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Jessup Holiday Rentals

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Our top choices for Jessup holiday rentals

1. Centrally Located Rancher w/ Parking, Near BWI &

Centrally Located Rancher w/ Parking, Near BWI &
Severn
9.0 out of 10, Wonderful, (14 reviews)
"Had a good stay"
United States
Katie L.
The price is NZ$768
includes taxes & fees
29 Aug - 30 Aug
Centrally Located Rancher w/ Parking, Near BWI &

2. 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, (5 reviews)
"The suite was very clean and quiet. We had everything we needed to enjoy our week long stay. The convenience to shopping was also a plus. This is the second time we have stayed at the Suite in Columbia and look forward to a return stay in the future."
United States
Ed F.
The price is NZ$492
includes taxes & fees
25 Aug - 26 Aug
Private Guest Suite in Columbia • King Bed • Free Parking

3. Cozy Basement Apartment in Columbia

Cozy Basement Apartment in Columbia
Oakland Mills
9.0 out of 10, Wonderful, (14 reviews)
"Clean space, nice area, relatively close to shops and businesses "
United States
Susie A.
The price is NZ$211
includes taxes & fees
25 Aug - 26 Aug
Cozy Basement Apartment in Columbia

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

Lower Level Loft - Adorable Studio Apt. Near BWI
South Gate
9.0 out of 10, Wonderful, (18 reviews)
"That place is incredible—very cozy and clean."
United States
Nataly
The price is NZ$185
includes taxes & fees
14 Sept - 15 Sept
Lower Level Loft - Adorable Studio Apt. Near BWI

5. Rollingside Guest Suite

Rollingside Guest Suite
Catonsville
10.0 out of 10, Exceptional, (75 reviews)
"Easy and very nice place and neighborhood. Short stay for business trip but would do certainly do again."
United States
Jack B.
The price is NZ$270
includes taxes & fees
8 Sept - 9 Sept
Rollingside Guest Suite

6. Large Home with Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21

Large Home with Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21
Severn
9.6 out of 10, Exceptional, (37 reviews)
"This was a weekend celebrating our son's retirement from the Navy. The weather and accommodations were great. The family loved the big yard, front and back, and the pool. We would gladly rent it again if we could get our whole family together."
United States
Perry S.
The price is NZ$1,748
includes taxes & fees
26 Aug - 27 Aug
Large Home with Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21

7. 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, (212 reviews)
"We enjoyed our stay. It was a cute little place and perfect for 3 of us. The area is pretty quiet for the most part. We would definitely stay here again."
United States
Tammy
The price is NZ$363
includes taxes & fees
25 Aug - 26 Aug
Cozy Fells Point Gem / In The Heart of Fells Point

8. Sleek and Cozy Micro Fells Point Residence!

Sleek and Cozy Micro Fells Point Residence!
Fells Point
8.8 out of 10, Excellent, (45 reviews)
"Good location, clean and quick response from owner."
United States
Michael O.
The price is NZ$411
includes taxes & fees
25 Aug - 26 Aug
Sleek and Cozy Micro Fells Point Residence!

9. Entire House 1BD King Bed near Downtown

Entire House 1BD King Bed near Downtown
3.0 star property
Hollins Market
7.6 out of 10, Good, (15 reviews)
"Great space for the price. Walking distance to the stadium and the ball park. Quiet neighborhood with friendly occupants. Would’ve given 5 stars if the unit was clean but it was not, the table and floors were sticky, window sill was covered with dead fruit flies, and I even had a fly glue strip get stuck to my hand when I tried to look through the blinds…😩The bathtub also needs replacing."
United States
Denise
The price is NZ$200
includes taxes & fees
25 Aug - 26 Aug
Entire House 1BD King Bed near Downtown

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

Cute, Cozy 2-bedroom house near Annapolis with water access
Herald Harbor
9.6 out of 10, Exceptional, (20 reviews)
"Great stay! Very clean home in a quiet neighborhood. Easy drive to downtown, and there’s a local restaurant right down the street. We really enjoyed our stay!"
United States
Taylor C.
The price is NZ$388
includes taxes & fees
30 Aug - 31 Aug
Cute, Cozy 2-bedroom house near Annapolis with water access

