Family-friendly holiday rentals in Pikesville

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Pikesville family-friendly rentals

Family-friendly home rentals with a hot tub

Guest suite in Adelphi
4.84 out of 5 average rating, 208 reviews

Cozy Suite with Hot Tub and Pool

SusannaRating, 5 stars2 months ago
Eric is an amazing host and person! Super friendly when it came to using the amenities and made us feel at home. Has great recommendations for food and local attractions. Beautiful property to walk around or just sit outside! Overall a 10/10 experience while staying at Eric’s home, couldn’t have asked for a better host for our weekend!
Guest favourite
Cottage in Eastport
4.86 out of 5 average rating, 107 reviews

Nautical Vibe Walk 2 Harbor Pubs USNA

JohnRating, 5 stars1 month ago
Overall a great place. It's only a short 10-15 minute walk on sidewalks to the rest of Eastport and the Annapolis harbor area, but in a quiet neighborhood that isn't busy with vehicle or foot traffic so it was easy to enjoy the lovely garden and patio outside with minimal city noise. It is accurate as described and from the photos. Did not experience any problems in the neighborhood or feel unsafe.
Home in Davidsonville
4.95 out of 5 average rating, 19 reviews

Annapolis Elegant 5* House -3 Bedrooms Sleeps 6

CharlesRating, 5 stars22 months ago
Fantastic stay. Veronica was an excellent communicator from pre-booking to check-out. House was very nice, but the pool was exceptional. Home was as described. Thanks for a great weekend.
Guest favourite
Apartment in Arnold
4.94 out of 5 average rating, 175 reviews

Celebrate Summer by Your Private Pool

JennaRating, 5 stars9 months ago
Absolutely amazing! The place had so much to do whether it was outside or in! Swimming in the pool, hot tub, kayaking and/or paddle boarding on the lake, giant yard games. Inside had a pool table, wide variety of board games, and many streaming services. Brenda was extremely friendly and helpful in many way. She had a binder full of local places for food and things to do! She truly showed us the best of Maryland.
Home in Gaithersburg
4.5 out of 5 average rating, 4 reviews

Gorgeous large house near metro

WinsomeRating, 5 stars120 months ago
My sisters and I thoroughly enjoyed our stay at Rana's house. The neighborhood reminded us of our neighborhood in Georgia. It was comfortable, and very convenient to all the attractions A home away from home. It was also a pleasure working with the host, Rana responded in a timely manner and took care of all our needs. I would highly recommend this property.
Guest favourite
Townhouse in Upper Fells Point
4.95 out of 5 average rating, 688 reviews

Romantic Hot Tub Getaway, Walk to Fells Point

NicoleRating, 5 stars1 week ago
Super nice place. Probably the most well stocked place we’ve stayed at. Walkable to everything and still in a quiet location. Bathroom was spacious and clean! Hot tub in the courtyard was a nice touch. Parking was a little short to come by but we always found a spot on Baltimore St right next to Patterson Park. Charmed Coffee was a great place for coffee and breakfast…dog friendly! 10/10.
Guest favourite
Townhouse in Annapolis
4.83 out of 5 average rating, 128 reviews

You'll Never Want to Leave

AlexandraRating, 5 stars5 months ago
We thoroughly enjoyed our stay at Laurie's home! It was a great location and the home matched the description. We had everything we could have asked for and more, and Laurie was a great host. Would definitely stay there again!
Home in Arnold
4.88 out of 5 average rating, 26 reviews

Annapolis Entertainment Complex

MichelleRating, 5 stars3 weeks ago
Outstanding home with so much to offer! The description is exactly what is offered. The kitchen has everything you need to prepare any meal. All bedrooms are spacious and comfortable. As far as the entertainment factor - WOW! The outside is beautiful and the pool and hot tub were fun to use. There’s so much available in this house. You will not be disappointed. Dan, the owner, was very easy to get in touch with and to work with. If you’re looking for something, ask Dan, he probably has it!

Family- and pet-friendly home rentals

Superhost
Cottage in Rock Hall
4.88 out of 5 average rating, 128 reviews

Cottage with Modern Updates - Walk to Waterfront!

