Bed and Breakfasts in Chesapeake Bay - HomeToGo base64Hash Bed and Breakfasts in Chesapeake Bay - HomeToGo

Bed and Breakfasts in Chesapeake Bay

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Bed and Breakfasts in Chesapeake Bay: Recommended rentals

Bed and Breakfasts in Chesapeake Bay: find your perfect rental from just $89 per night!

Bed and breakfast Saint Michaels
-42%
Feb 15 - Feb 22
Free cancellation
Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Bed and Breakfast with Patio, Garden & Hot Tub

Saint Michaels, St. Michaels, Maryland, United States
$321$200
per night
$321$200
per night
View deal
Bed and breakfast Saint Michaels
-20%
Mar 15 - Mar 22
Free cancellation
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & Breakfast with Hot Tub, Pool & Terrace

Saint Michaels, St. Michaels, Maryland, United States
$261$201
per night
Very good
$261$201
per night
View deal
Bed and breakfast Ridge
Feb 1 - Feb 8
Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Bed and Breakfast with Terrace & Yard

Ridge, St. Inigoes, Maryland, United States
$305
per night
Outstanding
$305
per night
View deal
Bed and breakfast Bay Hundred
Feb 1 - Feb 8
Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Wonderful Bed & Breakfast with Terrace & Garden

Bay Hundred, Talbot County, Maryland, United States
$262
per night
$262
per night
View deal
Bed and breakfast Oxford
Apr 16 - Apr 23
Free cancellation
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B with Patio & Garden

Oxford, Trappe, Maryland, United States
$377
per night
$377
per night
View deal
Bed and breakfast Edesville
-50%
Feb 1 - Feb 8
Bed and breakfast ∙ 5 guests ∙ 1 bedroom

Child-Friendly Ample Bed and Breakfast with Pool, Yard & Barbeque

Edesville, Kent County, Maryland, United States
$387$167
per night
Excellent
$387$167
per night
View deal
Bed and breakfast Tracys Landing
-47%
Feb 1 - Feb 8
Bed and breakfast ∙ 6 guests ∙ 1 bedroom

Beautiful B&B with Garden, Patio & Jacuzzi | Pets Are Welcome

Tracys Landing, Anne Arundel County, Maryland, United States
$715$382
per night
$715$382
per night
View deal
Bed and breakfast Reedville
Feb 8 - Feb 15
Bed and breakfast ∙ 4 guests ∙ 1 bedroom

B&B with Garden & Terrace

Reedville, Northumberland County, Virginia, United States
$145
per night
Outstanding
$145
per night
View deal
Bed and breakfast Kilmarnock
Feb 1 - Feb 8
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed and Breakfast with Yard & Patio

Kilmarnock, Lancaster County, Virginia, United States
$183
per night
$183
per night
View deal
Bed and breakfast Solomons
Feb 1 - Feb 8
Bed and breakfast ∙ 3 guests ∙ 1 bedroom

B&B with Patio

Solomons, Solomons Island, Maryland, United States
$293
per night
$293
per night
View deal
Bed and breakfast Onemo
Feb 1 - Feb 8
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & Breakfast with Garden, Hot Tub & Terrace

Onemo, Chesapeake, Virginia, United States
$180
per night
Outstanding
$180
per night
View deal
Bed and breakfast Elk Mills
Feb 1 - Feb 8
Bed and breakfast ∙ 8 guests ∙ 1 bedroom

Bed & Breakfast with Barbecue, Hot Tub & Yard

Elk Mills, Fair Hill, Maryland, United States
$146
per night
$146
per night
View deal
Bed and breakfast Onancock
Feb 1 - Feb 8
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B with Terrace & Garden

Onancock, Accomack County, Virginia, United States
$307
per night
$307
per night
View deal
Bed and breakfast Saint Michaels
Aug 30 - Sep 6
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B with Pool, Patio & Yard | Garden View

Saint Michaels, St. Michaels, Maryland, United States
$312
per night
Very good(55 ratings)
$312
per night
View deal
Bed and breakfast Saint Michaels
Aug 30 - Sep 6
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B with Patio, Pool & Yard | Garden View

Saint Michaels, St. Michaels, Maryland, United States
$352
per night
Very good(55 ratings)
$352
per night
View deal
Show all 348 properties

Popular amenities for Bed and Breakfasts in Chesapeake Bay

Find the perfect home for your stay

Pet-Friendly Bed and breakfasts

Pet-Friendly Bed and breakfasts

Bed and breakfasts with pools

Bed and breakfasts with pools

Bed and breakfasts with air conditioning

Bed and breakfasts with air conditioning

Bed and breakfasts with internet

Bed and breakfasts with internet

Top-rated bed and breakfasts in Chesapeake Bay

Browse our top rated bed and breakfasts offers

Bed and breakfast West Freemason
May 4 - May 11
-30%
$459
$320
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed and breakfast with terrace & garden | City view

