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B&B in Jessup

Flag House Inn

3.5 star property
Historic District
9.4 out of 10, Exceptional, (83)
"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 AED 672
AED 766 total
includes taxes & fees
10 Dec - 11 Dec
Flag House Inn

1840s Carrollton Inn

4.5 star property
Jonestown
9.6 out of 10, Exceptional, (1002)
"The room and bathroom were clean and spacious. The staff were amazing. Very friendly and capable. Great location for walking to inner harbor and more. I would come back. "
United States
Dorothy
The price is AED 622
AED 731 total
includes taxes & fees
11 Dec - 12 Dec
1840s Carrollton Inn

Charming 2-bedroom in serene Capitol Heights near Washington DC

Seat Pleasant
8.0 out of 10, Very Good, (1)
"Pictures and description were accurate. Owner very nice, but procedures could have been more forthcoming. Beds, pillows and towels were excellent. Window AC was below average in sweltering heat and not the best. Nice seating and tables, just small. When there was an issue, owner was on top of it. Overall positive stay. 2 BR cheaper than 2 hotel rooms. "
United States
Michael L.
The price is AED 316
AED 722 total
includes taxes & fees
10 Dec - 11 Dec
Charming 2-bedroom in serene Capitol Heights near Washington DC

Gray Place Walkscore90 Wifi

Northeast
9.8 out of 10, Exceptional, (26)
"It was a great property for my family and I to rest up during our pass through."
United States
Christopher T.
Gray Place Walkscore90 Wifi

Pure Voyage Shaw

4.0 star property
Northwest
9.2 out of 10, Wonderful, (21)
"Lovely property, great location, amazing staff, would book again!"
United States
Daniel
The price is AED 239
AED 1,044 total
includes taxes & fees
14 Dec - 15 Dec
Pure Voyage Shaw

Gramercy Mansion B&B

4.5 star property
Owings Mills
9.8 out of 10, Exceptional, (161)
"Very cozy and the breakfast was delicious!"
United States
Edie
The price is AED 707
AED 817 total
includes taxes & fees
10 Dec - 11 Dec
Gramercy Mansion B&B

Modern 1BR Near DC – Quiet Comfort, Fast Commute

District Heights
9.6 out of 10, Exceptional, (5)
"I thoroughly enjoyed my stay. Poo"
United States
Dawn C.
The price is AED 349
AED 643 total
includes taxes & fees
21 Dec - 22 Dec
Modern 1BR Near DC – Quiet Comfort, Fast Commute

Elegant 2BR with Stunning City Views in DC

Northeast
8.0 out of 10, Very Good, (1)
"The cleaner did a ok job, I would suggest wiping the walls down as well I would highly suggest taking out the paper towels and adding a broom or some swiffers . I have never been to any rental where a broom/vaccum wasnt available. The logic should be if people want dry hands they can buy paper towels. But a broom is a necessity to keeping the apt clean. Especiall6 of its pet/kid friemdly no one wants to buy a broom on vacation. "
United States
L S.
Elegant 2BR with Stunning City Views in DC

The Wayside Inn Bed & Breakfast

3.5 star property
Ellicott City
9.0 out of 10, Wonderful, (605)
"Lots of charm and convenience to travel to the area attractions etc"
United States
Alan
The price is AED 625
AED 706 total
includes taxes & fees
10 Dec - 11 Dec
The Wayside Inn Bed & Breakfast

Gorgeous and Serene Private Room in charming Washington with WiFi, AC

Northeast
9.0 out of 10, Wonderful, (2)
"Our room was very nice, exactly as advertised. Great communication with the host. He let us check in after hours which was what we needed. The only major downside was there wasn't very much lighting to get in at night and there were a lot of locks to do in the dark. "
United States
Sean B.
The price is AED 257
AED 984 total
includes taxes & fees
14 Dec - 15 Dec
Gorgeous and Serene Private Room in charming Washington with WiFi, AC

Garden & City Skyline View Home in Brookland!

Northeast
8.0 out of 10, Very Good, (8)
"Lovely stay, great location"
United States
Mitzie M.
The price is AED 316
AED 1,082 total
includes taxes & fees
10 Dec - 11 Dec
Garden & City Skyline View Home in Brookland!

