
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$12,550 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 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.

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.

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

* 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!

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.

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.

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.

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.

Cozy Farm Cottage
Come relax at our peaceful farm, nestled in the heart of horse country! We are close to Towson, Hunt Valley, the NCR trail, and 695. Our chickens, golden retriever, and cats are waiting to meet you! Come enjoy the fresh air, sunsets, and the outdoors! You can explore the farm grounds, including a pond full of bass you can fish (catch and release), streams, and woods to explore. We even have a large field we turned into an unofficial soccer field!

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.

The Master's Suite · King Suite, 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

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Safe, quiet neighborhood close to downtown!

Gunpowder Retreat

Beach Access, Hot Tub, Pet Friendly, Fully Fenced

Modern 3-Level Stay| Hot Tub | Game Room | Parking
Family- and pet-friendly home rentals

Relaxing Water Views - Mill Creek Cottage

Spacious 4 Bd House close to Towson & Baltimore

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

Dog-Friendly Home | Bedroom on primary + Full AC

Glen Burnie Escape

Fox Cottage *Pet Friendly*

Annapolis Garden Suite

Townhouse, clean, cozy, efficient
Family-friendly home rentals with a pool

Flohom 1 | Floating Suite • 360° Skyline Views

Rollingside: Two-Room Guest Suite

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

Celebrate Summer In Your Private Pool & Hot Tub

A home away from home

Bright and Cozy 2nd floor apt

1st Floor Condo in Annapolis

Woodland Retreat
When is the best time to visit Pikesville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$33,676 GYD | G$36,396 GYD | G$32,421 GYD | G$33,676 GYD | G$34,304 GYD | G$34,304 GYD | G$34,931 GYD | G$33,886 GYD | G$27,192 GYD | G$35,141 GYD | G$35,559 GYD | G$41,207 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
- Baltimore Vacation rentals
- Newark Vacation rentals
- M&T Bank Stadium
- Georgetown University
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- Baltimore Convention Center
- FedExField
- Johns Hopkins University
- Oriole Park at Camden Yards
- Liberty Mountain Resort
- Federal Hill Park
- Arlington National Cemetery
- Capital One Arena
- National Museum of African American History and Culture
- The Anthem
- Washington Monument
- Georgetown Waterfront Park
- CFG Bank Arena
- Betterton Beach
- Merriweather Post Pavilion
- Howard University
- Smithsonian National Zoological Park
- National Harbor