4.9
Outstanding(84 ratings)
West Freemason, Norfolk, Virginia, United States
View deal
Bed and breakfast West Freemason
May 4 - May 11
-21%
$353
$279
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed and breakfast with patio & garden

4.9
Outstanding(84 ratings)
West Freemason, Norfolk, Virginia, United States
View deal
Bed and breakfast West Freemason
May 4 - May 11
-30%
$459
$320
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & breakfast with garden & terrace | Garden view

4.9
Outstanding(84 ratings)
West Freemason, Norfolk, Virginia, United States
View deal

Best Deals and Discounts on Bed and breakfasts

Save up to 45%

Bed and breakfast Solomons
Mar 20 - Mar 27
-45%
$357
$196
per night
Bed and breakfast ∙ 3 guests ∙ 1 bedroom

Bed and breakfast with garden

Solomons, Solomons Island, Maryland, United States
Free cancellation
View deal

Budget-friendly bed and breakfasts in Chesapeake Bay

Our top value vacation rentals for bed and breakfasts

Bed and breakfast Tracys Landing
Jul 6 - Jul 13
$811
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Child-friendly bed & breakfast with terrace & pool | Water view

4.3
Very good(6 ratings)
Tracys Landing, Anne Arundel County, Maryland, United States
View deal
Bed and breakfast Tracys Landing
Jul 6 - Jul 13
$642
per night
Bed and breakfast ∙ 3 guests ∙ 1 bedroom

Family-oriented nice bed and breakfast with patio & pool | Water view

4.3
Very good(6 ratings)
Tracys Landing, Anne Arundel County, Maryland, United States
View deal
Bed and breakfast Saint Michaels
Aug 2 - Aug 9
$292
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed and breakfast with yard, terrace & pool | Garden view

4.3
Very good(57 ratings)
Saint Michaels, St. Michaels, Maryland, United States
View deal

Soak Up the Sun: Bed and breakfasts with Patios

Bed and breakfast  Saint Michaels
Aug 30 - Sep 6
$312
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B with Pool, Patio & Yard | Garden View

4.3
Very good(55 ratings)
Saint Michaels, St. Michaels, Maryland, United States
Balcony/Patio
View deal
Bed and breakfast  Saint Michaels
Aug 30 - Sep 6
$312
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed and Breakfast with Pool, Yard & Patio | Garden View

4.3
Very good(55 ratings)
Saint Michaels, St. Michaels, Maryland, United States
Balcony/Patio
View deal
Bed and breakfast  Saint Michaels
Aug 30 - Sep 6
$312
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Pleasant Bed and Breakfast with Patio, Pool & Yard

4.3
Very good(55 ratings)
Saint Michaels, St. Michaels, Maryland, United States
Balcony/Patio
View deal
See all offers

Bed and breakfasts with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

Bed and breakfast Saint Michaels
from $180
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B with yard & hot tub

Saint Michaels, St. Michaels, Maryland, United States
View deal
Bed and breakfast Tracys Landing
Jul 5 - Jul 12
$443
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Nice bed and breakfast with hot tub, yard & pool

Tracys Landing, Anne Arundel County, Maryland, United States
Free cancellation
View deal
Bed and breakfast Ridge
from $430
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed and breakfast with patio, hot tub & garden | Water view

5.0
Outstanding(21 ratings)
Ridge, St. Inigoes, Maryland, United States
View deal

Bed and breakfasts in Chesapeake Bay for Any Type of Traveler

Need a place to stay with a large group in Chesapeake Bay?

October is the most affordable month to stay in Chesapeake Bay with a big group, when nightly prices for Bed and breakfasts will range from $163 to $633 per night. Find amazing Bed and breakfasts for big groups in Chesapeake Bay, complete with private pool, large kitchen, and lots of space to relax. HomeToGo has numerous Bed and breakfasts in Chesapeake Bay with 8+ bedrooms and 7+ bathrooms. Begin searching our top Bed and breakfasts for large groups and plan the perfect vacation!

Looking for a romantic getaway in Chesapeake Bay with your partner?

The most affordable time to book is October with prices starting at $89 per night. You can find tons of exciting activities to do with your partner during your private trip, including hiking, swimming, biking, and many other outdoor activities. Book amazing Bed and breakfasts in Chesapeake Bay for a romantic getaway, equipped with hot tub, sauna, and a picturesque view of Chesapeake Bay's surrounding scenery. Browse HomeToGo's best offers for romantic getaways in Chesapeake Bay now!

Information about Bed and Breakfasts in Chesapeake Bay

🏡 Bed and breakfasts available 348 rentals
💳 Possible discounts up to 39%
🌙 Nightly prices starting at $89
⭐ Popular amenities Pets allowed, Pool and Air conditioning
🐾 Pet friendly homes 63 homes
🏊 Bed and breakfasts with pools 116 homes

Bed and Breakfasts in Chesapeake Bay: frequently asked questions

Bed and Breakfasts in Chesapeake Bay: How much does a stay cost?

HomeToGo offers ideal vacation homes, with prices as low as $89 per night.

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