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, 95 reviews

River House on the Choptank

JimRating, 5 stars1 week ago
Great place! very charming, relaxing, peaceful! No problem feeling right at home. We would stay here again in a heartbeat. Here are a few pointers for those who are planning to stay here: - Its pretty far from grocery / convenience stores - about 30 minutes one way. Do your homework before you get to the place, and try to get all the supplies you will need ahead of time. - The bathrooms are Jack and Jill's so if you're going to a big event - in our case a wedding, make sure that you have a bathroom plan in place as you will have to make sure both sides of the door are ready for who is going to take their time first. No biggie if you're used to j&j bathroom arrangements. I totally recommend this place for a group of 4 - 6 who want together time to relax!
Superhost
Home in Queenstown
4.97 out of 5 average rating, 35 reviews

Unwind on the Wye River

AmandaRating, 5 stars5 months ago
beautiful spacious home. great for my family of 6 to meet up with our USNA midshipmen. loved the back yard and living rooms
Guest favourite
Home in Easton
5 out of 5 average rating, 10 reviews

Charming House, Quiet Neighborhood (Entire House)

KrisRating, 5 stars5 months ago
Relaxing and private home very comfortable. Will definitely rent this house again.
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.
Guest favourite
Home in Chester
4.95 out of 5 average rating, 92 reviews

Waterfront Farmhouse Meets Modern Luxury

JayRating, 5 stars1 month ago
We had a wondferful time with extended family at this beautiful spot where you're surrounded by nature and expansive views from inside and outside the house. The views of the water and sunsets are breathtaking. The house has everything needed to cook family meals and share a comfortable and revitalizing time.
Top Guest favourite
Home in Cambridge
4.95 out of 5 average rating, 231 reviews

Great Historic Cambridge Home With Parking!

AshleyRating, 5 stars1 month 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!
Guest favourite
Home in Saint Michaels
4.94 out of 5 average rating, 50 reviews

Private&Cozy/3br+2ba/1mi to town

JosephRating, 5 stars1 day ago
A perfect home for a stay in a charming town. Far enough from the main strip to be private, but close enough to walk or ride a bike to the city center. The host was communicative and responded very quickly if we had any questions.
Guest favourite
Home in Cambridge
4.85 out of 5 average rating, 46 reviews

Talbot Corner: Dog-Friendly 3-Bedroom Home

MariaRating, 5 stars3 weeks ago
This was my first Airbnb experience and it was awesome. It was a great find at a terrific price and very spacious. The peacefulness and serene vibe, makes you feel at home. Which was very much what I needed, because I came home for my mom's funeral. I would highly recommend this place. I will definitely come back to this Airbnb, if I need it for any future events when I'm on the Eastern shore Thank you Elizabeth for making my stay a wonderful visit back home.

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 stars5 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, 37 reviews

Saint Michaels Luxury Get Away

JenniferRating, 5 stars1 week ago
Perfect location in town. Clean and spacious bedrooms and bathrooms. We enjoyed the snacks and coffee.
Guest favourite
Apartment in Cambridge
5 out of 5 average rating, 11 reviews

SUPER WATER-VIEW 1 BEDROOM APT/CAMBRIDGE MARYLAND

JanellRating, 5 stars11 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.
Top Guest favourite
Apartment in Saint Michaels
4.96 out of 5 average rating, 83 reviews

Blue Crab Lodge

KimberlyRating, 5 stars1 week ago
We could not be more pleased! The property was beautiful, clean, and spacious. Don’t let the fact that it’s above a restaurant fool you. The ceilings are high, there is ample space and privacy, and the layout and decor is superb. But the best part of our visit was the incredibly responsive host who answered our questions (even if they were silly) and clearly wanted to ensure our comfort. We will love to come back and are already recommending this rental to friends and family!
Guest favourite
Apartment in Cambridge
4.85 out of 5 average rating, 20 reviews

Cozy 3rd Floor Apartment in Historic West End

JudithRating, 5 stars2 months 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, 57 reviews

The heart of St Michaels awaits.

JenniferRating, 5 stars2 days ago
Exactly as pictured. We loved our stay here in St. Michael’s! It’s newly renovated and you step out of the door right in the heart of downtown St. Michael’s. Would definitely stay again!!
Guest favourite
Apartment in Wye Mills
4.76 out of 5 average rating, 63 reviews

⋘ Lakeside Apartment ⋙| Private+Cozy Setting |

TalleRating, 5 stars2 weeks ago
What a wonderful place for a peaceful, lakeside getaway. Upon entering the space i immediately wanted to move in! So cozy and spacious with great natural light. I loved watching the sun set beyond the lake. Kevin was a gracious and responsive host. I felt very welcome and cared for. Highly recommend!
Guest favourite
Apartment in Saint Michaels
4.91 out of 5 average rating, 169 reviews

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

LarryRating, 5 stars1 week ago
We loved it here!!! We even added an extra night!!! Everything was absolutely perfect- we loved sitting on the porch and having a glass of wine every night! Jill was so accommodating- would love to come back someday ❤️

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