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Jessup Holiday Rentals

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Our top choices for Jessup holiday rentals

1. Private Guest Suite in Columbia • King Bed • Free Parking

Private Guest Suite in Columbia • King Bed • Free Parking
Columbia
10.0 out of 10, Exceptional, (8 reviews)
"Lovely spot and great host! Wish I had been staying an extra few nights. Super clean and comfortable, with great access to food and attractions."
United States
Greg V.
The price is AU$426
includes taxes & fees
3 Nov - 4 Nov
Private Guest Suite in Columbia • King Bed • Free Parking

2. Lower Level Loft - Adorable Studio Apt. Near BWI

Lower Level Loft - Adorable Studio Apt. Near BWI
South Gate
9.0 out of 10, Wonderful, (20 reviews)
"This was an adorable little place, perfect for my husband and I. With a few minor tweaks and upgrades, this would easily be a five star stay. I would happily stay here again. Thank you!"
United States
Deanna
The price is AU$136
includes taxes & fees
8 Nov - 9 Nov
Lower Level Loft - Adorable Studio Apt. Near BWI

3. Cozy Basement Apartment in Columbia

Cozy Basement Apartment in Columbia
Oakland Mills
8.8 out of 10, Excellent, (18 reviews)
"Our host Zara was extremely responsive and helpful. Would stay here again."
United States
iam_ChinChillaa
The price is AU$169
includes taxes & fees
3 Nov - 4 Nov
Cozy Basement Apartment in Columbia

4. Rollingside Guest Suite

Rollingside Guest Suite
Catonsville
10.0 out of 10, Exceptional, (81 reviews)
"Enjoyed our stay. We plan to return"
United States
Anadee T.
The price is AU$247
includes taxes & fees
3 Nov - 4 Nov
Rollingside Guest Suite

5. Cozy Fells Point Gem / In The Heart of Fells Point

Cozy Fells Point Gem / In The Heart of Fells Point
Fells Point
9.8 out of 10, Exceptional, (217 reviews)
"It’s a cozy, clean, and cute apartment. We enjoyed our stay very much and the location is wonderful…within walking distance of all the restaurants and attractions you could want."
United States
Carol
The price is AU$313
includes taxes & fees
3 Nov - 4 Nov
Cozy Fells Point Gem / In The Heart of Fells Point

6. Cute, Cozy 2-bedroom house near Annapolis with water access

Cute, Cozy 2-bedroom house near Annapolis with water access
Herald Harbor
9.8 out of 10, Exceptional, (31 reviews)
"Great stay"
United States
Guillaume P.
The price is AU$299
includes taxes & fees
23 Nov - 24 Nov
Cute, Cozy 2-bedroom house near Annapolis with water access

7. Global Luxury Suites at Capitol Hill

Global Luxury Suites at Capitol Hill
4.0 star property
Northeast
8.2 out of 10, Very good, (948 reviews)
"Great stay"
United States
Richard
The price is AU$336
includes taxes & fees
24 Nov - 25 Nov
Global Luxury Suites at Capitol Hill

8. Hidden Fells Point Gem / Private Courtyard Patio

Hidden Fells Point Gem / Private Courtyard Patio
Fells Point
9.8 out of 10, Exceptional, (103 reviews)
"Awesome place, great location"
United States
Mark M.
The price is AU$298
includes taxes & fees
8 Nov - 9 Nov
Hidden Fells Point Gem / Private Courtyard Patio

9. Convenient/family friendly home with yard driveway

Convenient/family friendly home with yard driveway
Silver Spring
9.6 out of 10, Exceptional, (8 reviews)
"This property was very comfortable for the 3 of us. Check in was seamless and it was close to major highways for easy access to family we were visiting in the area."
United States
Andrea S.
The price is AU$363
includes taxes & fees
13 Nov - 14 Nov
Convenient/family friendly home with yard driveway

10. The Marle

The Marle
4.5 star property
Old Goucher
10.0 out of 10, Exceptional, (1 review)
"I I love Baltimore and these great mansions that have been restored are an awesome way to appreciate this town."
United States
Anonymous traveller
The price is AU$431
includes taxes & fees
2 Dec - 3 Dec
The Marle

11. Top Location | Free Breakfast + Fitness Center

Top Location | Free Breakfast + Fitness Center
Lanham
10.0 out of 10, Exceptional, (2 reviews)
"Very nice!"
United States
Kerry B.
The price is AU$228
includes taxes & fees
17 Nov - 18 Nov
Top Location | Free Breakfast + Fitness Center

