
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.

Our Retreat -in a country setting.
Private- apartment in the lower level of our house. House in a rural setting- you may spot white tail deer or other wildlife.Enjoy the peaceful tranquil setting.We are within 5 minutes by car to Rte 70 and shopping centers. Our space isn't childproof. Workout equipment available for use at your own risk. We control the HVAC and will adjust as requested. May not be suitable for those with mobility issues due to the walk to the entrance. Non smoking. We aren't set up for heavy cooking. No stove.

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

RetroLux Guest Suite 20 min to Downtown Baltimore
Retro-Lux Suite has the feel of a luxurious separate apartment with all the necessities you may need during your stay; from a warm and cozy bedroom, a clean and airy bathroom, to an inviting bright living room/kitchenette combo well stocked for your needs. The icing on the cake is a fantastic zen-like sunroom to enjoy your morning coffee/tea, or a glass of wine in the evening. Best of all, it's on the first floor, easy to get in and out; you can't go wrong staying at this unique guest suite.

1BR Apartment with Private Entrance | Guest Suite
Discover your Baltimore Oasis! Immerse yourself in our charming, fully-equipped basement apartment. Enjoy complete privacy with separate indoor spaces for the 1BR, a well-appointed kitchenette, a cozy living room, and a dining area. Your getaway offers quick access to a variety of attractions, all within a 5-mile radius. From golf courses and parks to museums, the iconic Baltimore Harbor, shopping malls, zoos, aquariums, stadiums, and the renowned Johns Hopkins Hospital, your adventure awaits.

* 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.

Rollingside: Two-Room Guest Suite
Two-room guest suite with private entrance located in picturesque Catonsville, MD on a pre-Colonial road originally used for rolling tobacco to the harbor. Downtown Baltimore is 20 minutes away, BWI airport and Amtrak station 15 minutes, and our street is located on a bus route. Beautiful 3.5 mile walk to historic Ellicott City and an hour from Washington, D.C. Individuals and families with children are welcome, but the Airbnb member renting the property must be over the age of 25.

Private Efficiency Suite ~ King Bed ~ Baltimore Co
Welcome to Hickory Roots Hideaway! A cozy yet spacious 750 sq ft efficiency guest suite situated on our picturesque 4 acre homestead! Great Wi-Fi and amenities make this a perfect getaway even if work and virtual school must continue. Enjoy a relaxing stay - you are welcome to explore our garden, shoot some hoops in our basketball court, or get to know our adorable farm animals. We are conveniently located with easy access to I-70, I-795, and just 30 minutes from downtown Baltimore!

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.

Towson Luxury Apartment
Welcome to our charming apartment in the heart of Towson, Maryland! This stylish and inviting retreat is the perfect home away from home, offering a delightful blend of comfort and convenience. House Rules: 🚫 No pets (If validated, a pet fee of $150 will apply). 🚭 No smoking (If validated, a smoking fee of $500 will apply). 🎉 No parties (If validated, a party fee of $1,000 will apply). Book your stay today and experience the best of Towson!

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.

Charming Canton Private Suite with Parking Pad
Nestled in the heart of Canton, this private basement suite gives you walking access to the best of Baltimore! Within minutes you can stroll through historic Patterson Park, catch a game at M&T Bank or enjoy a meal on the waterfront. Spend your nights relaxing and recovering in this cozy bedroom, then wake up to fresh pour-over coffee. Separate entrance. Parking pad. We love opening up our house to great people.

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.
Popular amenities for Pikesville family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Retreat: Immaculate Clean, private place

Beautiful, quiet waterfront house. Lots of room!

Sauna, hot tub, great outdoor space!

Parkfront Hot Tub Haven for Families & Pets

Large Home with Pool & 7 bedrooms; sleeps 21

Gunpowder Retreat

Pet friendly fall Oasis hot tub and fire pit

TheAzalea: Cozy, private basement suite w/ jacuzzi
Family- and pet-friendly home rentals

Quiet Cozy 1 Bdr Apt at BWI Airport

Lofty Dreams, 2016 Brookstone RV - Waterfront

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

Patterson Park Penthouse with Rooftop Deck!

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

Sophisticated Studio Apartment, Metro DC

Waterfront Farmhouse Meets Modern Luxury

Celebrate Summer by Your Private Pool

Charming Annapolis Waterfront Condo

A home away from home

Bright and Cozy 2nd floor apt

Coastal Waterfront 1 Bedroom Cottage

Amenity Surplus, Free Parking, 20 min to DC, Gym
Quick stats about holiday rentals that are family-friendly in Pikesville
Total rentals
20 properties
Nightly prices starting at
$91 SGD before taxes and fees
Total number of reviews
620 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Destinations to explore
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- Nationals Park
- The White House
- National Mall
- Georgetown University
- M&T Bank Stadium
- District Wharf
- Oriole Park at Camden Yards
- Smithsonian National Museum of Natural History
- Betterton Beach
- National Museum of African American History and Culture
- Hampden
- Sandy Point State Park
- Arlington National Cemetery
- Georgetown Waterfront Park
- Caves Valley Golf Club
- Cunningham Falls State Park
- National Harbor
- Washington Monument
- Great Falls Park
- Crystal Beach Manor, Earleville, MD
- Liberty Mountain Resort
- Six Flags America
- The Pentagon
- Codorus State Park