Jessup Holiday Rentals

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Jessup

WhyHotel by Placemakr Columbia
Private kitchen
WhyHotel by Placemakr Columbia
4.0 star property
9.0 out of 10, Wonderful, (567)
"clean, easy, affordable "
The price is HK$850
HK$960 total
includes taxes & fees
5 Dec - 6 Dec
WhyHotel by Placemakr Columbia
Global Luxury Suites at Capitol Hill
Living area
Global Luxury Suites at Capitol Hill
4.0 star property
8.0 out of 10, Very good, (411)
"Great experience only thing i'd recommend improving is the water pressure and temperature! Other than that great stay!"
The price is HK$757
HK$1,780 total
includes taxes & fees
26 Nov - 27 Nov
Global Luxury Suites at Capitol Hill
Placemakr NoMa - Capitol Hill
Exterior
Placemakr NoMa - Capitol Hill
4.0 star property
8.4 out of 10, Very good, (172)
"The area where the hotel is situated isn’t the best. But the property itself is great! "
The price is HK$850
HK$985 total
includes taxes & fees
3 Dec - 4 Dec
Placemakr NoMa - Capitol Hill
Global Luxury Suites at Tribeca
Rooftop terrace
Global Luxury Suites at Tribeca
4.0 star property
6.0 out of 10, (93)
"A lot of miscommunication but great place to stay "
Global Luxury Suites at Tribeca
Quaint 3/2.5 home in Fort Dupont
Microwave, oven, stovetop, dishwasher
Quaint 3/2.5 home in Fort Dupont
8.0 out of 10, Very good, (11)
"Nice place and a good location not far from downtown"
The price is HK$483
HK$1,930 total
includes taxes & fees
25 Nov - 26 Nov
Quaint 3/2.5 home in Fort Dupont
Large 2BR 2.5 BA Downtown DC
Fridge, microwave, oven, stovetop
Large 2BR 2.5 BA Downtown DC
8.6 out of 10, Excellent, (53)
"This property was as advertised! Clean with large bedrooms and two nice bathrooms. Pretty good location too!! I would come back to this property next visit. "
Large 2BR 2.5 BA Downtown DC
Best Place on Cap Hill /Minutes from Metro
Fridge, microwave, oven, stovetop
Best Place on Cap Hill /Minutes from Metro
9.4 out of 10, Exceptional, (9)
"The location is near DC. The apartment is older and there are three flights of stairs to get into the apartment, but our stay was okay. "
Best Place on Cap Hill /Minutes from Metro
Lovely 2 bedroom Townhouse Apt near Union Station
Fridge, microwave, oven, stovetop
Lovely 2 bedroom Townhouse Apt near Union Station
6.2 out of 10, (10)
"Didn't realize it was a basement unit, but it was in a quiet neighborhood. It costs only around 10 dollars to get a Uber to the museums and national malls. And a safe walk to some fun restaurants around. "
Lovely 2 bedroom Townhouse Apt near Union Station
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
Fridge, microwave, oven, stovetop
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
10.0 out of 10, Exceptional, (16)
"Perfect place for Ravens Game. Walking distance to stadium. Super clean. Nice neighbors. Responsive host. "
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
DC Rowhome + HUGE Roofdeck & Parking ✲ 4br | 3.5ba
Terrace/patio
DC Rowhome + HUGE Roofdeck & Parking ✲ 4br | 3.5ba
9.4 out of 10, Exceptional, (20)
"Family from three states met up after a family wedding for some family time visiting the DC area. Perfect location for walking to eat, visit the Zoo and getting on bus metro and even metro stations.we never moved out cars once parking!"
DC Rowhome + HUGE Roofdeck & Parking ✲ 4br | 3.5ba
Perfect DC Getaway Near Arboretum & Union Market!
Point of interest
Perfect DC Getaway Near Arboretum & Union Market!
7.8 out of 10, Good, (9)
"Property was as advertised. We had a slight problem on check-in but the host was responsive and had the problem fixed by early the following morning. The apartment was nicely updated and comfortable. "
Perfect DC Getaway Near Arboretum & Union Market!
Downtown Delight Vibrant Oasis in Heart of DC's Bustling Streets
Fridge, microwave, oven, stovetop
Downtown Delight Vibrant Oasis in Heart of DC's Bustling Streets
9.0 out of 10, Wonderful, (10)
"Good communication with the host. Clean and spacey. Got everything needed, microwave, fridge, range, etc."
Downtown Delight Vibrant Oasis in Heart of DC's Bustling Streets
Experience DC, while being a cozy walk to the heart of NOMA-North Capitol Hill
Interior
Experience DC, while being a cozy walk to the heart of NOMA-North Capitol Hill
7.2 out of 10, Good, (7)
"Owner was rude. Amenities were a box of frozen waffles. Skip this rental, stay at the marriot next door."
Experience DC, while being a cozy walk to the heart of NOMA-North Capitol Hill
Top of the Town - with Parking
TV, Netflix, Hulu, streaming services
Top of the Town - with Parking
9.8 out of 10, Exceptional, (24)
"Our stay was delightful. We really enjoyed the smart Nordic design, bright and comfortable rooms and thoughtful details of this little apartment. I was in DC to have surgery - the accommodations were perfect for our needs. "
Top of the Town - with Parking
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Fridge, microwave, oven, stovetop
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (20)
"Our group had an amazing time staying on this property. There are many areas inside the house as well as outside the house where you can gather with family and friends. It was very quick and easy to order Ubers/lyfts to the downtow Annapolis area whenever we needed. The house is also convientely located near a small shaping center less than a mile away. We would highly recommend this property!"
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Miscellaneous
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
10.0 out of 10, Exceptional, (202)
"This cozy home was perfect for my coaches & I that were in town for a lacrosse tourney @ the Naval Academy. This home is literally less than 100 steps from the gate of the Naval Base and same distance to dowtown Annapolis city docks, diming, shopping and sight-seeing. We will defintely be back! Thanks John!!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Washington DC Townhome with Home Theater!
Fridge, microwave, stovetop, dishwasher
Washington DC Townhome with Home Theater!
8.0 out of 10, Very good, (10)
"This was a very nice place to stay while moving our son to the area. We were only a few blocks from his new home. This is not an area that is close to tourist attractions, but it is only a 10 minute walk to the Metro station. We enjoyed watching movies in the projector room. The renter was easy to communicate with and very accommodating."
Washington DC Townhome with Home Theater!
Family-friendly Home for travelers / Near subway
Fridge, microwave, oven, stovetop
Family-friendly Home for travelers / Near subway
9.6 out of 10, Exceptional, (7)
"Great place to stay in Capitol Hill with kids. Lots of toys and a sizable backyard. About a 10 minute walk to the Metro. Easy check in and check out. Also easy parking once you find the alley off of A Street. If you come at night, look for the fence/gate for the parking space has the address on there. "
Family-friendly Home for travelers / Near subway
New condo☆Self Check-In☆SmartTV 1min-›Shops, restaurants, parks, metro!
Exterior
New condo☆Self Check-In☆SmartTV 1min-›Shops, restaurants, parks, metro!
2.0 out of 10, (3)
"I booked a week before I needed the place. I was unable to get any form of response from this host, and the phone number was disconnected. Beware of that when dealing with this host, as something might happen when they’re just dropping off the face of earth. This situation canceled the day I was supposed to check in, and cost me $150 extra as I took my money to a competitor."
The price is HK$1,027
HK$1,372 total
includes taxes & fees
23 Nov - 24 Nov
New condo☆Self Check-In☆SmartTV 1min-›Shops, restaurants, parks, metro!
Private top floor at 2067 Park Road, Nw Dc. P.sCheck out 2nd listing too- bigger
Exterior detail
Private top floor at 2067 Park Road, Nw Dc. P.sCheck out 2nd listing too- bigger
10.0 out of 10, Exceptional, (9)
"Comfortable bed, lots of hot water in the shower and a beautiful setting on the edge of Rock Creek Park. The suite was clean and well-maintained. Martin was helpful and most pleasant."
The price is HK$934
HK$2,473 total
includes taxes & fees
23 Nov - 24 Nov
Private top floor at 2067 Park Road, Nw Dc. P.sCheck out 2nd listing too- bigger
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.
Don't see what you're looking for?
See all available properties in Jessup
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Jessup you may be interested in

