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Family-friendly vacation rentals in Anne Arundel County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Anne Arundel County family-friendly rentals

Family-friendly home rentals with a hot tub

Bungalow in Deale
4.85 out of 5 average rating, 394 reviews

Cozy waterfront getaway on the Bay

BillRating, 5 stars1 day ago
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!
Guest favorite
Cottage in Annapolis
4.86 out of 5 average rating, 108 reviews

Nautical Vibe Walk 2 Harbor Pubs USNA

ShannonRating, 5 stars1 day ago
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!
Guest favorite
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!
Superhost
Home in Edgewater
4.76 out of 5 average rating, 293 reviews

Edgewater/May Getaway!

JephteRating, 5 stars1 week ago
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.
Home in Arnold
4.88 out of 5 average rating, 26 reviews

Annapolis Entertainment Complex

MichelleRating, 5 stars4 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!
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 favorite
Home in Severn
4.88 out of 5 average rating, 170 reviews

Large Home with Pool & 7 bedrooms; sleeps 21

SamihahRating, 5 stars2 weeks ago
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

Guest favorite
Guest suite in Arnold
4.85 out of 5 average rating, 548 reviews

Sunny Spot Suite, Serene, Annapolis, Naval Academy

LindsayRating, 5 stars6 months ago
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.
Superhost
Home in Annapolis
4.73 out of 5 average rating, 122 reviews

West Annapolis SuperHost!

TimmyRating, 5 stars5 months ago
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.
Superhost
Guest suite in Sparrows Point
4.87 out of 5 average rating, 180 reviews

Lofty Dreams, 2016 Brookstone RV - Waterfront

MikeRating, 5 stars1 week 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.
Top guest favorite
Guest suite in Columbia
4.91 out of 5 average rating, 91 reviews

2 BR/1.5 Bath Basement, Private Entrance & Parking

AileenRating, 5 stars1 week ago
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.
Guest favorite
Condo in Annapolis
4.94 out of 5 average rating, 398 reviews

Brand New Reno in Historic Dist w 2 Parking spots

MitchRating, 5 stars3 weeks ago
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.
Guest favorite
Cabin in Gambrills
4.9 out of 5 average rating, 158 reviews

Relaxing Cabin Get Away Near Annapolis & DC

RebeccaRating, 5 stars2 weeks ago
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!
Top guest favorite
Guesthouse in Annapolis
4.94 out of 5 average rating, 106 reviews

Carriage House near Navy Stadium, parking, pets

RobertRating, 5 stars3 weeks ago
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.
Guest favorite
Cottage in Deale
4.9 out of 5 average rating, 167 reviews

Rockhold Creek Cottage

LisaRating, 5 stars1 day ago
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 in Annapolis
5 out of 5 average rating, 6 reviews

Boat BNB Luxury Accomadations Aboard a Catamaran

JenniferRating, 5 stars59 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
Condo in Annapolis
4.89 out of 5 average rating, 62 reviews

GREAT LOCATION ON SPA CREEK

LauraRating, 5 stars9 months ago
We’ve stayed here for a few years now. His place is always clean and quiet. Beautiful location and very comfortable.
Guest favorite
Apartment in Annapolis
4.94 out of 5 average rating, 17 reviews

Crow’s Nest Cottage - Down Under: Chesapeake Bay

RickRating, 5 stars3 months ago
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.
Top guest favorite
Place to stay in Annapolis
4.94 out of 5 average rating, 121 reviews

Chesapeake Bay View 3BR/2BA Duplex*Hot Tub*

PaulRating, 5 stars1 month ago
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.
Superhost
Townhouse in Glen Burnie
4.85 out of 5 average rating, 59 reviews

L1 Private Suite in new townhouse near BWI Airport

AbelRating, 5 stars26 months ago
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

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