
Kid-friendly holiday rentals in Somerset County
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Somerset County
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Somerset County family-friendly rentals
Kid-friendly house rentals
Guest favourite

Home in Smith Island
5 out of 5 average rating, 11 reviewsHH Ranch on Smith Island w/ Golf Cart
Superhost

Home in Pocomoke City
5 out of 5 average rating, 5 reviewsVacation home near the beaches
Superhost

Home in Westover
4.95 out of 5 average rating, 78 reviewsBeachfront Chesapeake Bay Retreat
Guest favourite

Home in Westover
5 out of 5 average rating, 16 reviewsRumbley Retreat
Guest favourite

Home in Crisfield
4.99 out of 5 average rating, 86 reviewsMarshall’s Retreat Chesapeake small town getaway
Guest favourite

Home in Crisfield
4.96 out of 5 average rating, 51 reviewsCatch of the Bay
Guest favourite

Home in Smith Island
4.84 out of 5 average rating, 79 reviewsSmith Island Spectacular Sunsets!
Superhost

Home in Princess Anne
4.92 out of 5 average rating, 12 reviewscountryside home in Princess Anne
Family-friendly apartment rentals

Flat in Crisfield
5 out of 5 average rating, 3 reviewsWaterfront Condo Getaway
Top guest favourite

Flat in Crisfield
5 out of 5 average rating, 8 reviewsNewly renovated 3 Bedroom Condo

Flat in Temperanceville
4.62 out of 5 average rating, 71 reviewsFarm house apartment

Flat in Fishing Creek
New place to stayChesapeake bay view
Destinations to explore
- Rentals with a fireplace Somerset County
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- Ocean City Beach
- Assateague Island National Seashore
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Bayside Resort Golf Club
- Northside Park
- Snead Beach
- Jolly Roger at the Pier
- Calvert Cliffs State Park
- Haven Beach
- Heritage Shores
- Gerry Boyle Park
- Wallops Beach
- Ragged Point Beach
- Plantation Lakes Golf and Country Club
- Oxford Beach
- Bow Beach
- Trimper Rides of Ocean City
- Guard Shore
- Langford Sand
- Saint Jerome Beach
- Assateague Beach
- The Links at Lighthouse Sound
- Lost Treasure Golf