
House vacation rentals in Pikesville
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Top-rated house rentals in Pikesville
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Grandma’s Garden Cottage: Owings Mills, Dogs OK
Welcome to Grandma’s House, a nostalgic storybook home in Owings Mills. Restorative and cozy, we’re ideal for travelers with pups, sports families, and those seeking access to world-class medical care. Enjoy a fenced side yard and nightly deer sightings across our 1/2acre lot. Features a 'Primary on Main' for easy accessibility and a private upstairs guest space. Fully stocked kitchen, fast Wi-Fi, and heritage charm 30 mins from Baltimore. Wegmans & Ravens training nearby. Permit: RHR-2026-00248

* 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.

"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.

Tudor Home
Enjoy your stay in this cozy, newly remodeled Tudor home in a historic and architecturally eclectic neighborhood in Catonsville, MD! You’ll be close to everything but far enough to enjoy a relaxing trip. The home features Four bedrooms, two full baths, a fully stocked kitchen, a full basement, and 18ft ceilings on the main level. You will enjoy 65, 42, and 32-inch smart TV's throughout the home. In addition, a private upstairs main suite with King size bed, sofa seating area, and workstation.

Peggy's Place - Historic Rowhome in the City
Located on picturesque Tyson St, Peggy's place is an historic rowhome in the heart of Baltimore's cultural district. Everything is here in this cozy home away- with a full amenity kitchen, office/workout room with printer and stationary bike and a 3rd floor balcony. Upper floors have one full bath each, with tub on the 2nd floor. Both rooms- 2nd floor full, 3rd floor queen - have a dresser and closet. Steps from major destinations - cultural, medical and transit. You'll love it here!

Gunpowder Retreat
Unwind and relax with friends & family at this peaceful mid-century modern home. Nestled along the Gunpowder Falls State Park you can enjoy long summer days lounging in the pool under a canopy of trees or take an adventure along the hiking trails easily accessible from the back yard. Although there is no reason to leave this oasis, shopping and restaurants are only a five-minute drive away. Enjoy the beauty of nature without giving up modern comforts in this 4 bedroom, 3 bath home.

Stunning 7BR Lux House in Baltimore
We've taken our 18 years of travel and love for creating memorable moments and developed the perfect stay for you. A hidden gem, nestled in the heart of Baltimore, this gorgeous newly-remodeled 7 BR, 4 Bath House has been updated with amenities such as a Built-in Bluetooth theater speaker system, a master suite with dual showers and freestanding tub, and plenty of natural lighting in our charming sunroom. Elevate your time away with a massage therapist, or special event!

Historic Hillside Cottage
Experience the charm of an 1800s home styled with modern amenities. This historic cottage is steps away from all that Historic Ellicott City has to offer. Spend the day exploring Main Street lined with restaurants and small businesses or go for a walk, hike, bike ride or swim in nearby Patapsco State Park. Perfect for guests in town for weddings, concerts or those that love history and nature. Centrally located with easy access to Columbia, Baltimore & Washington D.C.

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.

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.

Mello-Ray River House
Historic 3BR, 2BA colonial on Frederick Rd—once the main route from Baltimore to Ellicott City. Built on a foundation dating to the late 1700s, the current structure has stood since 1875. Overlooks the Patapsco River and the B&O Railroad, the first in the nation. Features hardwood floors, modern kitchen, central air, and fenced patio. Walk to shops, parks, and the historic district.

12 M to Naval Academy | Waterfront Paradise
Discover the perfect blend of tranquility and convenience at our charming waterfront property. Nestled away in a serene setting yet close to all the action, this home offers an ideal escape. Imagine unwinding on the expansive screened-in porch, taking in the peaceful views of calm waters, or dropping a crab pot to catch some of Maryland's renowned Blue Crabs.
Popular amenities for Pikesville house rentals
House rentals with a pool

Waterfront Home w Pool & Pier Mins to Annapolis

Beautiful Home Near Beach and Patapsco River

The General's House-Spacious Home w/Pool & Hot Tub

Serene House on the Cul de Sac - Lic # STR23-00110

Chapelgate Refuge

Large Home with Private Pool, Gym, Sauna, 7 Bedroo

NEW Family/Pet Friendly, fenced in yard with Pool!

Charming 3 Bedroom with a jacuzzi
Weekly house rentals

Charming 3BR House in Historic Neighborhood

Hopkins Haven|Fells Point|Rooftop+Harbor+Patterson

Waterfront Gem w/ Pier | ~15m to Hopkins & Harbor

Culinary delight/Wi-Fi/Large Deck/Ample Parking

Timonium,One level,Rancher,Open Concept,Spacious

Chic Canton Home • 3BR • Rooftop Views

Unique Luxury Home

Quiet Woodberry Hangout
Private house rentals

Waterfront Villa with Hot tub & theater/Game room

City Haven

The Cranberry House

Upgraded, beautiful 4 BD Colonial in Silver Spring

Charming Historic Baltimore Home

Merriweather Lakefront Couples Retreat | Firepit

Waterfront getaway Essex, MD

Spacious Retreat:4-Bedroom Home with Hot Tub/Sauna
Quick stats about house rentals in Pikesville

Total vacation rentals
Explore 20 vacation rentals in Pikesville

Nightly prices starting at
Pikesville vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 1,150 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Pikesville vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pikesville rentals

4.8 Average rating
Pikesville stays are highly rated by guests—averaging 4.8 out of 5!
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