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Chesapeake Beach Bed and Breakfasts

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Sandaway Waterfront Lodging

Oxford, MD

Rated #1 by TripAdvisor - Private Beach, Breakfast Delivered, WiFi All Rooms

from $169

4.4 (79)
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Academy Bed and Breakfast

Annapolis, MD

In the heart of downtown Annapolis, moments from City Dock, dining and the Naval Academy

from $165

5 (1)

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Academy Bed and Breakfast

Academy Bed and Breakfast

from $165

Annapolis, MD

5 (1)

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Scotlaur Inn

Annapolis, MD

The Scotlaur Inn is an Old-fashioned Delight, set in the heart of historic Annapolis. The Scotla...

from $85

4.0 (29)
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Scotlaur Inn

Scotlaur Inn

from $85

Annapolis, MD

4.0 (29)

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Miles River Guest House

Easton, MD

Miles River Guest house is a 3 bedroom elegant private 1500 square foot guest house 100 feet from...

from $250

4.6 (37)
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Miles River Guest House

Miles River Guest House

from $250

Easton, MD

4.6 (37)

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The Annapolis Inn

Annapolis, MD

Elegance extraordinaire for the perfect getaway, vacation or business trip! Experience incomparab...

from $259

4.6 (1)
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The Annapolis Inn

The Annapolis Inn

from $259

Annapolis, MD

4.6 (1)

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Inn at 202 Dover

Easton, MD

Welcome to the Inn at 202 Dover Voted Top 10 Romantic Inns In America 2011

from $275

4.9 (36)
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Inn at 202 Dover

Inn at 202 Dover

from $275

Easton, MD

4.9 (36)

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Five Gables Inn and Spa

Saint Michaels, MD

Five Gables Inn and Spa is a haven for relaxation located in three restored properties in the hea...

from $195

4.0 (18)

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Five Gables Inn and Spa

Five Gables Inn and Spa

from $195

Saint Michaels, MD

4.0 (18)

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Annapolitan Bed & Breakfast

Annapolis, MD

Quaint, colonial architecture, unsurpassed hospitality and unforgettable experiences await...

from $79

4.8 (61)
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Brick House Inn Alexandria

Alexandria, VA

Brick House Inn is close to Old Town Alexandria, 5 miles to Washington, One Mile to the new Brack...

from $160

5 (2)
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Lazyjack Inn on Dogwood Harbor

Tilghman, MD

From 1800's ceiling beams to complimentary DSL wireless access

from $170

4.7 (111)
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Annapolis Royal Folly

Annapolis, MD

Within the heart of Historic Annapolis stands a timeless treasure: the Annapolis Royal Folly B&B...

from $195

4.9 (4)
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Annapolis Royal Folly

Annapolis Royal Folly

from $195

Annapolis, MD

4.9 (4)

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Robert Morris Inn - Historic Restaurant with Rooms

Oxford, MD

Arguably America's oldest Inn celebrates 300 years with new owner, celebrity Chef Mark Salter.

from $145

3.8 (30)
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Hambleton Inn Bed and Breakfast

Saint Michaels, MD

Nestled in the harbor and located right in the historic district of St. Michaels, the Hambleton I...

from $175

4.3 (7)
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Hambleton Inn Bed and Breakfast

Hambleton Inn Bed and Breakfast

from $175

Saint Michaels, MD

4.3 (7)

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Wades Point Inn On The Bay

McDaniel, MD

Bedandbreakfast Gift Cards not accepted.

from $159

4.3 (15)

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Wades Point Inn On The Bay

Wades Point Inn On The Bay

from $159

McDaniel, MD

4.3 (15)

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Gibson's Lodgings Bed & Breakfast

Annapolis, MD

Location! Location! Location! Gibson's couldn't be any closer to the Dock & USNA! FREE PARKING

from $129

4.2 (30)
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Gibson's Lodgings Bed & Breakfast

Gibson's Lodgings Bed & Breakfast

from $129

Annapolis, MD

4.2 (30)

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Flag House Inn

Annapolis, MD

The perfect location with on-site parking, king or twin beds, private baths, comfortable seating,...

from $160

4.8 (68)

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Flag House Inn

Flag House Inn

from $160

Annapolis, MD

4.8 (68)

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Black Walnut Point Bed & Breakfast Inn

