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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 114 Condo Rentals in Jessup with updated reviews, rates, and availability.

Romantic Two Bedroom Condo
Fridge, microwave, oven, stovetop

Romantic Two Bedroom Condo

10.0 out of 10, Exceptional, (72)
"The home was warm, beautifully decorated and clean. Location was in a great neighborhood with easy parking. Beds and furniture were very comfortable. Communication was easy for check in and check out. We would book again for future visits."
Romantic Two Bedroom Condo
Historic DC Firehouse Penthouse Loft
TV

Historic DC Firehouse Penthouse Loft

9.0 out of 10, Wonderful, (19)
"We had a great stay. The place was located in a good area convenient to metro. We utilized both the metro and uber. There was a grocery store about 15 minute walk away. The house was clean. There were pots, dishes and dishwasher which came in handy with kids. Overall great little vacation. We hope to stay here again in the future!!"
Historic DC Firehouse Penthouse Loft
Downtown Annapolis Condo w/ Free Parking + Coffee
Property grounds

Downtown Annapolis Condo w/ Free Parking + Coffee

10.0 out of 10, Exceptional, (21)
"New, clean, comfortable, thoughtfully furnished, felt very safe, Curate (great coffee shop) downstairs, close in location, attentive property managers."
Downtown Annapolis Condo w/ Free Parking + Coffee
Annapolis Condominium in the heart of the historic center
Terrace/patio

Annapolis Condominium in the heart of the historic center

9.8 out of 10, Exceptional, (270)
"This property is just steps from Main Street. It was the perfect location for exploring town and enjoying all that Annapolis had to offer during the holiday season. "
Annapolis Condominium in the heart of the historic center
Contemporary Condo in Quiet Locale!
Exterior

Contemporary Condo in Quiet Locale!

9.8 out of 10, Exceptional, (31)
"My only issue was with the VRBO app. The condo is cute and well stocked."
Contemporary Condo in Quiet Locale!
Upscale Penthouse Rooftop TV+Capitol+Monument Views+Parking
Fridge, microwave, oven, stovetop

Upscale Penthouse Rooftop TV+Capitol+Monument Views+Parking

9.4 out of 10, Exceptional, (28)
"Very clean and well maintained.We enjoyed the large space and roof top deck with tv.Kitchen was well stocked with coffee and dishes etc.Primary has a large tv.Easy drive to local attractions. Host was very responsive."
The price is $711
includes taxes & fees
$613 per night
May 16 - May 17
Upscale Penthouse Rooftop TV+Capitol+Monument Views+Parking
Book for CW 2025 Walk to Main Street restaurants and shops from waterfront Condo w Pool and Parking
Point of interest

Book for CW 2025 Walk to Main Street restaurants and shops from waterfront Condo w Pool and Parking

10.0 out of 10, Exceptional, (16)
"The property was outstanding in proximity to the USNA and downtown Annapolis. We were able to walk to a fabulous bakery and good restaurants. The apartment was well appointed. The King-sized bed was exceptionally comfortable. We will return to this location!"
Book for CW 2025 Walk to Main Street restaurants and shops from waterfront Condo w Pool and Parking
Beautiful Condo - Water View Near City Dock
Outdoor dining

Beautiful Condo - Water View Near City Dock

9.6 out of 10, Exceptional, (144)
"This is a very small apartment, but that’s all I needed for the weekend. I’m a woman traveling alone and safety is a big factor for me. I felt very secure and comfortable in this home. The location is nice. My only complaint (minor) is that the refrigerator was very loud."
Beautiful Condo - Water View Near City Dock
Unit #2 Close to Howard University
Fridge, microwave, oven, stovetop

Unit #2 Close to Howard University

2.0 star property
9.4 out of 10, Exceptional, (3)
"This was a great place to stay. Host was great, location is amazing. Would love to stay here again when I come back to Washington DC!"
The price is $346
includes taxes & fees
$299 per night
May 1 - May 2
Unit #2 Close to Howard University
Prime Viewing for Blue Angels -Rooftop Deck and Water Views of Spa Creek!
Pool

Prime Viewing for Blue Angels -Rooftop Deck and Water Views of Spa Creek!

