
Family-friendly vacation rentals in Anne Arundel County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Anne Arundel County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Anne Arundel County family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy waterfront getaway on the Bay
The ultimate Maryland water experience. Beautiful house with perfect amenities to enjoy the bay. With the dock, the view, the crabbing, the fishing, and the kayaking, you save time and money by having everything at your fingertips. The hot tub was wonderful even in summer. The house has everything you could want for a relaxing stay. We ate the crabs we caught every night for a week! Plenty to do and see in the area, too. Definitely want to return!

Nautical Vibe Walk 2 Harbor Pubs USNA
This house was absolutely central to all the activities we planned for our trip to Annapolis. Located in a wonderful neighborhood and a beautiful walk away from a tasty coffee shop!

You'll Never Want to Leave
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!

Edgewater/May Getaway!
Great place to stay with family and friends. Very quiet area and a lot of parking available. Instructions was easy to follow in and out. We recommend this place for others.

Annapolis Entertainment Complex
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!

Annapolis Elegant 5* House -3 Bedrooms Sleeps 6
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.

Large Home with Pool & 7 bedrooms; sleeps 21
This home was the perfect place to celebrate my daughter’s graduation! We had family travel in from several states, and everyone felt comfortable and truly enjoyed the spacious layout. It was a bit too chilly to use the pool, but I’m already looking forward to booking this home again. I’ll definitely be a repeat renter!
Family- and pet-friendly home rentals

Sunny Spot Suite, Serene, Annapolis, Naval Academy
Sharon’s place was just as described. It was a convenient home base close to our family that we were visiting. We were very happy that our dogs were able to join us. There are a decent amount of steps down to the suite that we had to assist our senior pups with. The suite was clean and had a basic kitchen set up good for coffee in the morning or reheating take out. The location was very convenient to all local things to do. We were very happy with our stay.

West Annapolis SuperHost!
Perfect location if you’re in Annapolis for a game or just to visit the city. Christopher’s house was the perfect location and distance from everything in the city. Also, very spacious and nice house perfect for me and my 4 other friends.

Lofty Dreams, 2016 Brookstone RV - Waterfront
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.

2 BR/1.5 Bath Basement, Private Entrance & Parking
Peaceful little getaway literally 10 minutes away from any restaurant or shopping you could want! Accommodations were perfect for our visit to the area to attend our daughter's promotion ceremony, only 15 minutes away from base! Beds were extremely comfortable and we were happy there was ample room for 4 adults and 2 small puppies. Would definitely stay again.

Brand New Reno in Historic Dist w 2 Parking spots
We can’t say enough good things about Megan’s place. Our favorite part was how well-appointed the kitchen is, but it’s all great. Very walkable/bikeable city, so you can leave your car behind.

Relaxing Cabin Get Away Near Annapolis & DC
What a gem! This cabin hidden in the woods is a perfect getaway location! The cabin itself has great heat and A/C (I got to experience both over 3+ weeks!), excellent hot water pressure in the shower, and the most comfortable bed! In addition, it's fully equipped with everything you could possibly need! Beyond the cabin, the woods are so peaceful, with deer, foxes, squirrels, and badgers! The dogs and I loved our multiple walks per day with not a person in sight. To top it off, Ted is the nicest host I've ever had! So wonderfully friendly and responsive. I hope to stay here again soon!

Carriage House near Navy Stadium, parking, pets
We had an amazing stay at this property! The space was exactly as described. Ingrid was incredibly responsive and thoughtful, providing clear instructions and great local recommendations. The location was perfect—quiet, safe, and close to everything we needed. We’d absolutely stay here again and highly recommend it to anyone looking for a hassle-free and relaxing stay.

Rockhold Creek Cottage
Exactly as pictured and described. Perfect stay and plenty of room. Beautiful back decks and yard. Great neighbors. Would stay again next time we are in the area.
Family-friendly home rentals with a pool

Boat BNB Luxury Accomadations Aboard a Catamaran
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.

GREAT LOCATION ON SPA CREEK
We’ve stayed here for a few years now. His place is always clean and quiet. Beautiful location and very comfortable.

Crow’s Nest Cottage - Down Under: Chesapeake Bay
I cannot say enough about Paul! Proactive, great recommendations and an all-around fantastic fellow! My children, two dogs, and I had a wonderful time and would come back in a heartbeat! The place itself is immaculate and has a gorgeous view of the Chesapeake Bay. Minutes from the Naval Academy and an easy ride to the Greenbelt metro so we could catch a DC United game in the city.

Chesapeake Bay View 3BR/2BA Duplex*Hot Tub*
We found Paul’s home very comfortable and accommodating. Paul was accessible when we reached out to him and he communicated well with us. It was a very nice location with a fantastic view of the bay, as we hoped for.

L1 Private Suite in new townhouse near BWI Airport
The Host the best of the best. Very attentive and very helpful when you need anything. This is the best place I have stayed. The entrance is very safe and easy. The cleanliness in the room and bathroom and the towels are very clean. The calm and peace on another level. I can say that I recommend this place as a 5 star suite and 100% sure
Destinations to explore
- Rentals with lake access Anne Arundel County
- Rentals with a fire pit Anne Arundel County
- Rentals with outdoor seating Anne Arundel County
- Rentals with a patio Anne Arundel County
- Rentals with a washer and dryer Anne Arundel County
- Fitness-friendly rentals Anne Arundel County
- Rentals with a hot tub Anne Arundel County
- Private suite rentals Anne Arundel County
- Rentals with pools Anne Arundel County
- Rentals with beach access Anne Arundel County
- Townhouse rentals Anne Arundel County
- Apartment rentals Anne Arundel County
- Pet-friendly rentals Anne Arundel County
- Waterfront rentals Anne Arundel County
- Rentals with a fireplace Anne Arundel County
- Condo rentals Anne Arundel County
- Rentals with a kayak Anne Arundel County
- House rentals Anne Arundel County
- Rentals with breakfast Anne Arundel County
- Beachfront rentals Anne Arundel County
- Guesthouse rentals Anne Arundel County
- Kid-friendly rentals Anne Arundel County
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Nationals Park
- The White House
- Betterton Beach
- National Mall
- Georgetown University
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Hampden
- District Wharf
- Smithsonian National Museum of Natural History
- M&T Bank Stadium
- Sandy Point State Park
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Air and Space Museum
- Great Falls Park
- National Harbor
- Smithsonian American Art Museum
- Lincoln Park
- Meridian Hill Park
- Congressional Country Club
- Quiet Waters Park