Jessup Holiday Rentals

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Our top choices for Jessup holiday rentals

4.0 star property
8.2 out of 10, Very good, (725)
"Yes we had a great stay"
United States
Della
The price is NZ$233
includes taxes & fees
28 Dec - 29 Dec
Global Luxury Suites at Capitol Hill
9.8 out of 10, Exceptional, (200)
"Great place all around "
United States
Sophia F.
The price is NZ$336
includes taxes & fees
29 Dec - 30 Dec
Cozy Fells Point Gem / In The Heart of Fells Point
9.2 out of 10, Wonderful, (14)
"Nice place, really enjoyed my time "
United States
Arielle H.
The price is NZ$352
includes taxes & fees
29 Dec - 30 Dec
YOUR KING-SIZE BED in A Master Bedroom plus 2 SLEEPING SOFAS - WHOLE SUITE 64.
8.8 out of 10, Excellent, (6)
"The Basment Unit is so clean, well furnished and so comfortable. I enjoyed my stay. "
United States
Mesert
The price is NZ$428
includes taxes & fees
28 Dec - 29 Dec
Basement Unit 1-bedroom with AC and WiFi in beautiful Washington
2.0 star property
9.6 out of 10, Exceptional, (7)
"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!"
United States
Booboop T.
The price is NZ$514
includes taxes & fees
8 Jan - 9 Jan 2026
Unit #2 Close to Howard University
9.6 out of 10, Exceptional, (93)
"Lenny & his housekeeper Elviea were exceptionally helpful, funny and a delight to be with! I spent two weeks here & it was the best place I've ever stayed compared to my stays in Korea, Ireland & several other US cities. Highly recommend!"
United States
Edward J.
The price is NZ$344
includes taxes & fees
11 Jan - 12 Jan 2026
Hidden Fells Point Gem / Private Courtyard Patio
9.0 out of 10, Wonderful, (31)
"We had such a great stay at the property. Everything was clean and welcoming. It was the perfect little place/space for my wife my 3 yr old son and myself. The street parking in the area was also good. We were able to find a spot right around the corner. The location of the property in relation to a lot of the sites in Fells Point was perfect as well. Everything 5 stars we would definitely recommend and We would definitely book again! "
United States
Bryan S.
The price is NZ$421
includes taxes & fees
29 Dec - 30 Dec
Cozy Modern Micro Apt in the Heart of Fells Point!

Apartment in Northeast

Chic Downtown In-Law Suite
9.2 out of 10, Wonderful, (51)
"Cute, clean, quiet and relaxing. My first time in DC, my old dog enjoyed our time and I will be saving this for future trips "
United States
Kristina W.
The price is NZ$328
includes taxes & fees
16 Jan - 17 Jan 2026
Chic Downtown In-Law Suite
10.0 out of 10, Exceptional, (4)
"House was in great condition, clean, and host was easily accessible. "
United States
Christopher L.
The price is NZ$481
includes taxes & fees
22 Jan - 23 Jan 2026
Perfect 4 Holidays: Fed Hill★Family★ 3BR 2BA★2 Parkings★Full Kitch★Walkscore 92
9.4 out of 10, Exceptional, (13)
"This was great for our stay. Nice place to come back to at the end of the day. It’s in a quiet neighborhood and being a lower level there is no traffic noise either. Great communication with the host and the description of the listing is accurate. Enjoy!"
United States
Jack B.
The price is NZ$217
includes taxes & fees
28 Dec - 29 Dec
Lower Level Loft - Adorable Studio Apt. Near BWI
9.8 out of 10, Exceptional, (23)
"Great location to walk to restaurants, stores & Metro"
United States
Teri
The price is NZ$395
includes taxes & fees
11 Jan - 12 Jan 2026
Charming 2BD/1BA in Hip Area - Near Metro
10.0 out of 10, Exceptional, (37)
"It was a clean and comfortable stay in a great location and it had all the amenities you need."
United States
Emily W.
The price is NZ$340
includes taxes & fees
4 Jan - 5 Jan 2026
Charming Federal Hill! One Bedroom With Vibes
10.0 out of 10, Exceptional, (2)
"Clean and cozy place, neighborhood was nice aswell, hosts replied quickly and were very understanding and helpful. Great stay "
United States
Victoria R.
The price is NZ$415
includes taxes & fees
28 Dec - 29 Dec
Comfy, clean one-bedroom unit in Columbia Heights
10.0 out of 10, Exceptional, (13)
"The apartment was cleanly, the renter was communicative and polite, and the photos are accurate. I would stay here again."
United States
Kohl L.
The price is NZ$536
includes taxes & fees
28 Dec - 29 Dec
Private top floor at 2067 Park Road, Nw Dc. P.sCheck out 2nd listing too- bigger
9.4 out of 10, Exceptional, (151)
"This was a wonderful little apartment. Very quiet, clean, almost every amenity was provided. Hosts were sweet and kind. Would stay here again in a heartbeat!"
United States
David
The price is NZ$328
includes taxes & fees
5 Jan - 6 Jan 2026
★"No Contact" Studio w/ Own Entrance & Free Parking close metro bus downtown

Holiday Home in Southeast

Quaint 3/2.5 home in Fort Dupont
7.4 out of 10, Good, (28)
"communication was neutral, but beautiful property in a nice area! "
United States
kennedy a.
The price is NZ$464
includes taxes & fees
19 Jan - 20 Jan 2026
Quaint 3/2.5 home in Fort Dupont
9.8 out of 10, Exceptional, (37)
"The coziest place with all the amenities! We absolutely loved our stay here and found it so relaxing. "
United States
Kelsey L.
The price is NZ$383
includes taxes & fees
1 Jan - 2 Jan 2026
Private Apt 1 Bedroom Hi-Speed Internet, DC Metro.
3.0 star property
9.0 out of 10, Wonderful, (2)
"It took a whole day for the house to get warm.No utensils.And last but not least the heat was turned off in the middle of the night.Monday morning was very cold,that’s why we left at nine thirty. "
United States
Cathy
The price is NZ$853
includes taxes & fees
4 Jan - 5 Jan 2026
5 Mi to Downtown Baltimore: Quiet Home w/ Porch

Holiday Home in Northeast

Charm and Comfort in Capitol Hill
2.0 star property
9.6 out of 10, Exceptional, (9)
"Very clean and the host was great!!"
United States
Mia B.
The price is NZ$400
includes taxes & fees
5 Jan - 6 Jan 2026
Charm and Comfort in Capitol Hill
9.6 out of 10, Exceptional, (13)
"Room was excellent no complaints. Will book again in the future. "
United States
Stephfone
The price is NZ$323
includes taxes & fees
29 Dec - 30 Dec
1Bed/Bath Apt in Baltimore 5 min to hospitals, coffee shops, Inner Harbor &more
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

Everything you need to know about Jessup holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jessup holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jessup holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jessup holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jessup. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jessup holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jessup holiday rentals we have selected for you start as low as NZ$199 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jessup rentals

At Expedia, we put the best Jessup holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Jessup rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jessup holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jessup. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Huge 4-bedroom apt NW DC Walk to Metro, 1 mile to Capitol hill: This holiday home rental outside of Jessup offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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. Historic Savage Mill and Baltimore Inner Harbor Marina are a couple of places you'll find in the wider area.

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.