Southern Maryland B&B

A heron standing in a golden-hued wetland with a bird flying in the background.

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

In two weeks

In one month

In two months

Our top choices for Southern Maryland bed & breakfast

A table with a vase of flowers, a red notebook, and two gift boxes.

1. Historic 1825 Chesapeake Farm Stay

St. Leonard

"This is a must see for yourself!! The owners have thought of every detail from the over the top welcome amenities to extras like offering beach chairs and towels to go explore the local beach! Breakfast was absolutely delicious! She even prepared a to go breakfast when she found out we had to leave out early one morning! We enjoyed home grown fruits and veggies from her garden daily! If you want to step back in time, but still have the comforts of modern day you have to got to visit this place!...

Jessica

HK$1,058 total

includes taxes & fees

24 Sept - 25 Sept

A hot tub in a grassy area with a building in the background.

2. The Inn at Tacaro Estate

Tracys Landing

James

HK$3,547 total

includes taxes & fees

17 Sept - 18 Sept

A wooden double door with glass panels, a porch with a railing, and a view of the outdoors.

3. Swanendele Inn at St. Mary's Maryland

Ridge

Heinz J.

HK$2,785 total

includes taxes & fees

14 Oct - 15 Oct

An outdoor patio area with brick flooring, a seating arrangement, and a decorative light fixture.

4. Ironclad Inn & Bourbon Room

Old Town Fredericksburg

Nikki

HK$1,280 total

includes taxes & fees

1 Oct - 2 Oct

A beachside view with a wooden deck, tables, and chairs, overlooking a sandy beach and calm sea.

5. Colonial Beach Plaza Bed & Breakfast

Colonial Beach

Deborah

HK$1,965 total

includes taxes & fees

12 Oct - 13 Oct

6. Laurel Grove Inn on the South

Annapolis

Ruth

HK$1,610 total

includes taxes & fees

17 Sept - 18 Sept

A modern kitchen with white cabinetry, a marble countertop, and a built-in oven.

7. Spacious DC Getaway • Modern Comfort • Walk-In Shower • Near Metro

Southeast

Brett P.

HK$3,010 total

includes taxes & fees

24 Sept - 25 Sept

8. Lovely 3 Bedroom ; 12 to 15 minutes from the White House DC attractions

Southeast

Elvie D.

HK$2,337 total

includes taxes & fees

17 Sept - 18 Sept

A modern living room with a sectional sofa, a coffee table, and a dining area with chairs and a table.

9. The Jefferson | Emerald | City View

Rose Hill

HK$2,706 total

includes taxes & fees

19 Sept - 20 Sept

10. Upscale | Old Town Views | 3BD Lux

Rose Hill

William T.

HK$3,257 total

includes taxes & fees

20 Sept - 21 Sept

A modern kitchen with a large island, a flat-screen TV, and a dining area with a sofa and chairs.

11. Pure Voyage Shaw

Northwest

Dexter

HK$3,922 total

includes taxes & fees

20 Sept - 21 Sept

A multi-story residential building with outdoor patios, stone accents, and a landscaped garden.

12. Pool & Gym | Spacious | Free-Parking

Woodbridge

"Check-in was easy if you follow the information sent by the host. He is very responsive to communication and attentive to the check-in process. The apartment is spacious and clean. It is in a very good area with clear signage marked for roadways. It was perfect for visiting family the area as it is just off I95 and easy to get around from its location. I recommend this apartment for any group traveling to this area. We will stay again when we come back to visit. Thank you for the clean...

Cynthia M.

HK$3,345 total

includes taxes & fees

21 Sept - 22 Sept

A modern kitchen with white cabinets, a stainless steel microwave, and a kettle on the stove.

13. Hillcrest Haven • 2BR Home

Southeast

HK$3,154 total

includes taxes & fees

13 Oct - 14 Oct

A modern apartment with a kitchen, dining area, living room, and a bedroom.

14. Unit 3 One BR With Queen Sofa and Bed

Downtown Washington D.C.

Marc

HK$2,608 total

includes taxes & fees

21 Sept - 22 Sept

A modern kitchen with stainless steel appliances, a flat-screen TV, and a sofa with a yellow pillow.

15. Capitol Hill Stay with Stunning Skyline View

Northeast

"Overall, this flat offered all we were looking for, a great price close to all the sights we were hoping to see. I assumed because it was a 3rd floor unit that there was an elevator, I was wrong. My husband is disabled so my own fault for not asking the question prior to booking. We didn't spend much time going up and down the stairs, and grandkids came in handy to retrieve meal deliveries. The place was exceptionally clean, up-to-date amenities, which included state of the art appliances. ...

Robin A.

HK$2,047 total

includes taxes & fees

21 Sept - 22 Sept

A modern apartment with a living room, kitchen, and bathroom.

16. Perfect 1 BD Brookland Home w City Skyline View

Northeast

Jordan

HK$1,947 total

includes taxes & fees

20 Sept - 21 Sept

A two-story house with a swimming pool, outdoor seating, and a covered patio area.

17. George Brooks House B&B

St. Michaels

Erin

HK$1,825 total

includes taxes & fees

17 Sept - 18 Sept

A brick building with a sign for 'APOLLO' and 'Wholefoods Market'.

18. Capitol Hill 2 Bedroom, 6ppl, Patio, Free Parking, near Capitol, Eastern Market

Capitol Hill

Heather G.

HK$3,120 total

includes taxes & fees

7 Oct - 8 Oct

A red brick building with a front entrance, a staircase, and a small garden area.

19. Capitol Hill Studio, near Capitol, Supreme Court, Eastern Market, Free Parking

Capitol Hill

jennifer p.

HK$1,937 total

includes taxes & fees

11 Oct - 12 Oct

A kitchen with wooden cabinets, a stainless steel refrigerator, and a granite countertop.

20. Charming 2-bedroom in serene Capitol Heights near Washington DC

Seat Pleasant

Michael L.

HK$1,542 total

includes taxes & fees

17 Sept - 18 Sept

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Southern Maryland Hotel Reviews

Spark by Hilton Waldorf

10/10 Excellent

"Beautiful"

Gaylord National Resort & Convention Center

10/10 Excellent

"Amazing experience! I went to the Gaylord in celebration of my birthday and the staff was very attentive, accommodating, and nice. I didn’t go to the pool or gym but they have plenty of restaurants and bars on site. It is also walking distance to everything on the harbor. We parked in the Harbor garage for $25 since we wouldn’t be in and out. If you decide to pay for hotel parking it’s $48 for self parking and $75 for valet per day. I plan to return to the Gaylord in the future for another staycation!"

Find out more about Southern Maryland