12. Charming Federal Hill! One Bedroom With Vibes

Charming Federal Hill! One Bedroom With Vibes
Sharp Leadenhall
9.8 out of 10, Exceptional, (51 reviews)
"Very nice place, I enjoyed my stay. "
United States
Brian N.
The price is AU$298
includes taxes & fees
9 Nov - 10 Nov
Charming Federal Hill! One Bedroom With Vibes

13. Lakefront Home Firepit BWI Marleycreek River

Lakefront Home Firepit BWI Marleycreek River
3.0 star property
Marley
The price is AU$461
includes taxes & fees
3 Nov - 4 Nov
Lakefront Home Firepit BWI Marleycreek River

14. Sleek and Cozy Micro Fells Point Residence!

Sleek and Cozy Micro Fells Point Residence!
Fells Point
8.8 out of 10, Excellent, (48 reviews)
"Great place"
United States
Victor B.
The price is AU$338
includes taxes & fees
3 Nov - 4 Nov
Sleek and Cozy Micro Fells Point Residence!

15. Fox Cottage Eclectic, Dog-Friendly Retreat

Fox Cottage Eclectic, Dog-Friendly Retreat
Catonsville
10.0 out of 10, Exceptional, (61 reviews)
"Great place to stay. "
United States
Kim P.
The price is AU$404
includes taxes & fees
11 Nov - 12 Nov
Fox Cottage Eclectic, Dog-Friendly Retreat

16. Modern & Elegant Retreat Cozy Capitol Hill Getaway

Modern & Elegant Retreat Cozy Capitol Hill Getaway
Southeast
10.0 out of 10, Exceptional, (15 reviews)
"Very comfortable for two. Easy connection to the Metro."
United States
Terri C.
Modern & Elegant Retreat Cozy Capitol Hill Getaway

17. FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views

FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views
Pasadena
10.0 out of 10, Exceptional, (4 reviews)
"We had a phenomenal time celebrating our engagement at Flohom! The space was spotlessly clean, super comfortable, and peaceful. The location was fantastic, and the hosting was top-notch from start to finish. We couldn't have asked for a better experience to"
United States
Charles W.
The price is AU$596
includes taxes & fees
4 Nov - 5 Nov
FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views

18. WHOLE SUITE 77 - DE LUXE KING BED in Master Bedroom + LR with 2 SLEEPING SOFAS

WHOLE SUITE 77 - DE LUXE KING BED in Master Bedroom + LR with 2 SLEEPING SOFAS
Silver Spring
9.0 out of 10, Wonderful, (22 reviews)
"Communicate with the owner first, make sure you pay for parking if needed"
United States
Jason
The price is AU$291
includes taxes & fees
3 Nov - 4 Nov
WHOLE SUITE 77 - DE LUXE KING BED in Master Bedroom + LR with 2 SLEEPING SOFAS

19. ★"No Contact" Studio w/ Own Entrance & Free Parking close metro bus downtown

★"No Contact" Studio w/ Own Entrance & Free Parking close metro bus downtown
Northwest
9.4 out of 10, Exceptional, (156 reviews)
"Great place to stay!!"
United States
Ryan
The price is AU$262
includes taxes & fees
30 Nov - 1 Dec
★"No Contact" Studio w/ Own Entrance & Free Parking close metro bus downtown

20. Cozy Modern Micro Apt in the Heart of Fells Point!

Cozy Modern Micro Apt in the Heart of Fells Point!
Fells Point
9.0 out of 10, Wonderful, (45 reviews)
"This was a comfortable stay."
United States
Rasheed H.
The price is AU$338
includes taxes & fees
3 Nov - 4 Nov
Cozy Modern Micro Apt in the Heart of Fells Point!
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 favourite 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 depend 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 AU$270 per night. Entering your travel dates in the search wizard might find you 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 close to the most popular sights in Jessup, 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?

Rooftop Deck Escape! Free Parking!: This holiday home rental outside of Jessup is located in the city centre, and has a balcony, a selection of games and a BBQ to put you at ease 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.

What can I see and do in Jessup?

Explore the area and family-friendly sights such as Gardens Ice House, or get out into nature at a spot like Patuxent River. While in the area, you can also visit popular places such as M&T Bank Stadium and Baltimore Inner Harbor Marina.

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.