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Cottages Maryland

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20 cottages

Gorgeous Country Cottage On Scenic Monocacy River

Emmitsburg cottage

2 bedrooms / 2 bathrooms / sleeps 7

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Price per night from

$223

Cottage On Kent

Chestertown cottage

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$228

Berlin cottage

1 bedroom / 1 bathroom / sleeps 4

“Totally awesome” My husband and I have been to bbb several times. With our kids and grandchildren several times. But sept it was just us. Was the most relaxing vacation ever!! Thanks so much for the beautiful accommodations So relaxing and peaceful. Just what we needed

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$134

St. Leonard Cottage w/Pool Overlooking Wells Cove!

Saint Leonard cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 49 minutes

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Price per night from

$107

Waterview Cottage In St. Michaels!

St. Michaels cottage

2 bedrooms / 3 bathrooms / sleeps 5

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Price per night from

$246

Carpenter St. Cottage in the Heart of St. Michaels - Walk To Everything!

St. Michaels cottage

2 bedrooms / 2 bathrooms / sleeps 5

Travelers’ Choice award

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Price per night from

$246

Cottage 1b at Grandview Pleasure Point

Bozman cottage

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$276

New listing! Cozy cottage w/ fireplace & outdoor firepit - close to lake access

Swanton cottage

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 50 minutes

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Price per night from

$164

Deep Creek Lake Cottage w/ Hot Tub, Billiards

McHenry cottage

3 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 49 minutes

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Price per night from

$166

Deep Creek Cabin w/2 Acres, 8Mi to Wisp Ski Resort

Oakland cottage

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 49 minutes

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Price per night from

$149

Waterfront Ridge Retreat Cabin on St Jeromes Creek

Ridge cottage

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 49 minutes

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Price per night from

$139

Original cottage in the dunes. Pet friendly

Ocean City cottage

4 bedrooms / 2 bathrooms / sleeps 10

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Price per night from

$366

RESTORED WATERFRONT COTTAGE

Royal Oak cottage

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$564

*BOOK NOW* Beautiful Cottage in historic Annapolis

Annapolis cottage

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$373

Cottage at Heron Cove, Chesapeake Bay, Cambridge

Cambridge cottage

3 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$199

Gwendolyn's Marigold Manor "Cottage"

Port Deposit cottage

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$200

Bear Necessities - Near Swallow Falls State Park

Oakland cottage

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$189

Little Piece of Heaven - Deep Creek Lake Resort

Oakland cottage

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$223

NEW! Coastal Pet-Friendly Cottage

North Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 49 minutes

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Price per night from

$89

Waterfront Chesapeake Cottage in Oyster Bay - Dock

Mayo cottage

4 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 49 minutes

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Price per night from

$207

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