
Family-friendly holiday rentals in Pikesville
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Pikesville
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

* Beautiful Oasis w/ No Detail Spared
Kick back and relax in this calm, stylish space! No details were spared in the latest renovation to Maura & Pete's Airbnb properties. From the moment you walk in you will be overwhelmed with the tremendous comfort in the living room leading to a kitchen well equipped with your cooking needs. Along the way there is a washer & dryer if needed. Upstairs you will find a gorgeous bathroom right next to a perfectly laid out bedroom w/ plush king bed where you can watch your favorite show on the HD TV!

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

Cozy, clean & spacious lower level of a new home
This is a spacious lower level of a newly built home. This private guest area has a lounge, dinning, and kitchenette in addition to a bedroom and a bathroom. Guests share only the main entrance of the townhouse with owners who live upstairs. This private decorated space includes a smart TV, comfortable seating, dining for 4, microwave, coffee maker, full refrigerator, toaster/air fryer, queen bed, wardrobe & dresser. Washer/dryer available upon request. Please review house rules before booking

Stunning 1BR Apt. in Historic Row Home w/ Parking
Just steps from Baltimore’s Inner Harbor, Fells Point, Little Italy, and John’s Hopkins Hospital, this fully equipped one bedroom apartment has everything you need! This modern and contemporary unit inside one of Baltimore’s historic row homes (built 1850) features tall ceilings and beautiful floor to ceiling windows. Apartment includes a full kitchen, full bathroom, one bedroom with office space, living room with HD TV and sofa bed, and a washer/dryer in unit. A bike is also available for use!

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.

1811 Historic Stone Hill Home: Private Sanctuary
Welcome to our 200 year old home that we've nicknamed "the Little House" located in the Mill village of Stone Hill within the eclectic neighborhood of Hampden. We are your neighbors, in the "Big House". It was built by Elisha Tyson as the servant quarters of his summer home. Tyson was an Quaker, businessman, inventor and perhaps most importantly, an ardent abolitionist. He actively participated in the underground railroad, using his homes along the Jones Falls as stops along the route.

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.

Cozy Suite in Towson l Free Parking + Laundry
Welcome to your stylish, sun-filled, private basement apartment in Towson, MD! Unwind in a queen-sized bed, enjoy a spa-like rain shower, and cook meals in the fully equipped kitchenette with a microwave, Keurig, air fryer, and portable cooktop. Stream your favorite shows on the 43" Smart TV or work remotely with high-speed WiFi. Guests enjoy free street parking, private entrance, and a shared washer/dryer on-site, making it easy to settle in and feel right at home.

Fox Cottage *Pet Friendly*
Fox Cottage is a modern addition to our 115 year old Victorian home. It’s a One Bedroom Queen size mattress & memory foam topper. There’s a Loft with a Full Size Memory Foam Mattress. The loft is a cozy space accessible by a vintage wooden ladder. It is not appropriate for people who cannot climb a ladder. There’s an outdoor seating area with a Chiminea to light a fire, enjoy a cup of coffee or wine, work or just listen to the birds.

The Garden Studio
Thoughtfully appointed 1 bedroom guesthouse in beautiful Greenspring Valley. Enjoy quiet quarters on an acre of private residential property within 5 minutes of the Baltimore beltway & restaurants, grocers, gas, and services. Close to Stevenson University (2 mi), Towson University (7 mi), convenient to other colleges & universities in the area; and 11 mi to the Inner Harbor. Host available in main house as needed.

Historic Gatehouse Master Suite
Discover the historic charm of Maryland's scenic horse country! Our Master Suite, part of a Tudor-style gatehouse on an elegant estate, offers luxury and convenience. Minutes from Hunt Valley and Baltimore, indulge in a Carrera marble bathroom, a private deck with sweeping views, a full-size tennis court, a refreshing pool, and more. Immerse yourself in elegance and history.

Bright and Airy Guest House Near JHU Homewood
Need a place to stay in Baltimore's Hampden neighborhood? This is a newly refinished space -- totally detached from the main house. Located on a quiet street with plenty of parking. Two blocks from dozens of trendy restaurants and shops on 36th street. Just a 5-minute drive / 17-minute walk to Johns Hopkins' Homewood campus. A 10-minute drive to downtown.
Popular amenities for Pikesville family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Retreat: Immaculate Clean, private place

Private Serene Suite with Jacuzzi- Non Smoking

Beautiful, quiet waterfront house. Lots of room!

Large Home with Pool & 7 bedrooms; sleeps 21

Coastal Comfort Suite Near Annapolis, Hottub, EV

Fall Getaway

Gunpowder Retreat

Winter Retreat Hot Tub, Pet Friendly, Fully Fenced
Family- and pet-friendly home rentals

Quiet Cozy 1 Bdr Apt at BWI Airport

Fells Point - Close to Attractions

Private guest suite in a newly remodeled home

Stylish Luxury Apt. in Historic Reservoir Hill

Peggy's Place - Historic Rowhome in the City

The Crab House - a Private, Waterfront Guest House

Grandma’s house | fam & dog friendly | huge yard

Home away from home
Family-friendly home rentals with a pool

Resort studio apt w/ pool, hot tub, fire pit, gym

Private Art-Filled Guesthouse near Naval Academy

Sophisticated Studio Apartment, Metro DC

Cozy, Cute and Clean rowhouse w/ 2 Masters!

Patterson Park Penthouse with Rooftop Deck!

Annapolis Garden Suite

#Cozy *King Suite* in the heart of #Towson

A home away from home
Quick stats about holiday rentals that are family-friendly in Pikesville

Total holiday rentals
Explore 20 holiday rentals in Pikesville

Nightly prices starting at
Pikesville holiday rentals start at € 60 per night before taxes and fees

Verified guest reviews
Over 620 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Pikesville holiday rentals include wifi 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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- Family-friendly rentals Baltimore County
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- Family-friendly rentals United States
- Nationals Park
- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- District Wharf
- Smithsonian National Museum of Natural History
- Oriole Park at Camden Yards
- Hampden
- National Museum of African American History and Culture
- Betterton Beach
- Liberty Mountain Resort
- Arlington National Cemetery
- Sandy Point State Park
- Georgetown Waterfront Park
- National Harbor
- Patterson Park
- Washington Monument
- Cunningham Falls State Park
- Caves Valley Golf Club
- Crystal Beach Manor, Earleville, MD
- Great Falls Park
- Six Flags America
- Codorus State Park




