Kid-friendly holiday rentals in Talbot County

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Talbot County kid-friendly rentals

Child-friendly house rentals

Guest favourite
Home in Preston
4.96 out of 5 average rating, 92 reviews

River House on the Choptank

MichelleRating, 5 stars4 days ago
We really enjoyed our stay at Steven’s River house on the Choptank River. I appreciated the beautiful, peaceful atmosphere while sitting on the back deck! The home is clean, open and very comfortable. Steven was always quick to answer emails and we would love to stay again should we come back to the area!
Guest favourite
Home in Easton
5 out of 5 average rating, 49 reviews

Tuckaway Cove Relaxing waterfront property

SharonRating, 5 stars7 months ago
I have only praise for Annette. However I am unhappy with this app’s policy of not allowing me to use a gift card for the final payment. They automatically charged me without notifying me when payment was due. Once done unable to reverse or credit account. Knowing that the gift card has an expiration date it now makes our once a year usage difficult.
Superhost
Home in Queenstown
4.81 out of 5 average rating, 155 reviews

Bay Breeze Retreat

GailRating, 5 stars7 months ago
The location was amazing with the pool and the waterfront. The grandkids loved fishing and swimming. Couple observations: The lawn service came when we were there but only mowed the lawn and did not mow around the pool. No edging or weeding was done in the landscaping Pool service came when we were there and was great Garbage pick up came and pulled all the way down the driveway which was great Bathrooms could use some love. Oven could also use some love I would recommend taking bottle water and ice if you have a large group. We made a few runs to the General Store and Safeway. All in all we would give it 5 stars. Thanks so much.
Guest favourite
Home in Easton
5 out of 5 average rating, 10 reviews

Charming House, Quiet Neighborhood (Entire House)

KrisRating, 5 stars4 months ago
Relaxing and private home very comfortable. Will definitely rent this house again.
Top Guest favourite
Home in Chester
4.99 out of 5 average rating, 89 reviews

Waterfront Farmhouse Meets Modern Luxury

GeraldineRating, 5 stars2 weeks ago
We thoroughly enjoyed our stay! Beautiful open main living area with plenty of room for our party of 6. We also enjoyed the outdoor firepit, the spacious kitchen/bar area, and the beautiful views.
Top Guest favourite
Home in Cambridge
4.95 out of 5 average rating, 230 reviews

Great Historic Cambridge Home With Parking!

AshleyRating, 5 stars6 days ago
What a gem! My daughters and I loved our week spent here. The home is a true beauty with all the charm of a seaside getaway. All of the amenities truly made it feel like home, and the kitchen is amazing! Everything was streamlined and easy, the host was wonderfully responsive, and the home had such a friendly, warm, relaxing feel to it. It was such a terrific experience through and through, I would highly recommend taking full advantage of this beaut!
Top Guest favourite
Home in Stevensville
5 out of 5 average rating, 43 reviews

Away at the Bay: New Home on the Chesapeake Bay!

MarjanRating, 5 stars1 week ago
From the moment we walked in, we were struck by the immaculate design and the peaceful, welcoming atmosphere created. There are thoughtful touches that make the place feel like truly made it feel like home. It’s clear how much care and attention has been put into every detail. Not only everything has been designed well, but everything is high quality and organized. The house offers many amenities, a beautiful view and a dock for any of your water activities. The owners are amazing and responsive. They care for their guests, as if they are family. The house is pristine. I wanted to move in. We will be going back many more times.
Top Guest favourite
Home in Stevensville
5 out of 5 average rating, 29 reviews

Wildbluesea Retreat

TerriRating, 5 stars5 months ago
We came to the area for a wedding and had 8 adults and 2 children. There was plenty of room and everything was very clean and welcoming. There was a large table for all of us to fit at and eat together and we especially enjoyed our time in the hot tub. Janean was very quick to respond and gave us great recommendations for dinner. The area was beautiful and we would definitely love to come back some time in the future and stay at the Wildbluesea Retreat!

Kid-Friendly apartment rentals

Guest favourite
Apartment in Trappe
4.75 out of 5 average rating, 8 reviews

ALL INCLUDED- Chic Move in Ready

PeterRating, 5 stars4 months ago
Convenient for working on a boat in Oxford. Less expensive than staying in Oxford.
Top Guest favourite
Apartment in Saint Michaels
5 out of 5 average rating, 33 reviews

Saint Michaels Luxury Get Away

MattRating, 5 stars1 month ago
This was a fantastic place to spend a relaxing weekend! The hosts were super friendly and very communicative, and the living space was exactly as described. We’re already making plans to come back!
Guest favourite
Apartment in Cambridge
5 out of 5 average rating, 11 reviews

SUPER WATER-VIEW 1 BEDROOM APT/CAMBRIDGE MARYLAND

JanellRating, 5 stars9 months ago
Larry was a fantastic host. He was flexible with our check-in given that we arrived several hours later than planned due to traffic. He went through the entire apartment with us and offered great recommendations for dinner. Larry was responsive to all requests/questions—a definite return location.
Guest favourite
Apartment in Annapolis
4.94 out of 5 average rating, 17 reviews

Crow’s Nest Cottage - Down Under: Chesapeake Bay

RickRating, 5 stars3 weeks 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.
Guest favourite
Apartment in Cambridge
4.85 out of 5 average rating, 20 reviews

Cozy 3rd Floor Apartment in Historic West End

JudithRating, 5 stars1 month ago
We actually ended up staying at another property of Mary’s because of a boiler issue at the original place. Mary got in touch immediately & offered an upgrade for the price of our original stay. She made sure we got everything we needed, sending over supplies & solving an issue with the tv. A super responsive host and we much appreciated that! The place we ended up at was right on the Choptank River with gorgeous views and even ducks to feed!!! (Mary supplied the duck food!) A great, relaxing stay!!
Guest favourite
Apartment in Saint Michaels
4.91 out of 5 average rating, 54 reviews

The heart of St Michaels awaits.

RitaRating, 5 stars3 months ago
It is in great location right in the center of downtown St. Micheals. Lots of great restaurants and shopping.
Guest favourite
Apartment in Wye Mills
4.75 out of 5 average rating, 61 reviews

⋘ Lakeside Apartment ⋙| Private+Cozy Setting |

CarolinaRating, 5 stars1 week ago
We had a wonderful time at Kevin‘s cozy flat! It is very well equipped and with its locations next to a little lake very beautiful. A special treat were fresh flowers when we arrived. Kevin was super friendly, always replying fast and very helpful when we needed something. Would definitely recommend and come back!
Guest favourite
Apartment in Saint Michaels
4.9 out of 5 average rating, 166 reviews

Charming Studio in the heart of St. Michael's, MD.

MikeRating, 5 stars3 weeks ago
Fabulous location withing walking g distance of several great restaurants and wine bars. Very comfy couch and bed. Great decor and British theme. Excellent parking. Will plan to come back to this place in the future.

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