
Cottage vacation rentals in Maryland
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Top-rated cottage rentals in Maryland
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 Maryland cottage rentals
Cottage rentals with a hot tub

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

Sunset River Shack -amazing waterfront view

*Deep Retreat* Fenced Dog Yard-Hot Tub-Fire Pit

Riverside Haven w/ Hot Tub

Cozy Cottage close to Beaches & Solomon’s Island

Year Round Playground - Rare Rustic-Modern Getaway

Hot Tub Hideaway by Shark Tooth Shores

Chapel Cottage HdG
Pet-friendly cottage rentals

The Little Anchor Cottage, St. Michaels, MD

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Home away from home

Shewell’s Cottage by the Shore

Cottage Just Off North East's Main Street

Gettin to the point. ( Cove Point Beach)

Charming "Cream of the Crop" Cape ~❤️of Middletown
Private cottage rentals

Sailor's Cottage - Private Waterfront

Deal Island Bay Cottage - Maryland

Where Eagles Soar *Stunning Waterfront Views*

The Little Blue Cottage

Charming Waterfront Cottage with Sunset Views

Beach Access | Waterfront Views | Kayaks & Bikes

Cottage on Cabin Creek

The Little House of Rockaway Beach, Maryland
Destinations to explore
- Bed and breakfasts Maryland
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- Lakehouse rentals Maryland
- Boutique hotel rentals Maryland
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- Rentals with an EV charger Maryland
- Beachfront rentals Maryland
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- Kid-friendly rentals Maryland
- Rentals with breakfast Maryland
- Hotel rentals Maryland
- Farmstay rentals Maryland
- Rentals with a hot tub Maryland
- Guesthouse rentals Maryland
- Tiny house rentals Maryland
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- Villa rentals Maryland
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- Rentals with pools Maryland
- Rentals with lake access Maryland
- Smoking-friendly rentals Maryland
- Rentals with an accessible height bed Maryland
- Rentals with a patio Maryland
- Townhouse rentals Maryland
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- Pet-friendly rentals Maryland
- Aparthotel rentals Maryland
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- Ski-in/ski-out rentals Maryland
- Beach condo rentals Maryland
- House rentals Maryland
- Rentals with a sauna Maryland
- Cabin rentals Maryland
- Rentals with a fire pit Maryland
- Rentals with outdoor seating Maryland
- Apartment rentals Maryland
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- Things to do Maryland
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