10.0 out of 10, Exceptional, (9)
"We enjoyed our visit with our son at USNA. Easy walk to DTA and great restaurants in Eastport. View from rooftop was spectacular!! Beds were comfortable."
Prime Viewing for Blue Angels -Rooftop Deck and Water Views of Spa Creek!
3-bedroom condo in charming Washington with AC, WiFi. Relax and enjoy
Microwave, oven, stovetop, dishwasher

3-bedroom condo in charming Washington with AC, WiFi. Relax and enjoy

2.0 star property
10.0 out of 10, Exceptional, (4)
"This is a beautiful home in a nice little neighborhood right outside of downtown Washington DC. We travelled here for a week long vacation with parents and my teenage sons. The home was clean with plenty of blankets and towels. The cookware was in good condition and good knives and cutting board (this seems to be an issue at many rentals so we were happy to get good quality kitchen items here). The owner was easy to communicate with and readily available to make sure we enjoyed our stay -...
3-bedroom condo in charming Washington with AC, WiFi. Relax and enjoy
Unit #1 - 1-bedroom condo in amazing Washington Close to Howard University,
Smart TV

Unit #1 - 1-bedroom condo in amazing Washington Close to Howard University,

8.0 out of 10, Very Good, (1)
"The room is large, the kitchen is fully equipped, there is a washing machine, and a dryer. There is a black university campus nearby, and it is a bit far away from the main tourist attractions."
The price is $357
includes taxes & fees
$308 per night
May 8 - May 9
Unit #1 - 1-bedroom condo in amazing Washington Close to Howard University,
Chic Condo w/ Balcony in the Heart of Annapolis!
Interior

Chic Condo w/ Balcony in the Heart of Annapolis!

9.8 out of 10, Exceptional, (54)
"We have stayed in this building 3 times, and the location and the set up of the units are excellent. The complex is safe, quiet and is in a great location. It also is very accessible for handicap and having a secure parking spot is advantageous. "
Chic Condo w/ Balcony in the Heart of Annapolis!
Cozy Mid-Century Apartment Steps From Restaurants
Fridge, microwave, oven, stovetop

Cozy Mid-Century Apartment Steps From Restaurants

10.0 out of 10, Exceptional, (1)
"We arrived at the apartment after a long day of work. It was an easy bus ride from the museums on the Mall. Clean, nicely decorated, with thoughtful touches like ear plugs, coffee and creamer, fresh towels, blackout curtains...we slept very well. It was perfect for a short overnight trip with a work colleague!"
The price is $446
includes taxes & fees
$385 per night
May 27 - May 28
Cozy Mid-Century Apartment Steps From Restaurants
90 DAY MINIMUM STAY - Spacious Cyberpunk Themed Downtown Loft
Interior

90 DAY MINIMUM STAY - Spacious Cyberpunk Themed Downtown Loft

10.0 out of 10, Exceptional, (8)
"I had a wonderful stay at this place! It is SUPER clean and close to lots of things; easy to get to where you want to go from there. I was staying in town for a conference, and it’s a 5-7 minute walk to the convention center. The owners have thought of everything-so many cute little touches in the loft. It’s a whole vibe in there! Great experience and I would definitely stay there again!"
90 DAY MINIMUM STAY - Spacious Cyberpunk Themed Downtown Loft
Colorful DC Hideaway
Terrace/patio

Colorful DC Hideaway

The price is $298
includes taxes & fees
$257 per night
May 7 - May 8
Colorful DC Hideaway
Water-view condo with rooftop pool & balcony - minutes from downtown
TV

Water-view condo with rooftop pool & balcony - minutes from downtown

9.2 out of 10, Wonderful, (9)
"I recently stayed at the USNA Getaway in Annapolis, MD, and it was fantastic! The location is perfect, right near the Naval Academy and downtown Annapolis. The property is immaculate and beautifully furnished, with a cozy living area, fully equipped kitchen, and a lovely outdoor patio. The bedroom was spacious and super comfortable. The host was incredibly responsive and made sure I had everything I needed. Check-in and check-out were smooth and easy. I highly recommend the USNA Getaway for...
Water-view condo with rooftop pool & balcony - minutes from downtown
Downtown Loft & Close to EVERYTHING!
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils

Downtown Loft & Close to EVERYTHING!

