
Family-friendly holiday rentals in St. Michaels
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in St. Michaels
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for St. Michaels family-friendly rentals
Family-friendly home rentals with a hot tub

Red, White & Waterview Studio Apt with pool

Block to Private Beach, Screened deck, Hot Tub

Peace Point - Waterfront, Secluded, Home w/hot tub

Waterfront, Dog-friendly, Hot Tub, Peleton

Coastal Comfort Suite Near Annapolis, Hottub, EV

Beach Please! River cottage w/private beach & dock

Hot Tub Haven: Annapolis Backyard Oasis

Luxury Modern Home on Water+Hotub- Annapolis 25min
Family- and pet-friendly home rentals

3N PROMO | Waterfront | Beach+Gamerm+Kayak/Pddlbd

Outrange at Blue Heron Farm

Coastal Oasis On The Chesapeake, King Bd sleeps 12

Relaxing Water Views - Mill Creek Cottage

Riverfront Chalet Kayak/Canoe, pier, breakfast!

Charming Annapolis Retreat with Hidden Wine Room

Peaceful Waterfront Retreat on The Bay

Cove Point Cottage with Chesapeake Bay views
Family-friendly home rentals with a pool

Private Art-Filled Guesthouse near Naval Academy

The Glebe

Bay Breeze Retreat

Gorgeous, waterfront home - Perfect for Families.

Maple Hollow Farm - A Little Piece of Heaven

Large Home with Pool & 7 bedrooms; sleeps 21

Rosses Chance Guest House

The Little Gypsy BoHome
Quick stats about holiday rentals that are family-friendly in St. Michaels
Total rentals
20 properties
Nightly prices starting at
£172 before taxes and fees
Total number of reviews
2.1K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
- Plainview Holiday rentals
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- Cottage rentals St. Michaels
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- House rentals St. Michaels
- Rentals with outdoor seating St. Michaels
- Flat rentals St. Michaels
- Pet-friendly rentals St. Michaels
- Rentals with a washing machine and dryer St. Michaels
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Nationals Park
- The White House
- National Mall
- Georgetown University
- District Wharf
- Oriole Park at Camden Yards
- Betterton Beach
- Smithsonian National Museum of Natural History
- M&T Bank Stadium
- National Museum of African American History and Culture
- Sandy Point State Park
- Hampden
- Arlington National Cemetery
- Patterson Park
- Georgetown Waterfront Park
- Six Flags America
- Washington Monument
- Crystal Beach Manor, Earleville, MD
- National Harbor
- Killens Pond State Park
- Smithsonian American Art Museum
- Library of Congress
- Lincoln Park
- The Pentagon