Inn at Mary's Land Farm

3.0 star property
Clarksville
10.0 out of 10, Exceptional, (23)
"Clean, beautiful surroundings! Excellent staff and breakfast!"
United States
John
The price is AED 764
AED 863 total
includes taxes & fees
10 Dec - 11 Dec
Inn at Mary's Land Farm

Capitol Hill Stay with Stunning Skyline View

Northeast
6.0 out of 10, (2)
"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. ...
United States
Robin A.
The price is AED 316
AED 945 total
includes taxes & fees
10 Dec - 11 Dec
Capitol Hill Stay with Stunning Skyline View

New Luxury Unit in Capitol Hill | Close to Trolley

Northeast
6.8 out of 10, (5)
"Very nice place! It was great for our DC getaway!"
United States
Anonymous traveler
New Luxury Unit in Capitol Hill | Close to Trolley

Cozy Petworth Stay with Balcony & Courtyard View

Northwest
The price is AED 275
AED 826 total
includes taxes & fees
10 Dec - 11 Dec
Cozy Petworth Stay with Balcony & Courtyard View

Luxurious 2BR BnB ★ Urban Escape ★ Heart of DC ★ Discover DC

2.0 star property
Northeast
9.8 out of 10, Exceptional, (7)
"Perfect place - clean, good location, accurate to description/photos. Highly recommend. "
United States
John K.
The price is AED 643
AED 1,461 total
includes taxes & fees
10 Dec - 11 Dec
Luxurious 2BR BnB ★ Urban Escape ★ Heart of DC ★ Discover DC

Contemporary | Downtown | Views | Luxury

Northwest
Contemporary | Downtown | Views | Luxury

Unit 3 One BR With Queen Sofa and Bed

2.0 star property
Downtown Washington D.C.
10.0 out of 10, Exceptional, (1)
"Clean room, comfortable bed, great location, easy access. "
United States
Marc
The price is AED 587
AED 1,398 total
includes taxes & fees
10 Dec - 11 Dec
Unit 3 One BR With Queen Sofa and Bed

Unit 1: Stylish Studio w/ King bed+ Sofa Bed

Downtown Washington D.C.
9.0 out of 10, Wonderful, (2)
"The room was very clean & there were plenty of shops & restaurants close by. Overall a great place to stay. "
United States
Chris M.
The price is AED 466
AED 1,097 total
includes taxes & fees
10 Dec - 11 Dec
Unit 1: Stylish Studio w/ King bed+ Sofa Bed

Exclusive 3-Bedroom - Modern Comfort Home in D.C.’s Eckington

Northeast
5.6 out of 10, (4)
"The place was alright. Some lights were messed up. There was no hot tub as listed and we arrived to a dead rat in the backyard. The address listed wasn't the right one."
United States
Connor C.
The price is AED 331
AED 1,107 total
includes taxes & fees
9 Jan - 10 January 2026
Exclusive 3-Bedroom - Modern Comfort Home in D.C.’s Eckington
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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Top Jessup Hotel Reviews

Frequently asked questions

Searching for B&Bs in Jessup?
If you want to find an accommodation with fewer rooms than a hotel and a cozy environment, a B&B may be the perfect thing for your vacation to Jessup. When you want to explore some attractions in town, Historic Savage Mill and TagParty RECON are worth a stop.
Why should you consider B&Bs instead of traditional hotels?
Every B&B has a unique charm. Whether it's a garden for guests to admire or a beautiful breakfast room, the little details are what make bed and breakfasts a home away from home.
What are the best B&Bs in Jessup?
Below are some well-liked B&Bs in the area: 1840s Carrollton Inn: 13 rooms. 13.3 mi (21.4 km) from the heart of Jessup. Enjoy the free cooked breakfast and soaking bathtubs. The Wayside Inn Bed & Breakfast: 6 rooms. 7.6 mi (12.2 km) from the downtown core. Enjoy the free full breakfast and designer toiletries. Inn at Mary's Land Farm: 5 rooms. Located 10.4 mi (16.7 km) from the core of Jessup.
When is the best time to book my B&B in Jessup?
When you're planning your escape to Jessup, 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 39°F. Average annual precipitation for Jessup is 53 inches.
What is there to do in Jessup?
Travelers enjoy Jessup for its restaurants and shopping. When you want to explore some things to do in town, Historic Savage Mill and TagParty RECON are some notable sights to visit. Baltimore Inner Harbor Marina and Maryland Live Casino are also some sites to visit if you want to see more of the area.
How can I get to and around Jessup?
You can plan your excursions in and around Jessup ahead of time with these transportation options. Fly into Fort Meade, MD (FME-Tipton), which is located 4.3 mi (6.9 km) away from the heart of the city. Otherwise, look for flights into Baltimore Washington Intl. Airport (BWI), which is 6.1 mi (9.8 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.