Family-friendly vacation 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 favorite
Guest suite in Adelphi
4.85 out of 5 average rating, 206 reviews

Cozy Suite with Hot Tub and Pool

ShaneRating, 5 stars10 months ago
Eric was an excellent host. He was very responsive to inquiries from the beginning of our reservations to after the time had lapsed. He was very accessible. The property was as advertised and we very much enjoyed the surprisingly quiet setting with good access to both the town and metro. The rental space was spotless and the grounds were very nice. The hot tub was a nice way to end a day of sight-seeing. Would definitely seek out his accommodations should we be doing anything in the D.C. area in the future.
Guest favorite
Cottage in Annapolis
4.86 out of 5 average rating, 105 reviews

Nautical Vibe Walk 2 Harbor Pubs USNA

TiffanyRating, 5 stars4 months ago
In town for the Military Bowl and location was perfect. Loved the yard and would love to visit in the warmer months! Yarrow was excellent and had great recommendations! Highly recommend!
Top guest favorite
Townhouse in Canton
4.96 out of 5 average rating, 518 reviews

Parkfront Hot Tub Haven for Families & Pets

KimRating, 5 stars3 days ago
Great location right across from Patterson Park. Brandon’s place was a prefect location from which we explored Canton and Felts Point. Comfy beds and lots of nice touches like having the light switches labeled, a magnifying mirror in the bath room and a guidebook. Great stay!
Home in Davidsonville
4.95 out of 5 average rating, 19 reviews

Annapolis Elegant 5* House -3 Bedrooms Sleeps 6

CharlesRating, 5 stars20 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 favorite
Home in Severn
4.88 out of 5 average rating, 163 reviews

Large Home with Pool & 7 bedrooms; sleeps 21

Christopher JasperRating, 5 stars1 week ago
Great place, nice atmosphere and big with a lot of rooms. Clean and lovely surroundings. I just wish with how big it is, there’s more bath rooms. Hope to come back when its not cold so pool is not cold. 👍🏼
Guest favorite
Townhouse in Upper Fells Point
4.95 out of 5 average rating, 674 reviews

Romantic Hot Tub Getaway, Walk to Fells Point

AmberRating, 5 stars1 day ago
Brandon’s place was great. It was perfect for our anniversary getaway. The hot tub was clean. The house was clean. We very much enjoyed our time at this place and in the city.
Guest favorite
Townhouse in Annapolis
4.83 out of 5 average rating, 128 reviews

You'll Never Want to Leave

AlexandraRating, 5 stars3 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, 25 reviews

Annapolis Entertainment Complex

MeganRating, 5 stars19 months ago
This home is amazing. The backyard decking with two TVs very nice. TVs throughout the home. The outdoor fans help keep Bugs away. The pool is gorgeous. We will certainly stay here A+++ The downstairs basement is a FUN game room and exercise room with everything you need and more. The Big Game Hunt was hours of fun competition 👌🏻 this helped me figure out what I’ll be giving my son as a house warming gift when he buys his first home! 🤗 I love all of the horse 🐎 decor and picture books to look through! Very cool history

Family- and pet-friendly home rentals

Top guest favorite
Home in Northwest Washington
4.95 out of 5 average rating, 187 reviews

Historic Row House. Solar Powered!

KalpanaRating, 5 stars3 days ago
We were two families who stayed together at Colin's place (including 3 kids). Colin's place was wonderful, and Colin was very responsive to minor issues or questions we had. The home was clean and tidy and as described in the photos. One issue we had was that the toilet door downstairs, bathroom door upstairs and some of the bedroom doors did not close properly, so it was tricky to maintain privacy. It was also very noisy outside the house due to ongoing construction, which we understand is beyond the host's control. Other than that, great location, well appointed kitchen and spacious living area and basement to spread out our things. Colin was kind enough to let us extend our check out time by a few hours, which we greatly appreciated.
Guest favorite
Guest suite in Northwest Washington
4.9 out of 5 average rating, 218 reviews

Pet Friendly Private BSMT w/Parking & Backyard

JaimeRating, 5 stars1 month ago
Absolutely loved stay at Miguel’s place! The neighborhood offered several delicious food options and the space was immaculate. It was a quick 15 min drive wherever we wanted to visit. This will definitely be on our list for our next trip to DC.
Top guest favorite
Guesthouse in Annapolis
4.94 out of 5 average rating, 102 reviews

Carriage House near Navy Stadium, parking, pets

RachelRating, 5 stars3 weeks ago
Ingrid and Jay were very welcoming - they made us feel like family friends instead of Airbnb guests. The carriage home was charming and decorated nicely. It felt like home for the weekend!
Superhost
Home in College Park
4.83 out of 5 average rating, 179 reviews