SusanRating, 5 stars3 weeks ago
Great place in a cute area!
Superhost
Guest suite in Sparrows Point
4.87 out of 5 average rating, 180 reviews

Lofty Dreams, 2016 Brookstone RV - Waterfront

MikeRating, 5 stars2 days ago
This 5th Wheel is like a water front Tiny Home. It is accurately described and pictured in the listing. It was clean and had everything needed for a short stay. It is in a working boat yard so it was cool seeing the owners working on and moving boats around. Also had some nice conversations with some of the people who dock their boats here. The marina itself seems very healthy. Clear water loaded with schools of bait fish so the blue heron, great egret and osprey were easy to spot. Unique and fun Airbnb. Highly recommend.
Superhost
Guest suite in Washington
4.81 out of 5 average rating, 546 reviews

Cozy Guest Basement Suite w/ Private Entrance

ElliottRating, 5 stars1 week ago
Everything was great. Love the fact that it was only a 10min drive to the pool where my water polo tournament was held. I got lucky almost every night with parking, which was in front. One day I had to park around the corner but it wasn’t a far walk at all. They gave me places to eat and drink which worked out when I met an HS friend. Communication was great. Every other day or so they would check on me to see if I needed something, not in person but through messages. Which was great. Tv was loaded with apps, all you needed was you sign in info. Will totally rent from them again.
Superhost
Apartment in Silver Spring
4.92 out of 5 average rating, 444 reviews

Escape to a Sunny Apartment in a Quiet D.C. Suburb

AndrewRating, 5 stars1 month ago
Very responsive host. The side yard is very nice for people with dogs that travel. Location is very nice but DC traffic during rush hour can be rough but this can be planned for. Would stay again.
Guest favourite
Townhouse in Barre Circle
4.92 out of 5 average rating, 251 reviews

Walk to Everything! 5 Bedrooms w/ Exposed Brick

DustinRating, 5 stars1 month ago
I had a fantastic stay at this Airbnb! The location was perfect—super convenient, just a short walk to downtown and the convention center, making it ideal for both leisure and business. The place was spotless, thoughtfully designed, and well-stocked with everything I needed, from kitchen essentials to fresh towels. The keyless entry with the door code was a breeze, making check-in and out seamless. The host was incredibly proactive, communicative, and quick to respond to any questions, ensuring a smooth and stress-free experience. I’d highly recommend this listing to anyone visiting the area—can’t wait to book again!
Superhost
Home in College Park
4.84 out of 5 average rating, 183 reviews

Spacious relaxing home by DC, CP, woods & lake

SusanRating, 5 stars2 weeks ago
We've stayed at Kopal's quite a few times - very peaceful neighborhood, very close to Lake Artemisia, which is lovely for walking, also very close to College Park. Great location. The house is always very clean, well-equipped and Kopal is so responsive.
Top Guest favourite
Townhouse in Patterson Park
4.89 out of 5 average rating, 320 reviews

Parkside Charm & Spaciousness-Family Friendly

StuartRating, 5 stars4 days ago
My wife and I came to Baltimore for a few days to get away and see the sights. The house become an important part of our getaway. First, it was in a very charming neighborhood. Right next to a very nice park. More about this park later. At night the entire tree-lined street lights up making it look magical. The home itself has a certain charm and we felt at home the moment we stepped inside. The house is a short drive away from the Inner Harbor, which was the main attraction of our trip. But we found plenty of other places to visit during our stay. Our final night, back to the park for a leisurely walk to the other side where we found an ice cream shop! What a wonderful way to finish up our trip sitting on a park bench, eating our ice cream, watching the people walk by. Rafi, our host, was fantastic. He responded to all of our questions very quickly and was very friendly. Rafi was the perfect host. Overall we completely enjoyed our stay here. Thank you so much Rafi!
Top Guest favourite
Guest suite in Washington
4.99 out of 5 average rating, 105 reviews

Clean Designer Apartment with All the Amenities!

RochusRating, 5 stars1 week ago
I stayed in this great apartment for about 2 weeks whilst I was teaching as a guest lecturer at American University Law School. The apartment is very comfortable and quiet and has everything your need. It is located in a very nice and green neighborhood with shops and restaurants at walking distance. Samer and Denise are very responsive and kind hosts. Highly recommend!!

