Find a Bed and Breakfast in Western Shore of Maryland from CA $102

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Browse Select Western Shore of Maryland B&B

1840s Carrollton Inn

4.5 star property
9.6 out of 10, Exceptional, (927)
"This hotel was amazing! I really enjoyed my stay! "
The price is CA $221
CA $260 total
includes taxes & fees
Dec 29 - Dec 30
1840s Carrollton Inn

Vandiver Inn

3.5 star property
9.4 out of 10, Exceptional, (475)
"The property was fantastic. Quaint, cute, and the staff was very friendly. "
The price is CA $257
CA $288 total
includes taxes & fees
Jan 3 - Jan 4, 2025
Vandiver Inn

Flag House Inn

3.5 star property
9.6 out of 10, Exceptional, (65)
"Easy check in, nice accommodations."
The price is CA $286
CA $326 total
includes taxes & fees
Jan 1 - Jan 2, 2025
Flag House Inn

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

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 $234
CA $271 total
includes taxes & fees
Dec 29 - Dec 30
Gramercy Mansion B&B

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 $438
CA $486 total
includes taxes & fees
Jan 6 - Jan 7, 2025
Swanendele Inn at St. Mary's Maryland

The Inn at Tacaro Estate

5.0 star property
8.8 out of 10, Excellent, (6)
"Amazing hospitality "
The price is CA $388
CA $443 total
includes taxes & fees
Dec 29 - Dec 30
The Inn at Tacaro Estate

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 $532
CA $607 total
includes taxes & fees
Jan 9 - Jan 10, 2025
Inn at Horn Point

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

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 $102
CA $309 total
includes taxes & fees
Dec 27 - Dec 28
Trust-n-travel

Solomons Victorian Inn

3.5 star property
10.0 out of 10, Exceptional, (22)
"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

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

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

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.

Historic, Elegant, Luxurious.

Surf Condominiums - Downtown Bethany

Surf Condominiums - Downtown Bethany

Garden home minutes from Baltimore and Washington DC

Garden home minutes from Baltimore and Washington DC

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

⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino

9.6 out of 10, Exceptional, (19)
"This property meets all expectations! The host was very easy to communicate with. I loved the quaintness of the area and the ease of access to the highways was so nice! I would highly recommend this property to anyone visiting the Baltimore area!"
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (205)
"A great experience all around"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

10.0 out of 10, Exceptional, (23)
"Fifteen ladies from my church stayed at this Vrbo for a weekend conference in Annapolis. We enjoyed the property and the house! We had a beautiful weekend and even got on the water, played pickle ball, and enjoyed the views. The house is beautiful! The kitchen is well stocked and the house is comfortable and there is plenty of parking. Since it was November, the heated sunroom floors were a wonderful bonus. Thank you for the memories and a wonderful stay!"
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
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.