Vacation rentals in Pikesville

* 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.

Location · Family · Decor

Kosher 2 Bedroom Apt, In the Eruv, w/ Kitchenette

Centrally located in Baltimore's Orthodox Jewish community, near the Ranchleigh/Beazer/Greenspring neighborhoods, this basement apartment is perfect for a Shabbos, Simcha, Vacation, or Holiday visit to the Baltimore Eruv community. A short walk from several popular Synagogues (Shul's) & a easy walk from many others, this is the perfect spot to be your home base for your next Baltimore visit. The EruvInn has a private entrance, parking, & the upper floor is used only on weekdays as an office.

Location · Family · Quiet

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.

Location · Family · Pets

Baltimore Luxury Apartment Near Mt. Washington

Welcome to Baltimore's newest luxury apartment. This apt is located on the lower level of a new modern home. Apt. features 2 bedrooms, 1 spa bath, laundry room, luxury vinyl flooring & upgraded kitchenette with the finest appliances which include a full-size dishwasher, ninja foodie air fryer & oven, microwave & coffee maker. The apt is private & secure with its own designated entrance. You'll love the ample parking, nearby parks, easy access to I-83 & proximity to Sinai hospital.

Location · Value · Decor

Private Serene Hideaway Suite with Jacuzzi

Escape to this serene suite, an extension of the main house, in Baltimore’s safest & quietest area. Ideal for couples, it offers a private Jacuzzi, California king bed, large modern TV, and dedicated HVAC for comfort. The spacious sitting area and luxurious shower create a peaceful retreat. Walk to nearby shops and parks for added convenience. A Tesla charger is available upon request, ensuring convenience for electric vehicle owners. Perfect for a relaxing getaway or city visit.

Value · Location · Comfort

Luxury Home w/ Deck/Loft & Skyline Views near Balt

Perched on a gentle hill in Woodlawn, Maryland, this newly built 4-bedroom Townhome offers sweeping views, open spaces, and the perfect balance between privacy and togetherness. The home unfolds across several floors, creating a natural rhythm for family living, friend groups,Unwind upstairs in one of the two luxurious master suites, while the others laugh and play in the open 3rd loft, complete with a balcony overlooking the skyscape. From this height, the sunsets are magic

Location · Family · Checkout

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.

Family · Location · Parking

Private Suite w/ Kitchen, Bath, Separate Entrance

Escape to a peaceful private suite designed for comfort and relaxation. Enjoy your own entrance, a full kitchen stocked with essentials, and a private bathroom for complete convenience. The cozy queen-size bed and smart TV make it easy to unwind after a long day. Whether you're visiting for work or leisure, you’ll have everything you need in this quiet, self-contained space, modern amenities, privacy, and a calm atmosphere that feels like your own home away from home.

Location · Family · Parking

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.

Family · Value · Hospitality

Gorgeous Mid-Century Gem near Lake Roland

We are located in a breathtaking park-like setting in stunning Lake Manor, near North Roland Park, and one block from Lake Roland Park. The space is a two bedroom, 2 bath apartment on ground floor with a large great room/living space, separate kitchen and private entrance, in a large beautifully preserved mid-century modern home. The owners live upstairs, but the spaces are distinct, private and separated by a heavy curtain. Very little noise bleeds through.

Family · Location · Accuracy

Pineapple house 10PPL | Deck |BBQ|Firepit

🍍Welcome to Pineapple House in Pikesville, Baltimore!🍍 Let us show you why you should book with us: - 2000 ft2 ground floor house - Private Deck - Top Location: close to stadiums, shops and airport - 20 min to Orioles and Ravens Park - 45 Min to Washington - 2 Smart TVs - Fast WIFI - Fully equipped kitchen - Dedicated work space - Free Onsite parking - Pool Table - BBQ - Outside dining - Washer & Dryer - Designed for 10 PPL - Kids friendly - Family games

Family · Location · Check-in

The Master's Suite · King Suite, Hunt Valley

A king-size suite in the gatehouse of a 1920s English Tudor estate, deep in Maryland’s horse country — peaceful and private, but an easy drive from the city. • King bed, vaulted ceilings, hand-painted mural • Carrara marble bath with a clawfoot soaking tub • Private sun porch over open farmland • Pool, tennis & miles of farmland to wander • Hunt Valley 10 min · Towson 15 · Baltimore 25 · Ellicott City/Columbia ~35

Value · Family · Decor