Holiday houses in Cockeysville

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Top-rated holiday rentals in Cockeysville

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Guest favourite
A comfortable living area features a light grey sofa adorned with soft blankets, positioned near a wooden coffee table. Two nautical-themed art pieces hang on the white shiplap wall, while a lamp casts a warm glow beside a potted plant. Steps lead to an upper level.
Home in Lutherville
4.88 out of 5 average rating, 274 reviews

* 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!

Top Guest favourite
The bedroom features a queen bed with dark bedding and decorative pillows. A stylish rug overlays the carpet, complementing the room's color scheme. A full-length mirror is positioned against the wall, and a small nightstand with a lamp adds functionality. Natural light enters through a nearby window dressed with blackout curtains.
Home in Nottingham
4.87 out of 5 average rating, 23 reviews

Private 1BR/1BA | Home Comfort & Hotel Perks

Prime Location | Hotel Amenities w+ Home Comfort Less than 5-30 min to shopping, hospitals, BWI, & attractions! This suite blends hotel ease w/ home comfort—perfect for professionals & remote workers. ✔ Work & unwind – Sit-stand desk + Smart TV ✔ Stocked & ready – Coffee, snacks, mini fridge & microwave ✔ Rest well – Queen bed, satin pillows & blackout curtains ✔ Spacious storage – Walk-in closet, drawers, iron & mirror ✔ Self-care & fitness – fitness gear, beauty products & yard accessory

Top Guest favourite
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, 72 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 favourite
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, 74 reviews

Towson Retreat: Fully Equipped w/ Garden View

Welcome to our attached guest suite—part of our home yet completely private. With its own entrance, full kitchen, washer/dryer, cozy charm, and dedicated parking right beside the suite, it’s the perfect home base. Step outside to enjoy the patio or walk to Towson Town Center. We’re walking distance from Goucher College, 1.5 miles from Towson University, and 20 minutes north of Baltimore. Explore Loch Raven Reservoir or unwind at Boordy Vineyards. Please note: this is a non-smoking property.

Top Guest favourite
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, 184 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 favourite
Home in Towson
5 out of 5 average rating, 29 reviews

Tiger House Welcomes You!

GO TIGERS!! This darling home is in the heart of Towson. It is 3 bedrooms/2 bathrooms (1 upstairs through the main bedroom and one downstairs) and is in walking distance of many restaurants, shops and bars. Visit your student, catch a game or simply hangout and enjoy the space. This home is filled with color, artwork, cute furniture and lots and lots of tigers! Note: I have recently taken over this property and in process of replacing (with keeping the same vibe) some of the articles.

Top Guest favourite
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, 105 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 favourite
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, 272 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 favourite
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, 150 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 favourite
A historic two-story house is presented, featuring a charming wooden porch and large windows. A unique metal sculpture resembling a rooster stands in the foreground, complemented by lush greenery and stone landscaping. The house's brick facade reflects its 200-year history.
Home in Monkton
4.94 out of 5 average rating, 106 reviews

Cozy up in the restored 1820s Miller's House!

The Miller's House is a quaint and beautiful, newly restored two-bedroom house that sits on a small river and is also a national historic landmark. The house has been painstakingly restored over the last 18 months, with modern amenities you'd expect such as all-new appliances and high speed WiFi. Proximity to the Gunpowder Falls for fishing or tubing, the NCR trail (less than .2 mile away) and endless roads to bike on make it a great escape.

Guest favourite
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, 106 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.

Top Guest favourite
A modern kitchen is shown featuring white cabinetry, stainless steel appliances, and an island with blue cabinetry. Light wood flooring runs throughout the space, enhancing the bright and open feel. Four wooden stools are positioned at the island, providing seating for guests.
Apartment in Cockeysville
4.96 out of 5 average rating, 48 reviews

The Hideaway Hunt Valley. Private Lower level apt

The whole group will enjoy easy access to everything from this centrally located place. Close to Baltimore and main highways. Easy access and parking. Private dead end street with woods and hiking trails right on the back door. Completely renovated and brand new. Enjoy your own space and a quite setting!

Popular amenities for Cockeysville holiday rentals