Photo by Meg Faller

Search B&B in Southern Maryland

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21
In one month
Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

B&B in Southern Maryland

Horseback riding
The Inn at Tacaro Estate

The Inn at Tacaro Estate

5.0 star property
Tracys Landing
9.2 out of 10, Wonderful, (10)
"Amazing, warm, gracious setting. Can’t wait to return "
United States
Andrea
The Inn at Tacaro Estate
Full-size fridge, blender, toaster oven, waffle maker
Legacy Villa

Legacy Villa

4.0 star property
Upper Marlboro
The price is NT$8,889
NT$10,045 total
includes taxes & fees
Dec 2 - Dec 3
Legacy Villa
Reception
Swanendele Inn at St. Mary's Maryland

Swanendele Inn at St. Mary's Maryland

5.0 star property
Ridge
9.8 out of 10, Exceptional, (32)
"Beautiful inn with attentive and welcoming staff."
United States
Chris
Swanendele Inn at St. Mary's Maryland
Exterior
George Brooks House B&B

George Brooks House B&B

3.0 star property
St. Michaels
8.6 out of 10, Excellent, (65)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is NT$4,803
NT$5,283 total
includes taxes & fees
Jan 1 - 2026/1/2
George Brooks House B&B
Luxury Penthouse, City View | Balcony
Pure Voyage Shaw

Pure Voyage Shaw

4.0 star property
Northwest
9.2 out of 10, Wonderful, (20)
"My favorite place stay at the DC"
United States
Anamarija
The price is NT$2,461
NT$9,414 total
includes taxes & fees
Dec 2 - Dec 3
Pure Voyage Shaw
Porch
Parsonage Inn

Parsonage Inn

3.5 star property
St. Michaels
9.2 out of 10, Wonderful, (130)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is NT$6,278
NT$6,906 total
includes taxes & fees
Jan 1 - 2026/1/2
Parsonage Inn
Front of property
The Oaks Waterfront

The Oaks Waterfront

4.0 star property
Easton
10.0 out of 10, Exceptional, (41)
"Loved the Oaks! Fabulous accommodations and excellent staff"
United States
Barbara
The price is NT$12,968
NT$14,264 total
includes taxes & fees
Dec 2 - Dec 3
The Oaks Waterfront
Front of property
Flag House Inn

Flag House Inn

3.5 star property
Historic District
9.4 out of 10, Exceptional, (81)
"The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again. "
United States
Elizabeth
The price is NT$5,740
NT$6,544 total
includes taxes & fees
Dec 2 - Dec 3
Flag House Inn
Beach nearby, white sand, beach umbrellas, beach towels
Colonial Beach Plaza Bed & Breakfast

Colonial Beach Plaza Bed & Breakfast

3.0 star property
Colonial Beach
9.8 out of 10, Exceptional, (67)
"Property was divine and the staff was amazing! Highly recommend!"
United States
Kenneth
The price is NT$7,063
NT$7,861 total
includes taxes & fees
Dec 2 - Dec 3
Colonial Beach Plaza Bed & Breakfast
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southern Maryland Hotel Reviews

Gaylord National Resort & Convention Center

Gaylord National Resort & Convention Center

10/10 Excellent
"Beautiful Resort, set up Christmas displays ! All shops and restaurants opened late in the evening time. Great place to spend with family and friends!"
Ernesto 1-night trip
Posted 2 days ago
Gaylord National Resort & Convention Center

Find out more about Southern Maryland

Southern Maryland B&B information

Number of reviews
445
Accommodation
4 B&B
Lowest Price
NT$5,283
Highest Price
NT$14,264

Explore a world of travel with Expedia