Family-friendly home rentals with a pool

Boat in Eastport
5 out of 5 average rating, 6 reviews

Boat BNB Luxury Accomadations Aboard a Catamaran

JenniferRating, 5 stars58 months ago
We had an amazing time aboard the Zep Tepi! The boat is beautiful and spacious and the marina and setting are lovely! If you want to really get away and experience sleeping with the peaceful rocking of a boat, book this now! Chelsea was responsive and helpful as we got used to the workings of a boat too.
Superhost
Condo in Chevy Chase

Magnificent fully furnished, parking, Metro

MichelleRating, 5 stars101 months ago
This condo is highly recommended. The host is very easy to work with and provides beautiful and comfortable accommodations. The condo is incredibly close to the Friendship Heights Metro stop along with a list of other shops, restaurants, and grocers. The building is easy to navigate and quiet. Everyone really keeps to themselves. I truly enjoyed my stay, felt safe, and would absolutely stay here again.
Apartment in Nottingham
4.87 out of 5 average rating, 135 reviews

Bright and Cozy 2nd floor apt

KrystalRating, 5 stars2 weeks ago
Dorie and her daughter are wonderful hosts. The area is nice and walkable. We took a walk everday while there. Central to shopping and parks. It is a family neighborhood. Dorie initiated contact several times during our trip to see if we needed anything, to clarify check out instructions, and to let us know she was available if needed. This apartment is upstairs, the host lives below. You will enter through your own private entrance. As far as the dust or noise others mentioned...that was not our experience. This isn't a hotel. Theres no housekeeping. The homes aren't brand new. Its a charming apartment with great hosts in a sweet little neighborhood. Think of staying at your aunts place, not the Ritz. If your standards are perfection, you'd likely prefer a hotel. If you are more relaxed and want a ready made apartment that feels more like home than a vacation spot, this is your spot. I found the apartment clean and comfy! Age is not dirt or grime. Just a normal spot! Airbnbs are homes
Guest favourite
Condo in Eastport
4.89 out of 5 average rating, 62 reviews

GREAT LOCATION ON SPA CREEK

LauraRating, 5 stars8 months ago
We’ve stayed here for a few years now. His place is always clean and quiet. Beautiful location and very comfortable.
Home in Rock Hall
5 out of 5 average rating, 3 reviews

Pilot House

LizaRating, 5 stars72 months ago
The Pilot House on the Inn at Haven Harbour property was fantastic! For a family with kids this is the perfect amount of space to be able to spread out with two living spaces and 3 bedrooms. We loved having the outdoor dining space as well. The beds were all comfortable and having the kitchen fully equipped was a huge bonus. The location was probably our favorite aspect- just 2 minutes walking to the pool, the on site restaurant, the playground/beach area, etc. and just a 4 minute drive (15 minute walk) to the Rock Hall Main Street. Overall a great experience and stay!
Top Guest favourite
Guesthouse in Highland
4.98 out of 5 average rating, 290 reviews

Woodland Retreat

BrianRating, 5 stars1 week ago
Martha's place is a lovely retreat. There is enough privacy between the main house and the guest house. The guest house is spacious and comfortable with a great screened in porch and access to the pool. It's in a quiet and peaceful area. I look forward to coming back again.
Superhost
Apartment in North Bethesda
4.91 out of 5 average rating, 77 reviews

Sleek studio with awesome view- 1 block from metro

AnnaRating, 5 stars2 weeks ago
lovely place in a great location and a friendly and responsive host, enjoyed our stay greatly.
Home in Ellicott City
4.86 out of 5 average rating, 7 reviews

Victorian Gothic Castle Mansion

RobRating, 5 stars58 months ago
From the moment we arrived, Eric and his family welcomed us in to their stunning and well equipped home, provided us with everything we needed and gave us great recommendations for local sights, trails and food spots The place itself is spectacular, steeped in history and is impeccably clean. You can lounge by the pool, grill, relax with a drink at night or dine in the lavish dining room - all of which we did and would absolutely do again. FYI considering this place has been in many movies the pictures really do not do it the justice it deserves !!!! Couldn’t have asked for more welcoming, genuine, down to earth hosts or a better location to get away with during unprecedented times - it’s really somewhere where you can balance relaxation with hiking, visiting breweries / cideries, antiquing and even visiting Baltimore in ~20 mins I would 100% recommend the property, the location and our gracious hosts to anyone in future and would hope to go back again some day

Quick stats about holiday rentals that are family-friendly in Pikesville

  • Total rentals

    20 properties

  • Nightly prices starting at

    $108 AUD before taxes and fees

  • Total number of reviews

    680 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

Destinations to explore