
Family-friendly vacation rentals in Pikesville
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Pikesville

Total vacation rentals
Explore 20 vacation rentals in Pikesville

Nightly prices starting at
Pikesville vacation rentals start at G$12,548 GYD per night before taxes and fees

Verified guest reviews
Over 820 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 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 family-friendly rentals in Pikesville
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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

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.

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.

* 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.

Unique Tiny House Getaway on An Historic Farm
The Hen House Cottage is a tiny house located on an historic farm in central Maryland. It is surrounded by six acres of beautiful pasture and gardens. The Cottage has great light throughout the day, a well-equipped kitchen (microwave, oven, coffee grinder, coffee maker, large fridge, etc.), a full bathroom (with shower), a sleeping area with a comfortable queen-sized bed, dedicated (free) wi-fi, a smart TV, blue tooth sound system, and an eclectic library. Linens and towels are provided.

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!

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.

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.

Rest and Recharge Retreat
We have a new larger tent for 2026! Queen size bed. We have also added a sauna to our retreat. Rest and recharge at this beautifully landscaped glamping retreat. Enjoy quiet moments of zen in the meditation garden, awake to the birds and butterflies, float the afternoon away in the pool or enjoy stargazing in the hot tub at night. We are set up for a quiet retreat for 2 people. Additional guests must be approved in advance. No parties!

Cozy up in the restored 1820s Miller's House!
The Miller's House is a quaint and beautiful, newly restored two-bedroom house that sits on a small river and is also a national historic landmark. The house has been painstakingly restored recently, with modern amenities you'd expect such as all-new appliances and high speed WiFi. Proximity to the Gunpowder Falls for fishing or tubing, the NCR trail (less than .2 mile away) and endless roads to bike on make it a great escape.

Master's Suite · 1920s Tudor Estate, Hunt Valley
A king-size suite in the gatehouse of a 1920s English Tudor estate, deep in Maryland’s horse country — peaceful and private, but an easy drive from the city. • King bed, vaulted ceilings, hand-painted mural • Carrara marble bath with a clawfoot soaking tub • Private sun porch over open farmland • Pool, tennis & miles of farmland to wander • Hunt Valley 10 min · Towson 15 · Baltimore 25 · Ellicott City/Columbia ~35
Popular amenities for Pikesville family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful, quiet waterfront house. Lots of room!

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

Parkfront Hot Tub Haven for Families & Pets

Lux Family Xcape with HotTub, Fireplace, Deck, BBQ

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Safe, quiet neighborhood close to downtown!

Celebrate Summer In Your Private Pool & Hot Tub

Gunpowder Retreat
Family- and pet-friendly home rentals

Two bedroom small ranch with beautiful forest view

Rancher by Wash/Balt/Annap w/pool table, Kit, Deck

Dog-Friendly Home | Bedroom on primary + Full AC

Lovely 2-bedroom apartment near McDaniel College

Delightful 4-Bed Whole House with Easy Parking

Annapolis Garden Suite

Comfy Home in Charming Hampden

Watch Deer from a Farm Cottage
Family-friendly home rentals with a pool

Flohom 1 | Floating Suite • 360° Skyline Views

Private Art-Filled Guesthouse near Naval Academy

Large Home with Private Pool, Gym, Sauna, 7 Bedroo

A home away from home

Bright and Cozy 2nd floor apt

Waterfront-View of Bay from your Bed

Historic Peace and Plenty Farm: Pool House

Coastal Waterfront 1 Bedroom Cottage
When is the best time to visit Pikesville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$33,670 GYD | G$36,389 GYD | G$32,415 GYD | G$38,480 GYD | G$34,507 GYD | G$24,259 GYD | G$34,925 GYD | G$33,879 GYD | G$27,187 GYD | G$35,134 GYD | G$35,552 GYD | G$41,199 GYD |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 26°C | 25°C | 21°C | 14°C | 8°C | 4°C |
Destinations to explore
- New York Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Pittsburgh Vacation rentals
- Ocean City Vacation rentals
- Cleveland Vacation rentals
- Virginia Beach Vacation rentals
- Raleigh Vacation rentals
- Niagara Falls Vacation rentals
- Jersey City Vacation rentals
- Newark Vacation rentals
- Baltimore Vacation rentals
- Rentals with a fireplace Pikesville
- Fitness-friendly rentals Pikesville
- Rentals with outdoor seating Pikesville
- House rentals Pikesville
- Apartment rentals Pikesville
- Rentals with a washer and dryer Pikesville
- Pet-friendly rentals Pikesville
- Rentals with a patio Pikesville
- Family-friendly rentals Baltimore County
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Georgetown University
- M&T Bank Stadium
- National Mall
- The White House
- Nationals Park
- Walter E Washington Convention Center
- Baltimore Convention Center
- FedExField
- Oriole Park at Camden Yards
- Federal Hill Park
- Liberty Mountain Resort
- Johns Hopkins University
- Arlington National Cemetery
- National Museum of African American History and Culture
- Washington Monument
- The Anthem
- Georgetown Waterfront Park
- Capital One Arena
- Betterton Beach
- CFG Bank Arena
- National Harbor
- Smithsonian National Zoological Park
- Howard University
- Merriweather Post Pavilion





