she has a beautiful home
gia is very friendly and eager to chat/help make your stay more comfortable
and this means she not only understands "friendly " but also -and more importantly- understands giving people their space
gia was a gracious host and made it very easy to come and go
Location:
house is located in a great location on a large plot of land
the surrounding neighborhood is very pretty nice to walk in
quiet room in a spacious family-oriented house in a good location
neat house super place to stay
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5. Beautiful manor in Maryland

Just imagine living in a beautiful manor where the whole family can gather together. Guests will love how spacious, eccentric, and old-fashioned the property is. Plus, the fact that it is in the private neighborhood of Cockeysville makes it ideal for gatherings or an extended vacay in the city. The space is conveniently accessible to and from Baltimore and Towson plus a nearby public transport system for a hassle-free trip to the downtown area. The manor has a complete facility that includes a fully-equipped kitchen, ample parking, and a substantial working area.

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7.83 km (4.9 mi) from Breakout Games - Baltimore (Timonium)
97 reviews   Wifi Available
Nature lodge 6 Beds 12 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
great place lots of room feels like grandma’s and as comfortable
great for a group of 8 bedding was nice and the rooms are spacious
this house is great for larger groups with plenty of gathering areas including an enclosed sun room
plenty of room back porch area was a nice place to watch the wildlife
Cleanliness:
otherwise the counters and floors were clean and the beds were clean and comfortable
clean stocked and spacious
place was extremely clean and very big
john's home is very clean and welcoming
a very spacious house grounds and quiet neighborhood with beautiful scenery
Host:
john is an awesome host with super quick responses
great time john was a great host
john was very friendly and responded quickly to our questions and requests
the host was great very timely in replies
john was easy to communicate with and responsive
Location:
great location for us
great house and better location
the location is perfect just minutes away from shopping food and amazing scenary
this a great place in a great location
it's also worth noting that the location is close to countless restaurants as well as local shopping
Read more reviews

6. Newly remodeled one-bedroom apartment

This newly renovated apartment is yours to enjoy during your stay. This haven is nestled just 2 miles (3.2 km) from Hunt Valley and within a short distance to the new U.S. Lacrosse facility. The house features a brand new kitchen, fully-equipped for guests’ comfort, one bedroom and a bathroom as well as a full laundry room that’s perfect for long-staying guests. Boasting its full daylight French doors in the private entrance, this home is a perfect getaway for couples who seek privacy and outstanding comfort.

Stayed at this property?
Sparks Glencoe, Maryland, United States
9.69 km (6.1 mi) from Breakout Games - Baltimore (Timonium)
98 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
we loved that there was not a tv and used our lap top to tune into news
it was nice having a washing machine available and the place had great a/c
comfortable well-organized kitchen with all utensils needed for basic cooking
i enjoyed using the kitchen which had everything i needed to cook simple meals
aaron's place is a lovely private apartment with a fully equipped kitchen
Cleanliness:
clean and accommodating
apartment is clean and as described
apartment was very clean and comfortable
the place is clean and comfortable
the apartment is clean and cozy
Host:
aaron was a great host
host is honest and professional
aaron was very responsive to my questions and requests
aaron was an extremely thoughtful host
supported by caring open and helpful owners
Location:
aaron's place is a basement apartment in a lovely family neighborhood
a perfect location if you are visiting family at broadmead
the short hike within walking distance was an extra bonus
our location and accommodation was perfect for our visit to the area
the neighbourhood is very safe and welcoming
Read more reviews

7. Private home just minutes away from Baltimore

In the midst of the business district, grocery stores, and local restaurants is a charming brick house situated on a spacious one-acre lot in Baltimore County. The space is only a few minutes drive away from Hunt Valley, Owings Mills, and downtown Baltimore, perfect if you want to explore the city center. The house comes with a kitchen, an ample workspace area, an indoor fireplace and a parking space. During occupancy, guests will have access to the Wi-Fi as well as essentials such as soaps and shampoo. It’s a lovely peaceful spot you can find in the area!

Stayed at this property?
Lutherville-Timonium, Maryland, United States
6.25 km (3.9 mi) from Breakout Games - Baltimore (Timonium)
36 reviews  
Entire house 4 Beds 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
there is oodles of room for kids play
Cleanliness:
this house was immaculately clean
chad's place is private clean and spacious
very comfortable and clean
i keep coming back to chad's place - it's so clean quiet and peaceful
it was clean with all the conveniences we needed for a longer stay
Host:
the hosts were flexible and responsive
he is accommodating and quickly responsive to any questions
chad and becky are amazing hosts
in addition chad and rebecca are really quick and helpful with our questions
in addition to the owners' kindness the house itself was lovely inside and out
Location:
this is a great location
it’s located in a lovely suburban area that is also close to everything you might need
perfect location and size for four adults plus a toddler visiting relatives in timonium
the location is simply amazing private and comfortable
location was great as well enough privacy with convenience of being close to all the highways and towns
Read more reviews

8. Beautiful home in the city

Everything that’s found in this house is remarkably perfect. From the beautifully designed interior to its tranquil aura and relaxing backyard, I bet you wouldn’t want to leave the house the moment you step in! Some of the many facilities of the space are high-end furnishings & a tranquil outdoor space with a hot tub, gazebo, and garden. The kitchen has appliances such as a refrigerator, microwave, Keurig coffee maker, convection oven, induction burner & griddle, washer and dryer all for your convenience. There’s also an electric fireplace to completely lighten your mood! What else could you ask for? But if you still want to roam around, nearby places include Towson Town Center, Johns Hopkins University, Fairgrounds, and Hunt Valley.

Stayed at this property?

1.37 km (0.9 mi) from Breakout Games - Baltimore (Timonium)
53 reviews  
Entire house 2 Beds 6 Guests

9. Private room in a quiet community

Just a short drive from Baltimore city is this cozy private room in a condominium in Mays Chapel area. It was recently refurbished with wood floors, carpeted bedrooms, and newly painted walls giving a more vibrant atmosphere for its visitors. Except for the host’s personal space, guests will have access to all corners of the house and are free to take advantage of the couch and TV at any time. It’s approximately 20 minutes away from the city center and within a short distance to Johns Hopkins University and the restaurants in the city.

Stayed at this property?

3.25 km (2.1 mi) from Breakout Games - Baltimore (Timonium)
19 reviews  
Private room 2 Beds 3 Guests

10. Private room in the city

Flaunting its beach-themed private room, this beautifully decorated space features a queen-sized bed with soft and comfortable sheets for a good night’s sleep. The custom headboard adds a relaxing ambiance to the lovely room thanks to its color-changing LED lights. And there’s no need to bring essentials like shampoo, conditioner, soap, and linens because they are all provided as well. A smart TV has access to Netflix for guests to enjoy and the kitchen can be used during your stay. And the guests will also get to enjoy the town center which is only in a few minutes away.

Stayed at this property?

7.24 km (4.5 mi) from Breakout Games - Baltimore (Timonium)
10 reviews  
Private room 1 Bed 2 Guests

Captivating Cockeysville

Cockeysville is a much simpler town compared to others in Maryland. But, because of its array of charming private accommodations as well as must-visit attractions, it’s a thrilling place to visit. These vacation rentals are truly luxurious and promise to give a unique experience with convenience and comfort.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Catherine is a small-town woman who thrives in an ecstatic world, finding joy in planned and spontaneous travel. Life, to her, is a series of surprises waiting to be explored with open eyes....Read more

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