
Cottage vacation rentals in Saint Michaels
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Top-rated cottage rentals in Saint Michaels
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Saint Michaels cottage rentals
Cottage rentals with a hot tub

Waterfront cottage w/hot tub/ gated/ pier/ firepit

Riverside Haven w/ Hot Tub

Year Round Playground - Rare Rustic-Modern Getaway

Cozy Cottage close to Beaches & Solomon’s Island

Nautical Vibe Walk 2 Harbor Pubs USNA

Adorable Beach Cottage w/ Hot Tub & Tropical Bar!

Lakefront/Dock, Cove, Boats, HotTub, Woods & Beach

Hot Tub Hideaway by Shark Tooth Shores
Pet-friendly cottage rentals

Cottage with Modern Updates - Walk to Waterfront!

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Bungalow Private Beach & Dock Colonial Beach Water

Ft. Smallwood Overlook. Waterfront with Kayaks!

Shewell’s Cottage by the Shore

Newly Renovated 2BR Waterfront Cottage with Dock

Peaceful Waterfront 3 BR/2BA
Private cottage rentals

Where Eagles Soar *Stunning Waterfront Views*

Cozy Cottage on the Bay

Charming Waterfront Cottage with Sunset Views

Cozy 3-bedroom cottage steps away from the water.

Cottage on Cabin Creek

Elk Cottage-Lake Lariat / Private lake access

Peaceful Escape: Bay Ridge Cottage by the Bay

The Little House of Rockaway Beach, Maryland
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- Nationals Park
- The White House
- National Mall
- Betterton Beach
- Georgetown University
- District Wharf
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Smithsonian National Museum of Natural History
- Hampden
- M&T Bank Stadium
- Sandy Point State Park
- Georgetown Waterfront Park
- Patterson Park
- Arlington National Cemetery
- Washington Monument
- National Air and Space Museum
- National Harbor
- Smithsonian American Art Museum
- Lincoln Park
- Maryland Renaissance Festival
- Crystal Beach Manor, Earleville, MD
- Six Flags America
- Library of Congress
- Family travel hub Tips and inspiration
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- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes