
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

DC Oasis- hot tub, pool, theater/game rm, & more

Red, White & Waterview Studio Apt with pool

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

Starboard on McKeil Point, w/heated pool & hot tub

Waterfront, Dog-friendly, Hot Tub, Peleton

River Front, Private Single Family Home

Coastal Comfort Suite Near Annapolis, Hottub, EV

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade
Family- and pet-friendly home rentals

3N PROMO | Waterfront | Beach+Gamerm+Kayak+Firepit

Premier St Michaels Cottage- In Town Location

Outrange at Blue Heron Farm

Relaxing Water Views - Mill Creek Cottage

Riverfront Chalet Kayak/Canoe, pier, breakfast!

Beautiful Waterfront Chestertown Getaway

The Crab House - a Private, Waterfront Guest House

Chestertown Private cottage with NFL Sun Ticket
Family-friendly home rentals with a pool

Private Art-Filled Guesthouse near Naval Academy

The Glebe

Rollingside: Two-Room Guest Suite

Maple Hollow Farm - A Little Piece of Heaven

Celebrate Summer by Your Private Pool

Beach Please! River cottage w/private beach & dock

Gunpowder Retreat

Patuxent River View
Quick stats about holiday rentals that are family-friendly in St. Michaels
Total rentals
20 properties
Nightly prices starting at
£169 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
- New York City Holiday rentals
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- East River Holiday rentals
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- Mount Pocono Holiday rentals
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- The Hamptons Holiday rentals
- Cottage rentals St. Michaels
- Pet-friendly rentals St. Michaels
- Rentals with a washing machine and dryer St. Michaels
- House rentals St. Michaels
- Rentals with a patio St. Michaels
- Flat rentals St. Michaels
- Rentals with outdoor seating St. Michaels
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Nationals Park
- The White House
- National Mall
- Georgetown University
- M&T Bank Stadium
- District Wharf
- Oriole Park at Camden Yards
- Smithsonian National Museum of Natural History
- Betterton Beach
- National Museum of African American History and Culture
- Hampden
- Sandy Point State Park
- Arlington National Cemetery
- Patterson Park
- Georgetown Waterfront Park
- Washington Monument
- National Harbor
- Six Flags America
- Crystal Beach Manor, Earleville, MD
- Killens Pond State Park
- Smithsonian American Art Museum
- Library of Congress
- Lincoln Park
- The Pentagon