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Family-friendly holiday 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

Top guest favourite
Home in Deale
4.99 out of 5 average rating, 142 reviews

Chesapeake Waterfront HotTub-Kayaks-Crabbing

TimRating, 5 stars3 weeks ago
beautiful location on the water, well-stocked home. very enjoyable for a family weekend!
Bungalow in Deale
4.85 out of 5 average rating, 391 reviews

Cozy waterfront getaway on the Bay

MeljonnRating, 5 stars3 weeks ago
Absolutely beautiful. It brought so much peace. I loved it. My wife and I enjoyed our stay for our honeymoon. We want to try and make it a yearly visit because it was that good. It was hard to find the place when it was night because it’s pitch black but other than that, a flawless stay.
Guest favourite
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!
Guest favourite
Townhouse in Annapolis
4.83 out of 5 average rating, 128 reviews

You'll Never Want to Leave

AlexandraRating, 5 stars4 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!
Guest favourite
Home in Deale
4.94 out of 5 average rating, 52 reviews

Paddlers Delight/Kayaks & SUP-DC 1 hour away

MarkRating, 5 stars5 months ago
Wonderful getaway with amazing water views. Host was kind and helpful with any questions and suggestions. House was clean and cozy with everything we could need including a teapot, keurig, and drip coffee machine. Saw lots of wildlife paddling up the creek. Relaxing and peaceful.
Superhost
Home in Annapolis
4.87 out of 5 average rating, 177 reviews

Charming Annapolis Water View Home

MenachemRating, 5 stars2 weeks ago
A beautiful home with gorgeous views of the bay. The host was super responsive and helpful.

Family- and pet-friendly home rentals

Superhost
Guest suite in Sparrows Point
4.87 out of 5 average rating, 176 reviews

Lofty Dreams, 2016 Brookstone RV - Waterfront

VinnieRating, 5 stars1 week ago
The place was clean, had enough space and is perfect size for a couple or small family.
Flat in Annapolis
4.76 out of 5 average rating, 109 reviews

Hideaway in the Middle of Everything AYC 2+BR apt

BryceRating, 5 stars3 weeks ago
A friend and I stayed here for about a month during our work’s busy season and we can’t recommend the house enough. The home itself is very nice and has all the amenities you could need, whether that be in the kitchen, with the bedrooms, or with the living space itself. The house is within walking distances of a lot great restaurants and bars in Eastport, as well as Downtown Annapolis itself, so there is plenty to do. Lastly, the hosts are both responsive and friendly, so if there is anything that you need assistance with don’t hesitate to contact them. Overall, we enjoyed our stay here and are sure you will too.
Guest favourite
Guest suite in Columbia
4.91 out of 5 average rating, 87 reviews

2 BR/1.5 Bath Basement, Private Entrance & Parking

ThomasRating, 5 stars1 day ago
Great host, place was very clean and had everything we needed. The neighborhood was nice and quiet, and convient to get to. Heidy was very thorough and attentive in making sure we knew exactly how to get there and get in, providing detailed instructions and pictures. She made me us feel extremely welcome the entire time and made sure we knew she was available if we did end up needing anything. Would definitely stay with Heidy again
Top guest favourite
Home in Glen Burnie
4.96 out of 5 average rating, 448 reviews

Secluded acre near BWI and Baltimore

MRating, 5 stars3 weeks ago
It was very nice staying at Stan's cottage. It's like a tiny oasis in this rapid world of technology, and chaos. Very peaceful, quiet, cozy, and clean. CJ greeted us when we arrived, helped us with our bags, and cut fresh flowers for me when we arrived (super sweet). We got great recommendations for restaurants and take out. And finally, it was a true pleasure spending our last minutes with Stan. We enjoyed hearing about his love of travel and of birding...it would have been nice to stay a little longer...we look forward to hearing "the adventures of Stan" someday soon.
Top guest favourite
Home in Annapolis
4.99 out of 5 average rating, 148 reviews

Crab Cakes and Football Historic District

MarkRating, 5 stars1 week ago
Absolute gem of a place
Superhost
Home in Stevensville
5 out of 5 average rating, 16 reviews

Stay & Play by the Bay - Sunsets- 4 KING Bedrooms

DonnaRating, 5 stars9 months ago
Donna was a terrific host, responded to my questions promptly and the one level house worked really well for my group who was in town for a family wedding. My mom needed the room with the hand holds in the shower and all of us enjoyed the king beds in the other rooms. The view is spectacular and we loved having the option to sit on the front or side porch depending on the time of day. The kitchen was stocked with everything we needed. We also liked the way the living room was set up with plenty of seating for our group. I would recommend this house!
Superhost
Guest house in Glen Burnie
4.81 out of 5 average rating, 176 reviews

Private 1 bedroom house

MichelleRating, 5 stars3 weeks ago
Nice quiet neighborhood, host was very flexible and accommodating
Guest favourite
Flat in Edgewater
4.91 out of 5 average rating, 439 reviews

Pet Friendly Garden Apartment Near Annapolis

BreyneRating, 5 stars2 weeks 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 favourite
Apartment 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.
Guest favourite
Flat in Annapolis
4.94 out of 5 average rating, 17 reviews

Crow’s Nest Cottage - Down Under: Chesapeake Bay

RickRating, 5 stars1 month 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.
Home in Arnold
4.88 out of 5 average rating, 25 reviews

Annapolis Entertainment Complex

MeganRating, 5 stars20 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
Home in Davidsonville
4.95 out of 5 average rating, 19 reviews

Annapolis Elegant 5* House -3 Bedrooms Sleeps 6

CharlesRating, 5 stars21 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.
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 stars24 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
Guest favourite
Home in Severn
4.88 out of 5 average rating, 164 reviews

Large Home with Pool & 7 bedrooms; sleeps 21

LoisRating, 5 stars1 week ago
Staying here made our family wedding stay away from home, a very memorable and fun weekend for the whole family. Muvh better than being stuck in a hotel with lots of kids!!

Destinations to explore