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, 169 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.

Superhost

A spacious living area is furnished with a plush grey couch and armchairs, centered around a round coffee table. Natural light fills the room, showcasing the open layout that connects to a modern kitchen in the background. A ceiling fan is visible above for comfort.

Bungalow in Lutherville

4.85 out of 5 average rating, 369 reviews

* Stunning Bungalow Perfect for Everyone *

You'll love your stay at this charming and cozy 1 level bungalow!! It offers a brand new high quality renovation convenient to all the Baltimore hot spots. The open layout coupled with stylish finishes and decor will make you feel right at home. It's fully stocked with almost every possible thing you could imagine for your use! Really no need to bring anything but yourself and clothes. The 3 bedrooms with a movable foldaway queen sofabed can sleep 8 comfortably. Plenty of parking available.

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, 70 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

A modern bedroom is highlighted by a spacious bed dressed in white linens. Two abstract paintings adorn the walls. A workspace with a desk and chair is positioned nearby, with light provided by a lamp on a side table. The room is complemented by soft lighting and stylish window treatments.

Guest suite in Towson

4.97 out of 5 average rating, 71 reviews

Towson Retreat: Fully Equipped w/ Garden View

Get cozy in this lovingly-renovated home away from home. Our guest suite features a private entrance, full kitchen, in-unit washer/dryer, and unique design touches. Enjoy the surrounding greenery on the patio or stroll around the corner to Towson Town Center. Visiting a college student? We're walking distance from Goucher College, 1.5 miles from Towson University, and just 20-minutes north of Baltimore City. Love the great outdoors? Checkout nearby Loch Raven Reservoir or Boordy Vineyards.

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, 182 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 Lutherville

4.91 out of 5 average rating, 104 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, 264 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

4.92 out of 5 average rating, 145 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.

Top guest favorite

A modern living space is showcased with a light-colored sofa and two brown leather armchairs, inviting relaxation. A dark coffee table acts as a focal point on a textured area rug. Natural light streams in through large windows, enhancing the room's spacious feel.

Home in Timonium

5 out of 5 average rating, 35 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

Guest favorite

The farmhouse cottage is viewed from the patio, featuring a red metal roof and a cozy porch lined with seating. Soft outdoor lighting creates a welcoming ambiance. Lush greenery and flowering plants frame the base of the structure, while a serene sky is visible in the background.

Home in Phoenix

4.92 out of 5 average rating, 90 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

A spacious living area features a large sectional sofa with decorative cushions, positioned beside a contemporary coffee table. A flat-screen television is mounted on a sleek media console. Natural light filters through the oversized windows, illuminating the modern, minimalistic design.

Apartment in Towson

4.88 out of 5 average rating, 168 reviews

Towson Luxury Apartment

Welcome to our charming apartment in the heart of Towson, Maryland! This stylish and inviting retreat is the perfect home away from home, offering a delightful blend of comfort and convenience. House Rules: 🚫 No pets (If validated, a pet fee of $150 will apply). 🚭 No smoking (If validated, a smoking fee of $500 will apply). 🎉 No parties (If validated, a party fee of $1,000 will apply). Book your stay today and experience the best of Towson!

Superhost

A spacious master suite features a king-size bed with a decorative canopy, flanked by nightstands. Two armchairs provide seating, and a woven area rug adds warmth. A mural depicting nature adorns the wall, while large windows allow natural light. An accessible doorway leads to the bathroom.

Farm stay in Cockeysville

4.93 out of 5 average rating, 99 reviews

Historic Gatehouse Master Suite

Discover the historic charm of Maryland's scenic horse country! Our Master Suite, part of a Tudor-style gatehouse on an elegant estate, offers luxury and convenience. Minutes from Hunt Valley and Baltimore, indulge in a Carrera marble bathroom, a private deck with sweeping views, a full-size tennis court, a refreshing pool, and more. Immerse yourself in elegance and history.