11. Lakefront Home Firepit BWI Marleycreek River

Lakefront Home Firepit BWI Marleycreek River
3.0 star property
Marley
The price is NZ$559
includes taxes & fees
25 Aug - 26 Aug
Lakefront Home Firepit BWI Marleycreek River

12. Fox Cottage *Pet Friendly*

Fox Cottage *Pet Friendly*
Catonsville
10.0 out of 10, Exceptional, (57 reviews)
"Cute place with a lot of charm. Would stay again if we are back in the area. Host is amazing and made our lives less stressful."
United States
Davin K.
The price is NZ$506
includes taxes & fees
14 Sept - 15 Sept
Fox Cottage *Pet Friendly*

13. 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, (40 reviews)
"We had such a great trip! The place was perfect and exactly how pictured! "
United States
Reagan C.
The price is NZ$411
includes taxes & fees
27 Aug - 28 Aug
Cozy Modern Micro Apt in the Heart of Fells Point!

14. Hidden Fells Point Gem / Private Courtyard Patio

Hidden Fells Point Gem / Private Courtyard Patio
Fells Point
9.8 out of 10, Exceptional, (98 reviews)
"Awesome place, great location"
United States
Mark M.
The price is NZ$385
includes taxes & fees
2 Sept - 3 Sept
Hidden Fells Point Gem / Private Courtyard Patio

15. Glen Burnie Escape - Pet friendly with easy access to multiple attractions.

Glen Burnie Escape - Pet friendly with easy access to multiple attractions.
Glen Burnie
10.0 out of 10, Exceptional, (33 reviews)
"Great place to stay, would book it again, "
United States
Kim M.
The price is NZ$646
includes taxes & fees
25 Aug - 26 Aug
Glen Burnie Escape - Pet friendly with easy access to multiple attractions.

16. Cozy Private Family Palace near BWI, Pet-Friendly

Cozy Private Family Palace near BWI, Pet-Friendly
Glen Burnie
9.8 out of 10, Exceptional, (28 reviews)
"Nice place and good location "
United States
FRANKLIN S.
The price is NZ$839
includes taxes & fees
29 Aug - 30 Aug
Cozy Private Family Palace near BWI, Pet-Friendly

17. Glen Burnie Hideaway - Pet friendly with easy access to multiple attractions.

Glen Burnie Hideaway - Pet friendly with easy access to multiple attractions.
Glen Burnie
10.0 out of 10, Exceptional, (13 reviews)
"Perfect for the overnight stay. "
United States
Nathan D.
The price is NZ$528
includes taxes & fees
30 Aug - 31 Aug
Glen Burnie Hideaway - Pet friendly with easy access to multiple attractions.

18. Convenient/family friendly home with yard driveway

Convenient/family friendly home with yard driveway
Silver Spring
9.4 out of 10, Exceptional, (6 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 NZ$422
includes taxes & fees
25 Aug - 26 Aug
Convenient/family friendly home with yard driveway

19. Cozy 2-bedroom apartment in welcoming Baltimore with WiFi, AC

Cozy 2-bedroom apartment in welcoming Baltimore with WiFi, AC
Greektown
9.8 out of 10, Exceptional, (16 reviews)
"The house was clean and the beds were comfortable. "
United States
Karen B.
The price is NZ$402
includes taxes & fees
22 Sept - 23 Sept
Cozy 2-bedroom apartment in welcoming Baltimore with WiFi, AC

20. Private 1BR Home • Parking • Near Metro

Private 1BR Home • Parking • Near Metro
Northeast
The price is NZ$181
includes taxes & fees
25 Aug - 26 Aug
Private 1BR Home • Parking • Near Metro
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Jessup holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Jessup. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Jessup. Seeing all the best attractions is bound to make you fall in love with Jessup. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Jessup short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Jessup?

Yes, we have holiday rentals where you'll be just 13 mi (20.9 km) from National Aquarium in Baltimore, providing a more remote option to escape the hustle and bustle. 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?

Cute, Cozy 2-bedroom house near Annapolis with water access: This holiday home rental outside of Jessup offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of books in this rental home to help you unwind.

What can I see and do in Jessup?

Explore the area and family-friendly sights such as National Aquarium in Baltimore, 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 Oriole Park at Camden Yards.

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.