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

4.94 out of 5 average rating, 160 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 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

4.84 out of 5 average rating, 67 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

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 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, 66 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, 173 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!

Superhost

A spacious living area features a cozy sectional couch adorned with decorative pillows. Soft, warm lighting illuminates the room, complemented by a striped rug on the floor. Visible in the background is the open-plan kitchen and dining area, enhancing the sense of space.

Guest suite in Timonium

4.9 out of 5 average rating, 446 reviews

* Spacious Private Suite Full of Style & Comfort *

Welcoming recently updated private basement suite with trendy decor and style! The one bedroom spot offers so much more than just that. You will have full use of the open shelf kitchen, perfectly setup cozy living room, spacious full bathroom, breakfast nook, and laundry room if needed. Any couple, working professional, or small family / group of friends would love the stay here. Not to mention the great location convenient to all Baltimore attractions. Plenty of parking available.

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

5 out of 5 average rating, 60 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 walk to Towson's premier shopping and entertainment center. Visiting a college student? We're a quick drive to Goucher College and Towson University, and just 20-minutes north of Baltimore City. Love the great outdoors? Checkout nearby Loch Raven Reservoir...or Boordy Vineyards.

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, 100 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, 246 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, 136 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 bright living area is presented, featuring a grey sofa adjacent to a rich brown ottoman. A small kitchenette is visible with a stove and refrigerator, complemented by open shelving. Natural light enters through a skylight and windows adorned with blinds. A doorway leads to a bathroom.

Guesthouse in Owings Mills

4.97 out of 5 average rating, 121 reviews

The Garden Studio

Thoughtfully appointed 1 bedroom guesthouse in beautiful Greenspring Valley. Enjoy quiet quarters on an acre of private residential property within 5 minutes of the Baltimore beltway & restaurants, grocers, gas, and services. Close to Stevenson University (2 mi), Towson University (7 mi), convenient to other colleges & universities in the area; and 11 mi to the Inner Harbor. Host available in main house as needed.

Guest favorite

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

4.96 out of 5 average rating, 89 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.