Vacation rentals in Cockeysville

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cockeysville

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

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Guest favorite

Home in Lutherville-Timonium

* 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

Rental unit in Monkton

Apartment in 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. A yoga studio, bike and tube rental and great cafe are all in the same building.

Guest favorite

Rental unit in Sykesville

Hickory Haven •1B King •Bsmt Apt •Clean •LG

Walk into a generously spacious, open-concept apt. The comfortable furnishings in this home blend authentic styles with modern design. Start your mornings w/ a meticulously clean bathroom. Enjoy movie night in the large living room, or lay on the comfortable king-sized bed. Read through the night by a warm stove fire. Stay in the backyard and enjoy the serenity of Sykesville! Enjoy the high-speed internet and the large space for your work-at-home needs. Stay-a-while and make the place your home.

Guest favorite

Bungalow in Baltimore

Cozy Retreat Bungalow 20min to downtown Baltimore

Welcome home! Whether you are in town for business or leisure, this home will meet your needs at a very competitive price, and we are only 20 minutes from downtown Baltimore. If you're looking for a clean, comfortable, airy, and memorable home for your trip, congratulations, you just found it! No more worries about finding parking, handling the noise from neighbors above or below you, or sharing the house with anybody else. The entire house is all yours to enjoy. You will enjoy your stay here!

Guest favorite

Guest suite in Forest Hill

Scenic, private 2 room-guest suite, near Bel Air

Relax and enjoy the scenic view of the countryside in this spacious (3 room) guest suite. The sunset is gorgeous! Spend the weekend enjoying the local activities: Dance under the stars at Boordy Vineyard Taste the craft beers at local breweries Hiking at Rocks State Park Biking nearby at the old railroad trail Explore the shops and restaurants on Main Street in historic Bel Air Spend a work trip in this peaceful, quiet space, located close to Aberdeen Proving Grounds, Peach Bottom Plant.

Guest favorite

Rental unit in Baltimore

Cozy Studio Apartment

Cozy little separate entrance studio in the basement of my house. Has a queen size memory foam bed, comfy large couch, bean bag, 73 inch screen tv, 2 seater table, mini fridge, coffee maker, and insta pot. Bathroom stocked with soap & shampoo mini bottles. Quiet hours Sunday-Thursday is 10pm to 7am. Friday & Saturday 12am to 7am. I do have a cat that runs around upstairs and I also play music as well as take zoom calls throughout the day. At night the house is QUIET. No smoking. No parties.

Guest favorite

Guest suite in Monkton

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!

Guest favorite

Guesthouse in White Marsh

Bird River Bottega - A Waterfront Oasis!

Private entrance studio located on a waterfront property. The Bottega is perfect for couples, solo travelers, and business professionals; best suited for two travelers. Enjoy your morning coffee by the water and watch the Ospreys, herons, ducks, hawks, and bald eagles galore. Whether you are fishing, lounging, or kayaking the Bird River (home to the Chesapeake Bay), you are bound for relaxation. Surrounded by a plethora of eateries, shopping, and entertainment all within a 25 minute drive.

Superhost

Guest suite in Jarrettsville

Modern Farmhouse Stay Surrounded by Farmland

Tucked away in idyllic Jarrettsville and surrounded by farmland is the modern farmhouse retreat that elevates the Airbnb experience for every guest. Jarrettsville is right in the sweet spot within 30 minutes to major cities in the Greater Baltimore area and Southern PA and close to a plethora of local breweries and wineries as well as local shops, restaurants, events, and outdoor activities including hiking, biking, fishing and tubing. Snacks, soaking tub, and campfires all included!

Guest favorite

Guest suite in Parkville

A home away from home

This spacious 2 bedroom apartment is located in a lovely, safe suburban neighborhood. Guest will enjoy the lovely garden setting and patio. Only a short drive to The Inner Harbor, Annapolis, Camden Yards, M&T Bank Stadium,Johns Hopkins, just to name a few. Guests will definitely feel right at home with free wi fi ,HBO and Showtime. We are a retired couple who reside in the upper level of this house. The apartment is spacious and completely private with a well appointed full kitchen

Guest favorite

Cabin in Upperco

The Guesthouse at Downey Family Farm

Cozy yet spacious renovated log-cabin on our small farm in Maryland's picturesque countryside. Enjoy a relaxing stay in the country, where you can get to know the farm animals and enjoy eating outdoors under the pavilion. Large bedrooms, great Wi-fi and and fully-equipped kitchen make this a great place to go to get a break even if work and virtual school must continue. The Guesthouse is conveniently located with easy access to I-795, and is 35 minutes from downtown Baltimore.

Guest favorite

Guesthouse in Towson

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.