Eastern Shore B&B Accommodations near St Michaels on Chesapeake Bay

A light-filled bedroom featuring two beds with floral bedding and a cozy sitting area.

114

Blue Room Mainhouse

2 Double Beds
Main House
Private Porch

From $250 / night

A cozy room featuring a wooden bed, seating area, lamp, and decorative art on soft yellow walls.

16

Peach Room Mainhouse

Double Canopy Beds
Main House
Full Water Views

From $233.10 / night

Cozy bedroom with a floral-patterned bedspread, wooden floors, and antique furniture.

16

Lookout Room Mainhouse

Queen and Single Bed
Main House
Secret Entrance with Lookout

From $250 / night

A neatly arranged white bedroom featuring a metal bed frame, bright windows, and a light color scheme.

13

Daydream Room Victorian Summer Wing

Queen Bed
Victorian Summer Wing
Clawfoot Tub

From $224.10 / night

A cozy bedroom featuring a white metal bed with floral bedding, a wooden dresser, and large windows with views.

14

Honey Room Victorian Summer Wing

Queen Bed
Victorian Summer Wing
Water Views

From $224.10 / night

A bright, cozy bedroom featuring a bed with white linens and large windows overlooking greenery.

110

Duck Room Victorian Summer Wing

Queen Bed
Victorian Summer Wing
Great Water Views

From $250 / night

A neatly made bed with white linens, a decorative mirror, and a vase of flowers on a bedside table.

16

Brick Room Victorian Summer Wing

Queen Bed
Victorian Summer Wing
Large Victorian Windows

From $224.10 / night

16

Daisy Room Victorian Summer Wing

Queen Bed
Victorian Summer Wing
3rd Floor Retreat

From $233.10 / night

18

Rose Room Victorian Summer Wing

Queen Bed
Victorian Summer Wing
Clawfoot Tub

From $224.10 / night

17

Sunrise Room Victorian Summer Wing

Queen Bed
Victorian Summer Wing
2 Walls of Windows

From $250 / night

A bright bedroom features a floral-patterned bedspread, large windows, and a cozy reading nook.

13

Sunset Room Victorian Summer Wing

Queen Bed
Victorian Summer Wing
2 Walls of Windows

From $250 / night

A cozy bedroom featuring two beds, a window with natural light, and tasteful decor.

19

Room 411 Kemp Guest House

Queen and Twin Beds
Kemp Guest House
Handicap Accessible

From $250 / night

A bright bedroom with a large bed, open door to a patio, and windows offering views of the nearby beach.

113

Room 412 Kemp Guest House

Queen Bed
Kemp Guest House
Private Porch

From $265.68 / night

A bright, airy hotel room featuring two beds, a wooden dresser, and a kitchenette.

19

Room 413 Kemp Guest House

2 Queen Beds
Kemp Guest House
Kitchenette

From $308.88 / night

Bright and airy bedroom featuring a four-poster bed, a sitting area, and large windows with a view.

116

Room 414 Kemp Guest House

Queen Bed
Kemp Guest House
Private Porch

From $272.88 / night

A bright, inviting bedroom featuring two beds, a dresser, and a cozy armchair by the window.

115

Room 415 Kemp Guest House

2 Queen Beds
Kemp Guest House
Private Porch

From $272.88 / night

A bright hotel room featuring two beds, a small kitchenette, and a sliding glass door leading to a balcony with a view.

16

Room 416 Kemp Guest House

2 Queen Beds
Kemp Guest House
Kitchenette

From $308.88 / night

A cozy bedroom featuring a floral quilted bedspread, a wooden dresser with a mirror, and a plush armchair beside a large window.

19

Room 421 Kemp Guest House

Queen Bed
Kemp Guest House
2nd Floor View

From $250 / night

A cozy bedroom featuring a floral-patterned bedspread, vintage furniture, and natural light from a window.

16

Room 422 Kemp Guest House

Queen Bed
Kemp Guest House
Private Balcony

From $265.68 / night

Bright, cozy bedroom featuring a bed, armchair, and dresser, with large windows bringing in natural light.

16

Room 423 Kemp Guest House

2 Queen Beds
Kemp Guest House
Kitchenette with Table

From $308.88 / night

Bright bathroom featuring a granite countertop, a floral shower curtain, and a mirror.

15

Room 424 Kemp Guest House

Queen Bed
Kemp Guest House
Private Balcony

From $272.88 / night

A well-lit bedroom featuring a four-poster bed, a cozy armchair, and decorative accents.

19

Room 425 Kemp Guest House

Queen Bed
Kemp Guest House
Private Balcony

From $272.88 / night

A spacious hotel room featuring two beds, a seating area, and large windows with natural light.

17

Room 426 Kemp Guest House

2 Queen Beds
Kemp Guest House
Kitchenette

From $308.88 / night

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Our Accommodations

Blue Room Mainhouse

Peach Room Mainhouse

Lookout Room Mainhouse

Daydream Room Victorian Summer Wing

Honey Room Victorian Summer Wing

Duck Room Victorian Summer Wing

Brick Room Victorian Summer Wing

Daisy Room Victorian Summer Wing

Rose Room Victorian Summer Wing

Sunrise Room Victorian Summer Wing

Sunset Room Victorian Summer Wing

Room 411 Kemp Guest House

Room 412 Kemp Guest House

Room 413 Kemp Guest House

Room 414 Kemp Guest House

Room 415 Kemp Guest House

Room 416 Kemp Guest House

Room 421 Kemp Guest House

Room 422 Kemp Guest House

Room 423 Kemp Guest House

Room 424 Kemp Guest House

Room 425 Kemp Guest House

Room 426 Kemp Guest House