Vacation rentals in Cockeysville

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Top-rated vacation rentals in Cockeysville

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Top 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

4.95 out of 5 average rating, 166 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 cozy living room is presented with a dark sofa adorned with decorative pillows. A light-colored armchair complements the seating area, and a wooden coffee table showcases decorative items. Natural light filters through a nearby window, illuminating the neutral-toned walls.

Home in Timonium

4.91 out of 5 average rating, 207 reviews

* Lovely Gem w/ Perfect Combo of Flair & Class *

This is our 5th Airbnb in the Towson / Lutherville area. We know how important it is to feel comfortable & relaxed when you arrive back from a long day of work, sightseeing, visiting with family members, playing sports, etc. This inspiration is seen throughout this entire house and you'll find the house to be a place to recharge, relax and enjoy high end amenities to include HDTVs in living and bed rooms, fully stocked kitchen, plush bedding, luxury shower fixtures, and more. You have to see it!

Superhost

A two-story house with a light beige exterior, featuring green shutters on the windows. The front porch is accessed by a small set of stairs and is flanked by manicured shrubs. A spacious lawn surrounds the property, integrating natural greenery into the setting.

Home in Monkton

4.83 out of 5 average rating, 71 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 spacious living area is furnished with a large black sofa, a small wooden coffee table, and a TV mounted on a stand. Natural light enters from a nearby window, and decorative shelving adds depth to the room. A lamp provides additional lighting.

Apartment in Timonium

4.87 out of 5 average rating, 15 reviews

Home away from home! Near city, parks, colleges.

Easy access to everything from this centrally located neighborhood! Relax with your coffee on the deck overlooking the quiet back yard. Minutes to the city, hiking, shopping, colleges, everything you need is close by. The apartment has a toaster oven, microwave, refrigerator and coffee maker and washer and dryer. Large black sofa has 4 recliners! It is a private area closed off from the rest of the house. Weekly housekeeping can be arranged for an added fee. I look forward to hosting you!

Superhost

A cozy living area is presented, featuring a decorative fireplace with a stone surround and mantel. A wooden coffee table is positioned centrally on a plush rug, while ambient lighting is provided by lamps on either side of the fireplace. Two chairs are positioned nearby.

Home in Cockeysville

4.76 out of 5 average rating, 37 reviews

Mimi’s House

Entire first floor is ready for your stay with separate entrance. This cozy, spacious place has a private kitchen, full bathroom, a private bedroom with queen size bed. The place is minutes away from York Rd with all sorts of shops and restaurants, and only minutes away from Timonium Fairgrounds. Other attractions within 5-20 minutes are: Loch Raven Reservoir, Oregon Ridge Park, Mercy Ridge Retirement, Fire Museum of MD, Ladew Topiary Gardens, The MD Zoo in Baltimore, and various trial walks.

Top guest favorite

A spacious bedroom features a large bed with a decorative comforter and plush pillows. Natural light filters through an arched window, illuminating the soft, neutral walls. Two bedside lamps rest on small tables, and a comfortable bench is positioned at the foot of the bed.

Guest suite in Forest Hill

5 out of 5 average rating, 194 reviews

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

A welcoming porch area features two black rocking chairs positioned near a decorative door with glass panels. A vintage-looking milk can adds rustic charm, while a warm light fixture illuminates the entryway. The surroundings include trees and green space visible in the background.

Guest suite in Parkton

4.93 out of 5 average rating, 58 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 modern kitchen is equipped with white cabinetry, stainless steel appliances, and a granite countertop. A dining area with a wooden table and white chairs is positioned near the large windows, allowing natural light to fill the space. Light wooden flooring complements the room's bright decor.

Guest suite in Phoenix

4.97 out of 5 average rating, 67 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

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, 177 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!

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, 103 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

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, 255 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 well-equipped kitchenette is visible, featuring modern appliances, including a microwave and refrigerator, alongside ample storage and countertop space. A small dining area with a round white table and pink chairs is situated nearby, enhancing the inviting layout of the space.

Guest suite in Towson

4.91 out of 5 average rating, 139 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.