6.8 out of 10, (3)
"Nice place, but not for the older people like us. Central location to everything the harbor, bars and shopping."
Downtown Loft & Close to EVERYTHING!
Luxury Condo 2br close to Metro & NIH Walter Rees/Sightseeing/Museums/Zoo/shops
Fridge, microwave, oven, stovetop

Luxury Condo 2br close to Metro & NIH Walter Rees/Sightseeing/Museums/Zoo/shops

9.6 out of 10, Exceptional, (49)
"Great neighborhood - inside a little tired. Needs new flooring in places. Furniture is sparse and mix-mash. Bar stools (only 2) are disgusting - need replacement. Need a Keurig. Very spacious and quiet. "
Luxury Condo 2br close to Metro & NIH Walter Rees/Sightseeing/Museums/Zoo/shops
Designer 3-BDR Penthouse+Private Rooftop View of Monument&Capitol+Parking
Property grounds

Designer 3-BDR Penthouse+Private Rooftop View of Monument&Capitol+Parking

9.6 out of 10, Exceptional, (9)
"I loved everything about the apartment and the host.The only problem we had was at check in. The host hadn't told us ANYTHING about when she planned to send us the key information, so when it was 2 min after check in time, and I still hadn't heard ANYTHING, I panicked. Then, at 4 min after check in time, the key information arrived via email. All was well after that.Great apartment! Comfy beds! Thanks!"
The price is $711
includes taxes & fees
$613 per night
May 19 - May 20
Designer 3-BDR Penthouse+Private Rooftop View of Monument&Capitol+Parking
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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Other property types in Jessup

Global Luxury Suites at Capitol Hill
Luxury Apartment, 1 Bedroom (Room décor/layout/colors vary by unit) | Living area | 42-inch flat-screen TV with cable channels, TV, Netflix

Global Luxury Suites at Capitol Hill

4.0 star property
8.0 out of 10, Very Good, (538)
"I liked everything about the property except for the subway noise. That noise runs all day and night every few minutes and it was difficult to sleep. The staff were great, very helpful and accomodating. The location is good with the exception of the train. "
The price is $274
includes taxes & fees
$236 per night
May 1 - May 2
Global Luxury Suites at Capitol Hill
WhyHotel by Placemakr Columbia
Studio Apartment | Private kitchen | Fridge, microwave, oven, stovetop

WhyHotel by Placemakr Columbia

4.0 star property
9.0 out of 10, Wonderful, (693)
"It’s nice to be able to get away and still have the amenities of an apartment. "
The price is $125
includes taxes & fees
$111 per night
May 12 - May 13
WhyHotel by Placemakr Columbia
Reside NoMa, a Wyndham Residence
Iron/ironing board, free WiFi, bed sheets

Reside NoMa, a Wyndham Residence

2.5 star property
8.4 out of 10, Very Good, (217)
"This was about as basic as it gets. It was very clean and spacious. I could not get the tv to sync to any of my accounts so no live programming. It would not connect to or mirror my phone either. "
The price is $151
includes taxes & fees
$131 per night
May 26 - May 27
Reside NoMa, a Wyndham Residence
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.

Frequently asked questions

Why book your condo in Jessup with Expedia?
Reserving a condo in Jessup is as simple as working out your travel dates and picking the option that has what you need. After something affordable or luxurious, or a stay that also includes a pool? Use Expedia’s search filters to further narrow your search results and find the ideal fit.
How can I find cheap condos in Jessup?
With Expedia’s user-friendly filter tool, getting your hands on cheap condos in Jessup is a breeze. To find stays that’ll make your wallet happy, narrow your search by star rating, budget and amenities.
What is there to do in Jessup near my condo?
The best travel accessory is a well-planned schedule. Historic Savage Mill is a wonderful spot to kick off your exploration of Jessup.