Holiday rentals in Cockeysville

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Top-rated holiday rentals in Cockeysville

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Guest favourite
An open living space features high ceilings with exposed beams and a neutral color palette. A comfortable sectional sofa, two accent chairs, and a coffee table are arranged over a decorative area rug. Natural light filters through the large windows, highlighting a media console and decorative baskets.
Home in Timonium
4.95 out of 5 average rating, 290 reviews

* Gorgeous House w/ Luxury, Charm, & Comfort *

Imagine having your entire family or friends together all under the same roof enjoying a beautifully decorated, renovated house with loads of amenities. Well, imagine no more!!!! This home has it all – 4 beds (3 king / 1 queen) with plush mattresses & high end bedding & 2 baths, 3 smart TVs, washer/dryer closet, open living space w/ 20 ft ceilings leading to farmhouse style kitchen full of functionality & style, and awesome deck w/ sectional couch, mounted TV, montrous picnic table, & 2 heaters.

Guest favourite
An aerial view captures the historic guest house surrounded by expansive green fields and trees. The structure features a white exterior and a dark roof. A gravel parking area accommodates several vehicles, while the rural landscape stretches into the distance.
Home in Hydes
4.95 out of 5 average rating, 126 reviews

"Merrywell"at Merryland Farm A horse lovers haven

You will have a front row view of a working horse farm from this private guest house on the edge of Country Life Farm's Merryland Thoroughbred Nursery. "Merrywell" A 3 bedroom, stucco on stone historic house dating to the early 1900's. Although you might just want to stay in and enjoy the pastoral views of this conserved property in the Long Green Valley, it is a close drive to all the major attractions of the baltimore area, 10 miles west of Towson and just over the hill from Bordy Vineyard.

Top guest favourite
The historic building features a distinctive red brick façade, complemented by large windows and decorative trim. Lush green trees provide shade in front, while parked vehicles line the street, enhancing the inviting urban atmosphere.
Flat in Baltimore
4.98 out of 5 average rating, 509 reviews

Butchershill- Clean, Fireplace, King Bed, Parking!

My name is John S Marsiglia. Always clean, very comfortable new King Mattress, Warm & Cozy Fireplace, Self checkin , Historic 2207 E Baltimore St. Search online. 900 Sq Ft. 12 ft ceilings,Fully equipped kitchen/kitchenette,Coffee,Tea,Cream,Brita filtered water pitcher,50" 4K smart TV, streaming only, Free Netflix, Prime,top speed WiFi, surround sound, comfortable clean furniture, antiques, oriental rugs, workspace w/desk, modern beautiful bathroom, dual shower heads&seats, private full size W&D

Top guest favourite
A warm living room is highlighted by wooden beams overhead and natural light streaming through French doors. A cozy sofa is positioned beside a rustic coffee table adorned with decorative items. Soft greenery is placed on surfaces, enhancing a serene environment.
Cabin in Railroad
5 out of 5 average rating, 109 reviews

The Creek House: Waterfront with Hot Tub & E-bikes

Featured on Magnolia Network’s “In with the Old” Season 1, Ep. 2 (HBO Max), The Creek House is a hidden gem in the heart of Railroad, PA. Nestled between the NCR Rail Trail and two flowing creeks, this location offers both adventure and relaxation at its finest. Explore the over 40 mile bike trail via E-bike, soak in the hot tub while you enjoy sounds of the creek, or ride the train right through the front yard! This idyllic cabin features professionally designed spaces that are sure to please!

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, 190 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 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.
Flat in Timonium
4.9 out of 5 average rating, 112 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
The exterior of a single-story, stone-faced house is showcased, surrounded by a well-manicured lawn. Lush greenery and flowering plants are visible, while a pathway leads to the inviting entrance. Large windows allow for natural light to enter, enhancing the home's welcoming appearance.
Guest suite in Parkville
4.95 out of 5 average rating, 232 reviews

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

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.
Guest house in Towson
4.99 out of 5 average rating, 296 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
The living area features a light-colored sofa and a teal couch, arranged around a glass coffee table. A chair is positioned by the fireplace, which is adorned with a decorative screen. Natural light fills the room through the nearby windows, and a flat-screen TV is mounted above the fireplace.
Home in Towson
4.89 out of 5 average rating, 112 reviews

Spacious 4 Bd House close to Towson & Baltimore

Welcome To Towson aka Tigertown. 4 bd 3.5 bth home is recently renovated complete with heated floor bathrooms, memory foam mattresses and plenty of space for family and friends. Close to Towson University (.9 mi) and Goucher (2 mi) . Dining, shopping, golf, and a 20 minute drive to Baltimore makes this the perfect accommodation for everyone. Wifi and smart TVs provided. Off street parking provided during stay. Basement and garage locked for owner storage.

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
4.93 out of 5 average rating, 119 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 recently, 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 charming yellow townhouse is presented with a green metal roof and white trim. Two symmetrical front doors are flanked by windows, featuring green shutters. Neat landscaping with small shrubs and greenery is visible, creating an inviting entrance.
Townhouse in Timonium
4.79 out of 5 average rating, 115 reviews

Townhouse, clean, cozy, efficient

Cozy Townhouse with 2 bedrooms each with a Queen size bed, living room has a sleep sofa, 1 1/2 bathrooms located in the heart of Lutherville, Timonium, MD with a stack washer/dryer convenient to all hospitals, great school system, convenient to both I-695 and I-83 highways. wifi included Please bring Roku or Firestick for streaming. Please note that the home is situated on the corner of a main thoroughfare highly traveled

Top 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
4.94 out of 5 average rating, 126 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 a country 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.

Popular amenities for Cockeysville holiday rentals