Kid-friendly vacation rentals in Queen Anne's County

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Queen Anne's County kid-friendly rentals

Kid-friendly house rentals

Guest favorite
Home in Chestertown
4.93 out of 5 average rating, 30 reviews

River Cottage, Chestertown

FranklinRating, 5 stars8 months ago
Beautiful location and the bikes, kayaks and fire pit all added fun and relaxation to our stay! Close enough to Chestertown to enjoy the farmers’ market and shopping and far enough out to be a peaceful retreat.
Guest favorite
Home in Stevensville
4.97 out of 5 average rating, 115 reviews

The Kent Island House

KendallRating, 5 stars1 month ago
Our stay here was great. Clean space with awesome views. The sleeping situation was funky but perfect for our friend's wedding weekend. We hope to come back!
Top guest favorite
Home in Greensboro
4.97 out of 5 average rating, 155 reviews

Cozy Riverside Cottage in the Woods

ChuckRating, 5 stars1 month ago
Just a wonderful location. Very private and the property is beautiful. The house was well-equipped; it included a couple of kayaks that we used on the Choptank River, where we saw ospreys, eagles, and even a beaver. The beds were comfortable and the decor and other items in the house were very interesting. We likely will be back some time.
Guest favorite
Home in Annapolis
4.9 out of 5 average rating, 203 reviews

Country House on the Bay

MayaRating, 5 stars4 weeks ago
A wonderful stay at Stephen's place for our son's USNA commissioning. Although he lives in the 2nd floor, he was very respectful of our space - we hardly knew that he was there. He was very responsive when you needed him and helped us to host a gathering of friends and family to celebrate at his beautiful home on the water. Highly recommend.
Guest favorite
Home in Chester
5 out of 5 average rating, 9 reviews

Kent Island Escape

Maggie Rating, 5 stars1 week ago
We stayed at this beautiful airbnb during the transition of our house selling locally. It was a beautiful place to stay during our transition. Definitely come be a place to stay at again.
Top guest favorite
Home in Chestertown
4.94 out of 5 average rating, 94 reviews

Simple Living on the Pond

CarverRating, 5 stars3 months ago
Lovely house in a beautiful and peaceful setting. Well equipped kitchen, bathroom and cozy, comfortable bedding and beds! I recommend Diana’s place for a peaceful and relaxing stay.
Top guest favorite
Home in Stevensville
4.99 out of 5 average rating, 115 reviews

Kent Island Waterfront Home with Amazing Sunsets

JohnRating, 5 stars2 weeks ago
Had a wedding at the Chesapeake yacht club and its location worked great! Beat staying in a noisy hotel. Loved sitting on the dock. Very quiet place to relax. House looks small but that is deceiving. Place has room for everyone to Find their own quite relaxing space.
Top guest favorite
Home in Rock Hall
5 out of 5 average rating, 39 reviews

Water Views in Rock Hall

JillRating, 5 stars1 week ago
Incredible, serene home with thoughtful design and furnishings. Our family loved the house, which served as a great space to gather over meals, games and stories. The deck on two sides of the house, with great seating, provided a gentle welcome to the nature around with harbor views in the distance. As seasoned Eastern Shore folks, this was an introduction to Rock Hall, which we really enjoyed, especially the refuge. Thanks, Lauren, for your insightful planning and attentive care for the house and your guests.