Tilghman, MD

If you want to get away from people, this is the place - just 2 hours from DC or Baltimore.

from $120

4.6 (97)

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Black Walnut Point Bed & Breakfast Inn

Black Walnut Point Bed & Breakfast Inn

from $120

Tilghman, MD

4.6 (97)

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Chez Amis B&B Inn

Annapolis, MD

Come share a day, weekend or week with us and enjoy the state capitol of Maryland and all it has ...

from $170

5.0 (5)

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Chez Amis B&B Inn

Chez Amis B&B Inn

from $170

Annapolis, MD

5.0 (5)

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Solomons Victorian Inn

Solomons, MD

from $102

4.6 (201)
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Solomons Victorian Inn

Solomons Victorian Inn

from $102

Solomons, MD

4.6 (201)

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Bon Sejour

Alexandria, VA

from $169

4.7 (7)

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Bon Sejour

Bon Sejour

from $169

Alexandria, VA

4.7 (7)

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Schooner Woodwind

Annapolis, MD

from $245

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Schooner Woodwind

Schooner Woodwind

from $245

Annapolis, MD

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The Peake-Fairfax House B&B

Old Town Alexandria,

from $175

4.4 (9)

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The Peake-Fairfax House B&B

The Peake-Fairfax House B&B

from $175

Old Town Alexandria,

4.4 (9)

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from $129

4.9 (8)
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The Blue Heron Bed and Breakfast, LLC

The Blue Heron Bed and Breakfast, LLC

from $129

Solomons, MD

4.9 (8)

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from $130

4.7 (10)

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Alexandria's Treasure House

Alexandria's Treasure House

from $130

Alexandria, VA

4.7 (10)

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Randall House B&B

Annapolis, MD

from $155

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Randall House B&B

Randall House B&B

from $155

Annapolis, MD

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Cambridge House B&B

Cambridge, MD

from $150

4.5 (81)
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Cambridge House B&B

Cambridge House B&B

from $150

Cambridge, MD

4.5 (81)

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Mill Street Inn

Cambridge, MD

from $139

4.8 (133)
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Mill Street Inn

Mill Street Inn

from $139

Cambridge, MD

4.8 (133)

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Killarney B Inn B

Cambridge, MD

from $135

4.5 (19)
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Killarney B Inn B

Killarney B Inn B

from $135

Cambridge, MD

4.5 (19)

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The Victorian Candle

Hollywood, MD

from $99

4.4 (7)
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The Victorian Candle

The Victorian Candle

from $99

Hollywood, MD

4.4 (7)

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from $100

4.8 (11)

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Meadow Gardens Bed and Breakfast

Meadow Gardens Bed and Breakfast

from $100

Annapolis, MD

4.8 (11)

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from $150

4.6 (6)
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Georgian House Bed and Breakfast

Georgian House Bed and Breakfast

from $150

Annapolis, MD

4.6 (6)

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from $125

4.5 (128)
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from $180

4.6 (194)
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Lodgecliffe on the Choptank

Lodgecliffe on the Choptank

from $180

Cambridge, MD

4.6 (194)

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Rosewood Manor

Port Tobacco, MD

from $219

4.8 (17)

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Rosewood Manor

Rosewood Manor

from $219

Port Tobacco, MD

4.8 (17)

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Pure Nuphoria Bed and Breakfast

Fort Washington, MD

from $159

5 (2)
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Pure Nuphoria Bed and Breakfast

Pure Nuphoria Bed and Breakfast

from $159

Fort Washington, MD

5 (2)

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Combsberry

Oxford, MD

from $250

4.4 (45)
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Combsberry

Combsberry

from $250

Oxford, MD

4.4 (45)

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from $125

4.9 (80)

Peaches and Dreams Bed and Breakfast

Peaches and Dreams Bed and Breakfast

from $125

Cordova, MD

4.9 (80)

Gatsby's House

Alexandria, VA

from $150

4.9 (13)
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Gatsby's House

Gatsby's House

from $150

Alexandria, VA

4.9 (13)

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Recent reviews

The Wayside Inn Bed & Breakfast

$159 - $219

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Flag House Inn

$160 - $300

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Flag House Inn

$160 - $300

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Chesapeake Beach B&B reviews

Overall rating:

The Chesapeake Beach B&B review score is based on feedback from travelers from around the world. See property page for full, detailed reviews by real travelers.

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