Search B&B in Annapolis

  • 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
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Annapolis bed & breakfast

A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.

1. Flag House Inn

Flag House Inn
3.5 star property
Historic District
9.2 out of 10, Wonderful, (100 reviews)
"Charming and picturesque house steps from all of the best things about Annapolis."
United States
Thomas
The price is SAR 818
SAR 932 total
includes taxes & fees
11 Nov - 12 Nov
Flag House Inn
Land view from property

2. Laurel Grove Inn on the South

Laurel Grove Inn on the South
3.5 star property
Annapolis
9.4 out of 10, Exceptional, (536 reviews)
"Beautiful property and lovely hosts."
United States
Ruth
The price is SAR 676
SAR 770 total
includes taxes & fees
11 Nov - 12 Nov
Laurel Grove Inn on the South
A residential street with parked cars, a sidewalk, and a tree.

3. Charming Living room in beautiful Annapolis with AC discount long stay

Charming Living room in beautiful Annapolis with AC discount long stay
Historic District
2.0 out of 10, (1 review)
"Place was a bedroom inside the owners townhouse. It is a shared living area. It was messy with stuff thrown around everywhere. It was dirty and musty. Strong unbearable odor. The bedroom for rent was in disarray, stuff on the bed and floors. Owner said previous occupants had left their luggage but there were things all over. Laptop and computer table on the bed, bed in disarray, clothes on the floor. Very dirty space, not suitable for rental. Owner said I didn't have to stay if I...
United States
Lee
The price is SAR 383
SAR 869 total
includes taxes & fees
10 Nov - 11 Nov
Charming Living room in beautiful Annapolis with AC discount long stay
A boat deck with a white bench and a view of a calm lake and distant trees.

4. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (74 reviews)
"The property was stunning. The rooms were very comfortable and the bathroom had all you need. We also really appreciated the drinks and free salted chocolate chip cookies. They were delicious. The inn keepers were and their dogs were a highlight for us. The breakfast was also absolutely delicious. Definitely would recommend this I"
United States
Christine
The price is SAR 602
SAR 668 total
includes taxes & fees
11 Nov - 12 Nov
Inn at Huntingfield Creek
An outdoor patio with seating, a table, and a blue umbrella.

5. Carib Comfort B and B

Carib Comfort B and B
3.0 star property
Upper Marlboro
The price is SAR 745
SAR 842 total
includes taxes & fees
17 Nov - 18 Nov
Carib Comfort B and B
A hot tub in a grassy area with a building in the background.

6. The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (20 reviews)
"The owners are very friendly and accommodating. Relaxing getaway"
United States
kristine
The price is SAR 1,208
SAR 1,377 total
includes taxes & fees
10 Nov - 11 Nov
The Inn at Tacaro Estate
A two-story house with a swimming pool, outdoor seating, and a covered patio area.

7. George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (78 reviews)
"This weekend was an anniversary gift for my daughter and her husband. They had a wonderful time and were highly complimentary of the accommodations, the delicious breakfast and the location."
United States
Erin
The price is SAR 672
SAR 740 total
includes taxes & fees
10 Nov - 11 Nov
George Brooks House B&B
A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.

8. Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (139 reviews)
"The staff were great. The breakfast was delicious and the location is perfect for walking into town."
United States
Susan
The price is SAR 826
SAR 908 total
includes taxes & fees
10 Nov - 11 Nov
Parsonage Inn
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

9. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (46 reviews)
"Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10."
United States
William
The price is SAR 1,652
SAR 1,817 total
includes taxes & fees
10 Nov - 11 Nov
The Oaks Waterfront
A garden with pink flowers and a red building in the background.