Kid-friendly apartment rentals

Guest favorite
Apartment in Chestertown
4.98 out of 5 average rating, 107 reviews

RIVER WATCH

PeggyRating, 5 stars1 month ago
It was an extremely lovely apartment overlooking the beautiful Chester River! The apt was spotless, warm, inviting & had lots of amenities. Walter was beyond helpful: he rescued me when my rental car broke down out of town on the highway in the rain. You can’t ask for more than that!! Thank you for a wonderful stay!!
Top guest favorite
Apartment in Rock Hall
5 out of 5 average rating, 14 reviews

DragonflyPeake Studio

TaiinaRating, 5 stars1 week ago
This place was really great! It looked like the pictures and was exactly as described. Where it excelled was going past that. The small details that we didn't expect. Kim really thought of everything and it felt like going to a friend's house that really pulled out all the stops. She set bikes out for us to use. There were beach chairs, a cooler backpack, picnic blanket all available for us to use. There was a snack basket for us. A gallon of water and water bottles in the fridge. The kitchen was fully stocked with anything we could ever need. The bathroom had extra toothbrushes and other things we may have forgotten. The area was very nice and the sunsets at the beach were beautiful!! If you read this far, stop, just book it already!
Top guest favorite
Apartment in Stevensville
4.98 out of 5 average rating, 43 reviews

Relax Inn

ElizabethRating, 5 stars1 week ago
When they say Restful ... they meant it. It was so peaceful and a very nice neighborhood. We stayed for 4 nights and were able to go to all the beautiful towns and natural beauty around. Close to St. Michaels, Easton, Cambridge. Wonderful hosts. With out own deck next to a lovely water feature. The bed was king size and perfect! I would recommend this to anyone. We will be back. Thank you Tina and Tony! Bette and Lou
Superhost
Apartment in Stevensville
5 out of 5 average rating, 3 reviews

Private Unit•King Bed•Parking•WeddingVenues&USNA

MadisonRating, 5 stars2 months ago
My boyfriend and I stayed here this past weekend for a wedding at the Chesapeake Bay Beach Club. The airbnb was a 2 minute drive from the venue. Karin was extremely responsive and such a wonderful host. She ensured our stay was enjoyable and provided local recommendations for us. I never had a problem getting in touch with her and their space was spotless. They provided linens, a coffee maker, snacks, and more! We will definitely stay here again if the opportunity presents itself. Would give more than 5 stars if I could!
Top guest favorite
Apartment in Stevensville
5 out of 5 average rating, 49 reviews

Heron Roost

EmilyRating, 5 stars2 weeks ago
This was unanimously our family's favorite AirBnB! Dana and Mike are the dream hosts! Our accommodations prior to our scheduled arrival were cancelled last minute and they immediately jumped in to help. They were extremely considerate of our privacy whilst being right next door but also quick to respond when we reached out to them. We could not of asked for a better mini-vacay in the middle of our travels. The beautiful surroundings, welcoming accommodations and hosts, attention to detail throughout amenities and decor, and impeccable cleanliness were top-notch. We really enjoyed the heated pool too. The kitchen and grill were easy to navigate and stocked with all essential items needed to prepare meals. The Monocle Meat Company and Lovepoint Deli & Wine are great local shopping options. If cooking is not in your plans, Avanti has amazing pizza. Thank you Dana and Mike for going above and beyond to make us feel at home! Heron Roost is now our must stay place when visiting MD.
Guest favorite
Apartment in Chestertown
4.9 out of 5 average rating, 80 reviews

1-br apt in downtown Chestertown (Unit 1)

AliciaRating, 5 stars2 months ago
This spot is a very utilitarian unit but perfect for my dog and me. Very easy to walk to town, the bed was very comfortable and it was great having access to the backyard.
Top guest favorite
Apartment in Centreville
4.91 out of 5 average rating, 35 reviews

⋘ Private Wye BranchManorApartment ⋙Private entree

JamieRating, 5 stars3 weeks ago
It is the right distance from town to be able to get there easily but also have peace and quiet during the evening/night.
Guest favorite
Apartment in Chestertown
5 out of 5 average rating, 16 reviews

Cozy One Bed/One Bath Apartment in Chestertown

CoryRating, 5 starstoday
Caitlin is the best host I've experienced when using airbnb. She was always proactive in reaching out and made us feel at home. She had snacks and drinks available which was very thoughtful. This is the perfect option for staying in the area and walkable to many restaurants. The basement apartment was clean and had everything needed.

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