La Quinta Inn & Suites by Wyndham Columbia / Fort Meade
Exterior
La Quinta Inn & Suites by Wyndham Columbia / Fort Meade
2.5 star property
7.8 out of 10, Good, (943)
"Staff are nice "
The price is HK$562
HK$635 total
includes taxes & fees
22 Dec - 23 Dec
La Quinta Inn & Suites by Wyndham Columbia / Fort Meade
citizenM Washington DC NoMa
Interior detail
citizenM Washington DC NoMa
4.0 star property
9.2 out of 10, Wonderful, (1540)
"Very nice. Clean and quiet."
The price is HK$594
HK$689 total
includes taxes & fees
23 Dec - 24 Dec
citizenM Washington DC NoMa
Renaissance Baltimore Harborplace Hotel
Exterior
Renaissance Baltimore Harborplace Hotel
4.0 star property
8.6 out of 10, Excellent, (2173)
"Clean and close to the Harbor"
The price is HK$789
HK$927 total
includes taxes & fees
19 Dec - 20 Dec
Renaissance Baltimore Harborplace Hotel
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

Frequently asked questions

Are there holiday rentals in Jessup?

Yes, there are holiday rentals in Jessup close to TagParty RECON, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Jessup. Make sure you have time to check out the sporting events and casinos during your trip.

What are some of the best holiday rentals that Jessup has to offer?

A Family-friendly Home Base for DC area travelers // Short walk to METRO subway: This holiday home rental outside of Jessup offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

How many holiday rentals are there in Jessup?

With 12 Expedia holiday rentals, you're guaranteed to find just the right place for your Jessup stay.

What can I see and do in Jessup?

Explore the area and family-friendly sights such as TagParty RECON, or get out into nature at a spot like Patuxent River. While in the area, you can also visit popular places such as Maryland Live Casino and Arundel Mills Mall.

What are holiday rentals like in Jessup?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jessup. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for families.