Kid-friendly holiday rentals in Somerset County

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Somerset County kid-friendly rentals

Child-friendly house rentals

Superhost
Home in Westover
4.95 out of 5 average rating, 80 reviews

Beachfront Chesapeake Bay Retreat

SarahRating, 5 stars3 weeks ago
Fantastic airbnb experience! The house is cozy and comfortable, fits a lot of people, and has so many amenities. You can have a peaceful time without going stir crazy and I didn't have any concerns about anything while there because of the great hosts! Will be back the next time I find myself in the area!
Guest favourite
Home in Crisfield
4.96 out of 5 average rating, 52 reviews

Catch of the Bay

BrandonRating, 5 stars1 month ago
Felt like I was home even being away, love the town of Crisfield and this place made us feel safe and secure as well as very Comfortable. We will be back for another short stay again before summer ends.
Guest favourite
Home in Smith Island
4.84 out of 5 average rating, 81 reviews

Smith Island Spectacular Sunsets!

KathleenRating, 5 stars3 weeks ago
We absolutely loved our stay on Smith Island. Gretchen was super helpful with advice and everyone was so nice! We are already talking about going again someday soon.
Guest favourite
Home in Princess Anne
4.93 out of 5 average rating, 14 reviews

countryside home in Princess Anne

AlexisRating, 5 stars1 week ago
Katlynn was a phenomenal host, she was quickly responsive whenever I had a question and was super flexible with me and my stay. If you’re looking for something peaceful and to feel right on at home, this is the place to go.
Guest favourite
Home in Deal Island Historic District
4.94 out of 5 average rating, 32 reviews

House of the Setting Sun/Deal Island Bayfront Home

DawnRating, 5 stars2 weeks ago
Once again, our family had an awesome stay in this beautiful home. Definitely will be back..
Superhost
Home in Princess Anne
4.85 out of 5 average rating, 26 reviews

Ye Ole Pirate House

BangiRating, 5 stars3 weeks ago
Our family enjoyed Lisa’s place. She wa very responsive when I had a few questions. The place was very clean, tidy and had everything we needed. My girls played a few board games that were available. I would highly recommend Lisa’s place.
Guest favourite
Home in Crisfield
4.86 out of 5 average rating, 22 reviews

Cozy Crisfield Cottage

LenaRating, 5 stars1 week ago
Jackie’s place was perfect- so much space, impeccably clean, stoked with everything we needed, and close to everything we needed! Jackie was so quick to respond to all messages! If we’re ever back in Crisfield, hope to stay here again!
Guest favourite
Home in Smith Island
4.89 out of 5 average rating, 75 reviews

Smith Island Yummy Artist Retreat

JenniferRating, 5 stars1 day ago
I don’t where to begin! Jemma and I got to know each other via texts and phone calls from the time I booked! I’d vacationed on the island several times over 40 years ago, and always remembered the feelings of magic, peace, and belonging I’d felt; even as a child. Being on the island was like coming home. Jemma is a phenomenal host; we never once felt like guests. Conversation flowed with light, inspiration, and sisterhood. Jemma is a brilliant artist; we engaged in her painting workshop and we were absolutely blown away by the time, patience and knowledge that she was willing to share with us…PLEASE do this if you visit Jemma! Taking the boat with Otis was seamless, do not use another ferry; Island Belle is the way to go. GO SEE THE PELICANS! Ring Eddie Corbin to arrange a time; you will not be disappointed. Eddie is one of the nicest men I have ever met! Order dinner from Kim…outstanding!! Go to The Roost for breakfast sandwiches and a latte…YUM! Thank you Jemma! Be back soon! ❤️

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