Vacation rentals in Pikesville

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Pikesville

  • Total vacation rentals

    Explore 60 vacation rentals in Pikesville

  • Nightly prices starting at

    Pikesville vacation rentals start at G$6,261 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,230 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 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!

Top-rated vacation rentals in Pikesville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Owings Mills
4.94 out of 5 average rating, 116 reviews

Dog-Friendly Home | Bedroom on primary + Full AC

Enjoy easy summer stays at Grandma’s House in Owings Mills, a cozy dog-friendly retreat with full AC, fast Wi-Fi, laundry, driveway parking, fully stocked kitchen, and fenced side yard. This nostalgic home sits on a peaceful 1/2-acre lot with mature trees and frequent deer sightings. Perfect for sports families, medical travel, local events, and multi-generational visits with a primary bedroom on first floor + a private upstairs. Wegmans nearby; about 30 mins to Baltimore. Permit: RHR-2026-00248

LocationFamilyAccuracy

Guest favorite
A well-lit hallway is lined with wooden doors leading to private spaces. The floor features dark tiles, while light walls enhance the brightness. At the far end, a glimpse of a serene bedroom is visible, highlighted by soft bedding and a wooden accent wall.
Guest suite in Baltimore
4.93 out of 5 average rating, 180 reviews

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

FamilyLocationParking

Guest favorite
A cozy living room is presented with a dark sofa adorned with decorative pillows. A light-colored armchair complements the seating area, and a wooden coffee table showcases decorative items. Natural light filters through a nearby window, illuminating the neutral-toned walls.
Home in Timonium
4.91 out of 5 average rating, 277 reviews

* Lovely Gem w/ Perfect Combo of Flair & Class *

This is our 5th Airbnb in the Towson / Lutherville area. We know how important it is to feel comfortable & relaxed when you arrive back from a long day of work, sightseeing, visiting with family members, playing sports, etc. This inspiration is seen throughout this entire house and you'll find the house to be a place to recharge, relax and enjoy high end amenities to include HDTVs in living and bed rooms, fully stocked kitchen, plush bedding, luxury shower fixtures, and more. You have to see it!

ValueFamilyGetting around

Top guest favorite
A modern seating area is featured with a black leather couch and an ottoman. A large wall clock in gold complements the neutral-colored walls, while a decorative plant in a gold vase adds a touch of greenery. Warm, wooden flooring extends throughout the space.
Apartment in Baltimore
4.99 out of 5 average rating, 73 reviews

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.

FamilyLocationOutdoor spaces

Top guest favorite
An open floor plan showcases a spacious living area with two gray sofas and a brown chair placed on a dark area rug. A kitchenette is visible in the background, complemented by bar stools. Natural light enters through multiple windows, illuminating the space.
Guesthouse in Baltimore
4.89 out of 5 average rating, 264 reviews

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.

LocationFamilyAccuracy

Top guest favorite
Townhouse in Reisterstown
4.98 out of 5 average rating, 52 reviews

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

LocationFamilyComfort

Guest favorite
A spacious bed is adorned with decorative orange pillows and flanked by elegant bedside lamps. Framed artwork featuring floral designs hangs above the headboard, complementing the soft color palette of the room.
Home in Fells Point
4.95 out of 5 average rating, 109 reviews

Luxury Fells Home w/Hot Tub, Poker Room, & Parking

Treat yourself to a luxury getaway with a 6-person hot tub, poker room with record player, and a gorgeously renovated bathroom with a freestanding soaking tub. This opulently decorated, spacious, renovated townhouse is located in the heart of very safe Fells Point. Sleeping arrangements for 6. Blazing fast 1GB Wifi, dedicated work space, 1 street parking permit, 65" Smart TV, and only 3 short blocks (3 min walk) to the bustling Fells Point waterfront. Just far enough to sleep undisturbed!

LocationFamilyQuiet

Guest favorite
A spacious bedroom features a wooden bed frame with a light-colored mattress, flanked by two minimalist wall sconces. Soft blue throws are neatly arranged on the bed. A large window allows natural light, complemented by warm wood flooring. A wooden console table displays modern amenities.
Apartment in Baltimore
4.97 out of 5 average rating, 155 reviews

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.

ValueLocationSleep quality

Top guest favorite
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.
Guesthouse in Towson
4.99 out of 5 average rating, 311 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.

LocationValueCleanliness

Guest favorite
Guesthouse in Owings Mills
4.95 out of 5 average rating, 20 reviews

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.

ValueFamilyBathroom

Guest favorite
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
4.9 out of 5 average rating, 120 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.

LocationFamilyBathroom

Top guest favorite
The exterior of a mid-century modern home showcases a stone facade with multiple balconies and large windows. Surrounding greenery includes a well-maintained lawn and trees. A stone wall and grassy area enhance the inviting atmosphere of the property.
Guest suite in Baltimore
4.97 out of 5 average rating, 130 reviews

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.

LocationValueWifi

Popular amenities for Pikesville vacation rentals

When is the best time to visit Pikesville?

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Avg. priceG$23,792 GYDG$25,252 GYDG$24,209 GYDG$25,044 GYDG$26,087 GYDG$25,044 GYDG$20,870 GYDG$25,044 GYDG$21,705 GYDG$23,374 GYDG$23,165 GYDG$25,461 GYD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Pikesville?

    Pikesville has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Pikesville?

    Experience the best of Pikesville with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Pikesville?

    Four-legged friends are welcome in Pikesville. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Pikesville?

    Yes! Work meets play with ease at over 30 vacation rentals in Pikesville featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Pikesville have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Pikesville. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Pikesville have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Pikesville. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pikesville have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Pikesville. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Pikesville have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Pikesville. Enjoy a tailored experience with all the comforts you desire.