Find a Bed and Breakfast in Western Shore of Maryland from CA $99

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Browse Select Western Shore of Maryland B&B

1840s Carrollton Inn
Declaration Suite (101) | Courtyard
1840s Carrollton Inn
4.5 star property
9.6 out of 10, Exceptional, (917)
"I would stay here again. Breakfast was fresh and delicious. Lived the room decore. However, if you’re use to a firmer type of pillow i would bring yours from home."
The price is CA $220
CA $258 total
includes taxes & fees
Nov 13 - Nov 14
1840s Carrollton Inn
Vandiver Inn
The Stokes (Standard / 2nd Floor Vandiver Mansion) | Terrace/patio
Vandiver Inn
3.5 star property
9.4 out of 10, Exceptional, (467)
"Have stayed here multiple times on my trip north, always a pleasure. "
The price is CA $224
CA $251 total
includes taxes & fees
Nov 13 - Nov 14
Vandiver Inn
Naomi Bed & Breakfast
Studio suite, beach themed, Queen size bed, full kitchen private entrance, garden view | Terrace/patio
Naomi Bed & Breakfast
3.0 star property
8.6 out of 10, Excellent, (15)
"This was my second stay at Naomi Bed & Breakfast. This time, I spent 11 peaceful nights and had 11 delicious breakfasts. Each morning, I was served a different breakfast! I am impressed with Miss Naomi's culinary creativity. Starting the day with a healthy, beautifully presented meal after a good sleep was wonderful."
Naomi Bed & Breakfast
Flag House Inn
Chesapeake Suite
Flag House Inn
3.5 star property
9.8 out of 10, Exceptional, (60)
"Very nice facility. Close to shops and restaurants."
The price is CA $249
CA $284 total
includes taxes & fees
Nov 13 - Nov 14
Flag House Inn
The Inn at Tacaro Estate
Horseback riding
The Inn at Tacaro Estate
5.0 star property
8.8 out of 10, Excellent, (6)
"Amazing hospitality "
The price is CA $353
CA $402 total
includes taxes & fees
Dec 12 - Dec 13
The Inn at Tacaro Estate
Inn at Horn Point
Beach nearby
Inn at Horn Point
3.0 star property
9.6 out of 10, Exceptional, (18)
"I booked the trip to celebrate an anniversary weekend away with my husband. The property came up through a Yelp review so I checked it out. I was impressed with the location, the detail to cleanliness, and the commitment to the environment. Once I booked the room, the innkeepers were very helpful in offering things to do and places to eat, as well as offering to help make our anniversary stay more memorable. Once we arrived, Cory took the time to greet us as we came in and share some of the...
The price is CA $469
CA $534 total
includes taxes & fees
Nov 20 - Nov 21
Inn at Horn Point
Swanendele Inn at St. Mary's Maryland
Exterior
Swanendele Inn at St. Mary's Maryland
5.0 star property
10.0 out of 10, Exceptional, (20)
"Beautiful inn with attentive and welcoming staff."
The price is CA $425
CA $471 total
includes taxes & fees
Nov 13 - Nov 14
Swanendele Inn at St. Mary's Maryland
Gramercy Mansion B&B
View from room
Gramercy Mansion B&B
4.5 star property
9.8 out of 10, Exceptional, (151)
"Beautiful home and property! Very peaceful and quiet. "
The price is CA $241
CA $278 total
includes taxes & fees
Nov 18 - Nov 19
Gramercy Mansion B&B
Solomons Victorian Inn
Restaurant
Solomons Victorian Inn
3.5 star property
10.0 out of 10, Exceptional, (21)
"This was a place to stay and highly recommended it to anyone who wants to get away for a few days. Shawn and Steve are amazing chefs. You won’t find a better bed OR breakfast anywhere. "
Solomons Victorian Inn
Laurel Grove Inn on the South
View from property
Laurel Grove Inn on the South
3.5 star property
9.0 out of 10, Wonderful, (513)
"Now I understand why the great ratings! What a wonderful place to stay. Beautiful views, comfortable with all the conveniences of home. Great hosts who go above and beyond to ensure your stay is fabulous. We will definitely return!"
Laurel Grove Inn on the South
Trust-n-travel
Exterior
Trust-n-travel
2.0 out of 10, (1)
"Was never able to actually stay here because the owner never provided check-in info. They didn't respond to messages on the app or calling their personal number directly, didn’t respond to Vrbo employees either when they tried to contact the owner. Had to get a hotel last-minute after giving them three hours past the scheduled check-in time to respond. Incredibly frustrating and inconvenient as I was looking for somewhere to stay with my infant daughter after our house was packed up as we're...
The price is CA $99
CA $301 total
includes taxes & fees
Nov 13 - Nov 14
Trust-n-travel
Wilson House Bed & Breakfast
Staircase
Wilson House Bed & Breakfast
3.0 star property
9.6 out of 10, Exceptional, (129)
"From the moment I walked in, the owner was welcoming and made me fell comfortable. The home was beautiful and the room was comfortable. Breakfast was delicious "
Wilson House Bed & Breakfast
BlancNoir Bed & Breakfast
Lobby sitting area
BlancNoir Bed & Breakfast
3.5 star property
10.0 out of 10, Exceptional, (4)
"Loved the property and it's location. Slept in a major city with windows open ending in a great night's sleep. The couple that own it are great folks. Definitely planning to stay again in the future."
BlancNoir Bed & Breakfast
The Annapolis Inn
Luxury Suite, Garden View (Rutland Suite)
The Annapolis Inn
4.0 star property
9.0 out of 10, Wonderful, (4)
"The Annapolis Inn exceed every expectation! The owners are absolutely fabulous. The property is gorgeous and exceptionally appointed. Alex is a gourmet chef who left us wanting more each breakfast. Joe is a tremendous story teller and you will want to sit for hours listening and conversing. Both are wonderful and kind humans who gave us their undivided attention and complete care. This was my first experience at a bed and breakfast and I am forever spoiled. You won’t find better accommodations...
The Annapolis Inn
Historic, Elegant, Luxurious.
Terrace/patio
Historic, Elegant, Luxurious.
Historic, Elegant, Luxurious.
Garden home minutes from Baltimore and Washington DC
1 bedroom, internet
Garden home minutes from Baltimore and Washington DC
Garden home minutes from Baltimore and Washington DC
Surf Condominiums - Downtown Bethany
Private kitchen
Surf Condominiums - Downtown Bethany
Surf Condominiums - Downtown Bethany
Bold and beautiful
Private kitchen
Bold and beautiful
2.5 star property
10.0 out of 10, Exceptional, (1)
Bold and beautiful
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Western Shore of Maryland

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Fridge, microwave, oven, stovetop
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (20)
"Our group had an amazing time staying on this property. There are many areas inside the house as well as outside the house where you can gather with family and friends. It was very quick and easy to order Ubers/lyfts to the downtow Annapolis area whenever we needed. The house is also convientely located near a small shaping center less than a mile away. We would highly recommend this property!"
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Miscellaneous
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
10.0 out of 10, Exceptional, (201)
"Incredible location! The process was easy and the house completely suited our needs! We would definitely stay again!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Rooftop Deck Escape! Free Parking!
Smart TV, stereo
Rooftop Deck Escape! Free Parking!
9.2 out of 10, Wonderful, (22)
"Good location, close to Light Street. House was nice, enjoyed the rooftop deck with fire table. "
The price is CA $159
CA $388 total
includes taxes & fees
Nov 17 - Nov 18
Rooftop Deck Escape! Free Parking!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.