Spacious relaxing home by DC, CP, woods & lake

KarenRating, 5 stars2 weeks ago
Such a lovely, comfortable home. Everything we needed. Loved the location. The neighborhood was extremely quiet and neighbors were friendly. There's a park with walking trails and lake half a mile walk away. The house was perfect. Relaxing. Comfortable beds and bedding. The record player was an added bonus, as were the puzzles and board games for the rainy days. Communication was excellent. Answered any questions quickly and was very helpful. Would definitely stay here again.
Top guest favorite
Townhouse in Patterson Park
4.88 out of 5 average rating, 312 reviews

Parkside Charm & Spaciousness-Family Friendly

JeanneRating, 5 stars1 week ago
We loved our stay in Rafi's place! It was the perfect size for our family of four, with lots of spaces to hang out together or spread out. The kids loved the basement space and games. Beds are comfortable and everything was clean and well stocked. Ample towels and even kid-friendly plates, cups, and utensils. Having the parking pad was clutch, but there is also street parking available. The neighborhood is safe and quiet, with friendly neighbors, and Patterson park is great for playgrounds, walks, and checking out the Pagoda. Easy to get to OPACY / M&T Bank by car (10-15 min), downtown Inner Harbor (5-7 min), Fells Point (10 min). Rafi is a great host. He called to check in and was responsive to all questions.
Superhost
Guesthouse in Glen Burnie
4.81 out of 5 average rating, 175 reviews

Private 1 bedroom house

MichelleRating, 5 stars2 weeks ago
Nice quiet neighborhood, host was very flexible and accommodating
Superhost
Home in Northwest Washington
4.76 out of 5 average rating, 223 reviews

Private Retreat Apt. in DC. Pets are Welcome Free!

DavidRating, 5 stars3 months ago
Natasha was super friendly always willing to help her place had everything where it should be. We would love to stay there again.
Guest favorite
Apartment in Edgewater
4.91 out of 5 average rating, 439 reviews

Pet Friendly Garden Apartment Near Annapolis

BreyneRating, 5 stars1 week ago
Had a nice stay while in the area to visit my nephew at the Naval Academy. The basement apartment is very comfortable. Area is nice and quiet and my dog loved having a yard to run in.

Family-friendly home rentals with a pool

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

Boat BNB Luxury Accomadations Aboard a Catamaran

JenniferRating, 5 stars57 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.
Guest favorite
Townhouse in Patterson Park
4.9 out of 5 average rating, 132 reviews

Cozy, Cute and Clean rowhouse w/ 2 Masters!

WuzmalRating, 5 stars12 months ago
Kimberly’s place was a home away from home.. walkable, peaceful, clean environment just like we wanted! We had no issues finding parking right outside the place everyday . Everything we needed was there. She was very responsive. All about Kimberly’s place was just perfect! We had a flawless one month .. surely coming back Kimberly!!
Top guest favorite
Guest suite in Catonsville
4.94 out of 5 average rating, 519 reviews

Rollingside: Two-Room Guest Suite

ClaireRating, 5 stars1 week ago
This place is excellent if visiting the area. There are many restaurants and walking paths all close by. The hosts provided lots of information about the surrounding area. I would highly recommend staying here, the hosts did an amazing job answering any questions with had and very timely in responding. This place was immaculate, extremely clean and well thought out with providing storage. The kitchenette was perfect for storing some things in the refrigerator and having a coffee maker available made the mornings easy, and the hosts provided some nice snacks too. The grounds of this home are beautiful and well maintained. A very peaceful setting in a wonderful town. Our stay was excellent and would definitely stay there again.
Guest favorite
Apartment in Tysons
4.71 out of 5 average rating, 41 reviews

Lux highrise in Tysons w/view & highspeed Internet

LisaRating, 5 stars3 weeks ago
Eli was a wonderful host! Super responsive and helpful. His place was great as well. I loved how convenient it was to everything! Thanks for such a lovely stay.
Apartment in Nottingham
4.86 out of 5 average rating, 127 reviews

Bright and Cozy 2nd floor apt

KatelynRating, 5 stars1 month ago
We enjoyed our stay! It was only for 1 night but it was what we needed after a long day of driving. Dorie was helpful and flexible for our later check in. The proximity to Double Rock Park is perfect! I highly recommend going if you’ve never been. Thanks for a great stay!
Guest favorite
Condo in Annapolis
4.89 out of 5 average rating, 62 reviews

GREAT LOCATION ON SPA CREEK

LauraRating, 5 stars7 months ago
We’ve stayed here for a few years now. His place is always clean and quiet. Beautiful location and very comfortable.
Top guest favorite
Guesthouse in Highland
4.98 out of 5 average rating, 286 reviews

Woodland Retreat

ThomasRating, 5 stars1 day ago
It was great for us as a home base for our stay in Maryland. The open plan of the second floor space was actually larger than I had imagined from the on-line photos, and worked well for my wife and me, and our energetic 50lb dog. Set in a mature forest, the tree-top views from the expansive windows are wonderful, a welcome departure from the usual hotel experience. The unusual location of the bathroom takes some getting used to, but was clearly explained by the hosts during the booking process, and we came prepared.

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    $70 before taxes and fees

  • Total number of reviews

    680 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

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