10. Oaks Inn Baltimore at 1840s Plaza

Oaks Inn Baltimore at 1840s Plaza
4.5 star property
Jonestown
9.6 out of 10, Exceptional, (1,002 reviews)
"Charming bed and breakfast with an extremely helpful staff. Good breakfast, convenient to walk to the pier and Little Italy."
United States
Amy
The price is SAR 847
SAR 996 total
includes taxes & fees
22 Nov - 23 Nov
Oaks Inn Baltimore at 1840s Plaza
Front of property

11. Rachael's Inner Harbor Boutique Inn

Rachael's Inner Harbor Boutique Inn
3.0 star property
Ridgely's Delight
9.0 out of 10, Wonderful, (18 reviews)
"Very convinient and clean place to stay."
Canada
Ling
The price is SAR 620
SAR 729 total
includes taxes & fees
23 Nov - 24 Nov
Rachael's Inner Harbor Boutique Inn
A spacious living room with a high arched window, a white sofa, a glass coffee table, and a large plant.

12. Spacious 5BR Retreat Near DC with Private Gym - Perfect for Group Getaway

Spacious 5BR Retreat Near DC with Private Gym - Perfect for Group Getaway
Glenn Dale
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful big house. Two of the light fixtures didn't work but it didn't really affect our experience."
United States
Natalia L.
The price is SAR 1,383
SAR 3,510 total
includes taxes & fees
10 Nov - 11 Nov
Spacious 5BR Retreat Near DC with Private Gym - Perfect for Group Getaway
A staircase with a white and gold design, a living room with a grey sofa, and a decorative console table.

13. Spacious Luxury 8BR Family Retreat Near DC - Perfect for Groups & Families

Spacious Luxury 8BR Family Retreat Near DC - Perfect for Groups & Families
Glenn Dale
6.4 out of 10, (6 reviews)
"Easy to find, easy to get in, spacious "
United States
Anonymous traveler
The price is SAR 2,044
SAR 4,541 total
includes taxes & fees
10 Nov - 11 Nov
Spacious Luxury 8BR Family Retreat Near DC - Perfect for Groups & Families
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

Annapolis and related destinations

Cobblestone streets wind past the Naval Academy where midshipmen march in crisp white uniforms during ceremonial parades. Sail the Chesapeake Bay in the morning, then explore historic homes and seafood spots along the charming waterfront district.

See all hotels in Annapolis
A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

Top reviews in Annapolis

Land view from property
Laurel Grove Inn on the South

Laurel Grove Inn on the South

Laurel Grove Inn on the South
Annapolis

10/10 Excellent

We really loved everything, but Guinness the dog topped everything. There was a miscommunication about dinner reseservations but it worked out. Would have appreciated more whole food at breakfast. Neither of these would keep me away. In fact, we would love to see the property in the spring.
United States
Marti
Reviewed November 22, 2015
Laurel Grove Inn on the South

Frequently Asked Questions

Searching for B&Bs in Annapolis?

If you want to find an accommodation with fewer rooms than a hotel and an intimate environment, a B&B might be a great fit for your vacation to Annapolis. If you'd like to spend some time by the water during your time in Annapolis, Bay Ridge Beach and Sandy Point Beach are worth a stop.

How do you know if a B&B is a good option for your stay?

Every B&B has a unique charm. Whether it's a comfy common area with a fireplace or a sunlit breakfast nook to enjoy your morning cup of coffee, the little details are what make bed and breakfasts a home away from home.

What are the best B&Bs in Annapolis?

You might consider checking out these B&Bs in Annapolis: Flag House Inn: 5 rooms. Enjoy the unique décor and fireplace in the lobby. Laurel Grove Inn on the South: 5 rooms. Enjoy the deli and arcade game room.

When should I book my B&B in Annapolis?

When you're dreaming of a stay in Annapolis, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Annapolis is 52 inches.

What is there to do in Annapolis?

Travelers who want to experience Annapolis should check out its major shopping area and interesting historical sites. If you're looking to find something to do during your travels, you might consider checking out Maryland Hall for Creative Arts and Annapolis Maritime Museum. You might put Maryland State House and William Paca House on your list if you want to see more of the area.

How can I get to and around Annapolis?

You can map out your trip in and around Annapolis ahead of time with these transportation options. Fly into Fort Meade, MD (FME-Tipton), which is located 16.2 mi (26.1 km) from the city center. You can also search for flights into Baltimore Washington Intl. Airport (BWI), which is 16.8 mi (27 km) away. If you'd like to explore around the area, you may want a rental car for your journey.