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Our top choices for Jessup bed & breakfast

Flag House Inn

Flag House Inn
3.5 star property
Historic District
9.4 out of 10, Exceptional, (84)
"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
$187 nightly
The price is $213
Jan 4 - Jan 5, 2026
Total with taxes and fees
Flag House Inn

1840s Carrollton Inn

1840s Carrollton Inn
4.5 star property
Jonestown
9.6 out of 10, Exceptional, (1000)
"Excellent service, lovely place, great breakfast!"
United States
Patricia
$161 nightly
The price is $189
Jan 15 - Jan 16, 2026
Total with taxes and fees
1840s Carrollton Inn

Pure Voyage Shaw

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
$299 nightly
The price is $314
Jan 2 - Jan 3, 2026
Total with taxes and fees
Pure Voyage Shaw

Gramercy Mansion B&B

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
$193 nightly
The price is $222
Dec 26 - Dec 27
Total with taxes and fees
Gramercy Mansion B&B

Charming 2-bedroom in serene Capitol Heights near Washington DC

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.
$174 nightly
The price is $197
Dec 25 - Dec 26
Total with taxes and fees
Charming 2-bedroom in serene Capitol Heights near Washington DC

Iconic DC Unit | Stunning Views | Graceful Balcony

Iconic DC Unit | Stunning Views | Graceful Balcony
Northwest
6.0 out of 10, (1)
"Bed advertised as queen but is definitely a full by measurement, pillows were flat, and bedroom curtains blocked no light. This is the prime example of why people stay in their property before renting it out to others. The Wi-Fi also did not work for it entire stay. The property manager replied on day 1 that they were working on it, but we never heard anything further and it never worked. If these points get resolved, I would recommend this property. The location is convenient to the metro and...
United States
Robin J.
$206 nightly
The price is $239
Jan 5 - Jan 6, 2026
Total with taxes and fees
Iconic DC Unit | Stunning Views | Graceful Balcony

Brookland Home with Pleasant Views & Dining Spot

Brookland Home with Pleasant Views & Dining Spot
Northeast
10.0 out of 10, Exceptional, (1)
"Great stay and conveniently located for our trip. "
United States
Chris H.
$203 nightly
The price is $235
Jan 5 - Jan 6, 2026
Total with taxes and fees
Brookland Home with Pleasant Views & Dining Spot

The Wayside Inn Bed & Breakfast

The Wayside Inn Bed & Breakfast
3.5 star property
Ellicott City
9.0 out of 10, Wonderful, (609)
"Lots of charm and convenience to travel to the area attractions etc"
United States
Alan
$189 nightly
The price is $214
Dec 24 - Dec 25
Total with taxes and fees
The Wayside Inn Bed & Breakfast

Upscale Capitol Hill Unit | Heart of Washington DC

Upscale Capitol Hill Unit | Heart of Washington DC
Northeast
8.8 out of 10, Excellent, (3)
"The managers were super responsive, check in was easy and the place had everything I needed for a short stay. Located near a lot of important landmarks, and not far from the Capitol, Wharf or the airport. I noticed folks in the neighborhood were also kind, alert and helpful."
United States
Joan A.
$215 nightly
The price is $249
Dec 29 - Dec 30
Total with taxes and fees
Upscale Capitol Hill Unit | Heart of Washington DC

Gray Place Walkscore90 Wifi

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.
$387 nightly
The price is $449
Dec 30 - Dec 31
Total with taxes and fees
Gray Place Walkscore90 Wifi

Garden & City Skyline View Home in Brookland!

Garden & City Skyline View Home in Brookland!
Northeast
8.0 out of 10, Very Good, (8)
"Lovely stay, great location"
United States
Mitzie M.
$254 nightly
The price is $295
Jan 5 - Jan 6, 2026
Total with taxes and fees
Garden & City Skyline View Home in Brookland!

Contemporary | Downtown | Views

Contemporary | Downtown | Views
2.0 star property
Northwest
$337 nightly
The price is $342
Jan 2 - Jan 3, 2026
Total with taxes and fees
Contemporary | Downtown | Views

Unit 3 One BR With Queen Sofa and Bed

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
$312 nightly
The price is $362
Dec 31 - Jan 1, 2026
Total with taxes and fees
Unit 3 One BR With Queen Sofa and Bed

Inn at Mary's Land Farm

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
$208 nightly
The price is $235
Jan 4 - Jan 5, 2026
Total with taxes and fees
Inn at Mary's Land Farm

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

Exclusive 3-Bedroom - Modern Comfort Home in D.C.’s Eckington
Northeast
4.8 out of 10, (5)
"Owner had nothing working then forced me to leave when asking for help"
United States
Machai P.
$250 nightly
The price is $290
Jan 5 - Jan 6, 2026
Total with taxes and fees
Exclusive 3-Bedroom - Modern Comfort Home in D.C.’s Eckington

Luxury| 2 bedrooms | Heart of Shaw

Luxury| 2 bedrooms | Heart of Shaw
Northwest
9.0 out of 10, Wonderful, (2)
"Facilities and amenities excellent. Able to to walk to all Washington DC sites but train service etc easy. So great stay. Thank you. "
United Kingdom
Roger J.
$372 nightly
The price is $379
Jan 14 - Jan 15, 2026
Total with taxes and fees
Luxury| 2 bedrooms | Heart of Shaw

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

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.
$340 nightly
The price is $394
Dec 28 - Dec 29
Total with taxes and fees
Luxurious 2BR BnB ★ Urban Escape ★ Heart of DC ★ Discover DC

Contemporary | Downtown | Views

Contemporary | Downtown | Views
Northwest
$649 nightly
The price is $649
Jan 8 - Jan 9, 2026
Total with taxes and fees
Contemporary | Downtown | Views

Capitol Hill Stay with Stunning Skyline View

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.
$227 nightly
The price is $263
Jan 5 - Jan 6, 2026
Total with taxes and fees
Capitol Hill Stay with Stunning Skyline View

Unit 1: Stylish Studio w/ King bed+ Sofa 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.
$285 nightly
The price is $291
Dec 24 - Dec 25
Total with taxes and fees
Unit 1: Stylish Studio w/ King bed+ Sofa Bed
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

Find out more about Jessup

Jessup B&B information

Number of reviews
1,503
Accommodation
140 B&B
Lowest Price
$189
Highest Price
$637

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Jessup?
Prices for B&Bs in Jessup often vary, but you can find a great deal from $189 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Jessup B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Jessup?
The most popular time to book a B&B in Jessup is during the late spring and summer months, particularly from May to August. This vibrant season draws visitors eager to explore the lush landscapes and enjoy outdoor activities such as hiking, biking, and picnicking in the scenic parks nearby. With temperatures ranging from the mid-60s to low 80s Fahrenheit, this period provides a comfortable climate ideal for sightseeing and soaking up the natural beauty of the region.

July stands out as the peak month, buzzing with energy as families and adventure seekers flock to Jessup. This is an exceptional time to experience local festivals and events that celebrate the community's culture, offering visitors a chance to immerse themselves in the local way of life.

For those looking to enjoy Jessup at a more leisurely pace and at a better value, consider planning your visit in November. This month allows you to appreciate the area's beauty without the crowds, featuring the calming sights of autumn foliage and the tranquility of nature. You'll have the opportunity to explore nearby hiking trails and enjoy the crisp air, all while avoiding the hustle and bustle of peak season.
What is the difference between a Jessup B&B and a hotel?
Every Jessup B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Jessup B&Bs.

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