
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.

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.
FamilyKitchenOutdoor spaces

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
Indoor spacesFamilyAccess

Our Retreat -in a peaceful 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.
KitchenFamilyCleanliness

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.
FamilyKitchenAccuracy

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.
KitchenIndoor spacesTV

Working horse farm retreat! Nearby wedding venue!
Wake up to see horses and deer right from the bedroom window! Experience country living on a working horse farm! Our home sits on a property with horses and the sights and sounds of farm life. Guests will enjoy spacious indoor living and abundant outdoor space in a rural setting. Just minutes from I-83, hiking trails and parks! Whether you’re coming to relax on the porch with a morning coffee, visit the horses, or explore nearby parks and trails, you’ll enjoy an authentic country experience!
KitchenIndoor spacesDecor

* 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.
Indoor spacesKitchenLayout

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.
FamilyIndoor spacesTV

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.
Indoor spacesKitchenCheckout

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.
FamilyIndoor spacesGetting around

Flat no share space private entry, private parkng
Enjoy this private space with 1 bedroom, bathroom, cozy kitchenette and living and room private entrance. Experience why over 100 booking all 5 star reviews. spacious private parking for up to 3 guest. Guests will access the unit at the back of the property pick up keys from lock box. There's also a smoking area available on the outside. couple live upstairs. The building has a split unit layout this area is located on the lower level.
FamilyIndoor spacesCleanliness

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!
Indoor spacesFamilyWalkability
Popular amenities for Pikesville family-friendly rentals
Family-friendly home rentals with a hot tub

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

Gunpowder Retreat
Indoor spacesFamilyAmenities

Safe, quiet neighborhood close to downtown!
KitchenIndoor spacesAir conditioning

Captains Quarters Oasis Near Annapolis, Sleeps 4
KitchenIndoor spacesLayout

Beautiful, quiet waterfront house. Lots of room!
FamilyIndoor spacesTV

Private Waterfront Home W/ Hot Tub, Dock & Kayaks
KitchenFamilyValue

Romantic Hot Tub Getaway, Walk to Fells Point
Indoor spacesKitchenParking

Chester Riverfront At Kent Narrows
KitchenIndoor spacesHeating
Family- and pet-friendly home rentals

Dog-Friendly Home | Bedroom on primary + Full AC
Indoor spacesFamilyParks

Cozy Historic Guest House
KitchenFamilyGetting around

Cozy Farm Cottage
Indoor spacesKitchenGrill

Master's Suite · 1920s Tudor Estate, Hunt Valley
Indoor spacesFamilyGetting around

Tudor Home
KitchenFamilyAccuracy

Spacious 4 Bd House close to Towson & Baltimore
Indoor spacesFamilyGetting around

Lovely 2-bedroom apartment near McDaniel College
FamilyIndoor spacesAir conditioning

Relaxing Water Views - Mill Creek Cottage
Indoor spacesFamilyAccess
Family-friendly home rentals with a pool

Rollingside: Two-Room Guest Suite
KitchenIndoor spacesLong stay

Bright and Cozy 2nd floor apt
Indoor spacesFamilyWalkability

A home away from home
Indoor spacesFamilyComfort

Private Art-Filled Guesthouse near Naval Academy
FamilyIndoor spacesOutdoor spaces

Flohom 1 | Floating Suite • 360° Skyline Views
FamilyIndoor spacesComfort

Woodland Retreat
FamilyIndoor spacesLong stay

Coastal Waterfront 1 Bedroom Cottage
Indoor spacesKitchenLocation

Large Home with Private Pool, Gym, Sauna, 7 Bedroo
KitchenFamilyValue
When is the best time to visit Pikesville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$33,671 GYD | G$36,389 GYD | G$32,416 GYD | G$33,671 GYD | G$34,298 GYD | G$34,298 GYD | G$34,925 GYD | G$33,880 GYD | G$27,187 GYD | G$35,135 GYD | G$35,553 GYD | G$41,200 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
- Ocean City Vacation rentals
- Pittsburgh 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
- M&T Bank Stadium
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- Oriole Park at Camden Yards
- Federal Hill Park
- Johns Hopkins University
- Liberty Mountain Resort
- National Museum of African American History and Culture
- Washington Monument
- Georgetown Waterfront Park
- Capital One Arena
- CFG Bank Arena
- Betterton Beach
- National Harbor
- Smithsonian National Zoological Park
- Howard University
- Museum of the Bible
- Cunningham Falls State Park
- Smithsonian American Art Museum
- Smithsonian National Air and Space Museum
- Patterson Park
- National Aquarium





