Vacation rentals in Pikesville

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.

Family · Value · Cleanliness

Our House Suite

Our House Suite is in our home, yet separate from us. *It is safe. *Private entrance, living room, dining area, bathroom & bedroom *Located in the peaceful residential neighborhood of Mt Washington *Equipped with refrig, freezer, micro & coffee maker *Sinai Hospital 3 min drive *Pimlico Race Course 10 minute walk(.7 mile) *Convention Center, Harborplace, Aquarium, The Gallery, Harbor East, M&T Bank Stadium, Oriole Park and hundreds of magnificent restaurants & shops downtown,15 min drive

Family · Value · Comfort

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 · Getting around

Stylish Modern Basement Suite w/ Private Entrance

Experience total independence in this bright, spacious, and fully renovated walk-out suite. Whether you're visiting for a local event or need a quiet professional home base, this suite is designed for ultimate comfort while you have your own self contained apartment, please note that we live on the main floor above. You may occasionally hear the quiet "hum of the home" during the day, but we are committed to ensuring you have a five-star, peaceful experience. Queen Bed + Sofa Bed | Sleeps 3

Family · Location · Access

* 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.

Family · Value · Outdoor spaces

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.

Location · Value · Sleep quality

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.

Location · Family · Heating

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.

Family · Location · Bathroom

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.

Value · Family · Parking

The Birdhouse

Discover the ultimate escape at our centrally located guest house. With 2 charming bedrooms and a luxurious bathroom, it's the perfect haven for a tranquil retreat. Situated near major highways, you'll have easy access to all the city's attractions. Immerse yourself in comfort and convenience for an unforgettable stay. This unit is self-catering: Starter supplies provided; towels included (no washcloths). Self-catering: bring toiletries, detergent, paper goods.

Location · Value · Backyard

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

Location · Family · Hot tub

Flat no share space private entry, private parkng

Enjoy this private space with 1 bedroom, bathroom, cozy kitchenette and living and room private entrance. Experience why over 100 booking all 5 star reviews. spacious private parking for up to 3 guest. Guests will access the unit at the back of the property pick up keys from lock box. There's also a smoking area available on the outside. couple live upstairs. The building has a split unit layout this area is located on the lower level.

Location · Value · Hospitality