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.

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

* 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.

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

Centrally located in Baltimore's Orthodox Jewish community, near the Ranchleigh/Beazer/Greenspring neighborhoods, this 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 manageable walk from many others, this is the perfect spot to be your home base for your next visit to Baltimore. The EruvInn has a private entrance, parking, & the upper floor is used only on weekdays as an office.

Woodberry Studio Retreat

This newly constructed 600 sq. ft. studio loft features a contemporary open floor plan, full kitchen (new appliances), walk-in shower, yoga floor, big screen smart TV, queen bed, tons of morning and evening light, and is located in Historic Woodberry. This home is very private, safe, and fully equipped for short or long term stays. Walk to light rail station, JHU, Kennedy Krieger Institute, and the Hampden Avenue. Five star dining experience available just two blocks away, at Woodberry Kitchen.

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

Newly built! Mt Washington, free parking, Eruv

Priscilla Place is a newly built, comfortable & stylish Airbnb apartment, in the high ceilinged basement of our home on a quiet residential street. We are minutes away from the Historic Mt. Washington Village center and a 20 minute drive to Baltimore Inner Harbor. New Sealy gel memory foam mattresses ensure a comfortable night's sleep. 55" UHD Smart TV, Wi-Fi & dedicated work space make this apartment perfect for work & relaxation. Guests have full control of the heating and AC in the unit.

Tiger House Welcomes You! House with 3+ parking

GO TIGERS! This charming Towson home sits right in the heart of it all. With 3 bedrooms and 2 bathrooms (one ensuite upstairs and one on the lower level), it's the perfect spot to visit your student, catch a game, or simply relax and enjoy the space. You’ll love the colorful décor, unique artwork, cozy furniture — and of course, the playful tiger touches throughout the home. The new hot tub with enclosed privacy panels and fire pit table! Note: Hot tub unavailable 4/2026 through 8/2026

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.

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.

Cozy bsment/6ppl/pet friendly Top location

Welcome to your cozy retreat in Pikesville, Baltimore! This inviting space offers comfort for a relaxing stay. Enjoy scenic views while strolling charming streets or unwind under lush trees, perfect for weekend getaways, visiting friends, or attending weddings! Nearby Attractions. Pikesville Armory: 1 mile Cylburn Arboretum: 3 miles Northwest Regional Park: 2 miles Pikesville Town Center: 0.5 miles Baltimore National Aquarium: 10 miles Maryland Science Center: 10 miles

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.