A sunset over a city with a river, surrounded by greenery and buildings.

Jessup Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Jessup vacation rentals

1 bedroom, desk, iron/ironing board, travel crib

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, (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 ￥18,970
￥46,469 total
includes taxes & fees
Aug 30 - Aug 31
Private Guest Suite in Columbia • King Bed • Free Parking
Smart TV, stereo

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, (18 reviews)
"That place is incredible—very cozy and clean."
United States
Nataly
The price is ￥10,231
￥17,405 total
includes taxes & fees
Aug 12 - Aug 13
Lower Level Loft - Adorable Studio Apt. Near BWI
Dining

3. Cozy Basement Apartment in Columbia

Cozy Basement Apartment in Columbia
Oakland Mills
8.8 out of 10, Excellent, (13 reviews)
"Our host Zara was extremely responsive and helpful. Would stay here again."
United States
iam_ChinChillaa
The price is ￥14,009
￥19,855 total
includes taxes & fees
Aug 8 - Aug 9
Cozy Basement Apartment in Columbia
Outdoor dining

4. Rollingside Guest Suite

Rollingside Guest Suite
Catonsville
10.0 out of 10, Exceptional, (74 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 ￥19,675
￥33,087 total
includes taxes & fees
Aug 30 - Aug 31
Rollingside Guest Suite
Marina

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, (208 reviews)
"Appreciated the privacy."
United States
Marie
The price is ￥8,972
￥34,905 total
includes taxes & fees
Aug 3 - Aug 4
Cozy Fells Point Gem / In The Heart of Fells Point
1 bedroom, desk, WiFi, bed sheets

6. Charle's Village Cozy Studio,

Charle's Village Cozy Studio,
Barclay
8.2 out of 10, Very Good, (12 reviews)
"Perfect for overnight or few days stay. Lots of parking and yummy restaurants nearby. Bed was comfortable and the bathroom was clean and a good size. Host was quick with replies when I had questions"
United States
Paige W.
The price is ￥14,166
￥28,907 total
includes taxes & fees
Aug 12 - Aug 13
Charle's Village Cozy Studio,
Coffee/tea maker, fridge, microwave, oven

7. 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, (17 reviews)
"Highly recommend this property! Great location. Place is clean and host was very accommodating."
United States
Abi O.
The price is ￥13,458
￥36,516 total
includes taxes & fees
Aug 2 - Aug 3
Cute, Cozy 2-bedroom house near Annapolis with water access
Interior

8. 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 ￥8,972
￥35,269 total
includes taxes & fees
Aug 13 - Aug 14
Hidden Fells Point Gem / Private Courtyard Patio
Outdoor dining

9. Sleek and Cozy Micro Fells Point Residence!

Sleek and Cozy Micro Fells Point Residence!
Fells Point
8.8 out of 10, Excellent, (43 reviews)
"Nice quiet space close easy walk to the main features of Fells Point. "
United States
Nicole M.
The price is ￥16,291
￥38,632 total
includes taxes & fees
Aug 6 - Aug 7
Sleek and Cozy Micro Fells Point Residence!
Property grounds

10. Historic Charm W/ Modern Patio Escape

Historic Charm W/ Modern Patio Escape
Barclay
8.0 out of 10, Very Good, (4 reviews)
"Perfect away from home mini vacation "
United States
Crystal W.
The price is ￥15,701
￥32,680 total
includes taxes & fees
Aug 2 - Aug 3
Historic Charm W/ Modern Patio Escape
Living area

11. Parkside Gem: Luxe & Roomy by Historic Druid Hill l WIFI l Entire Unit

Parkside Gem: Luxe & Roomy by Historic Druid Hill l WIFI l Entire Unit
Parkview/Woodbrook
10.0 out of 10, Exceptional, (9 reviews)
"Edwin was the best & the place was perfect! Definitely will be staying here again."
United States
Lindsey P.
The price is ￥11,018
￥35,634 total
includes taxes & fees
Aug 3 - Aug 4
Parkside Gem: Luxe & Roomy by Historic Druid Hill l WIFI l Entire Unit
Coffee/tea maker, fridge, microwave, oven

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 ￥23,610
￥47,957 total
includes taxes & fees
Aug 5 - Aug 6
Fox Cottage *Pet Friendly*
Apartment | Living area | Flat-screen TV

13. Entire House 1BD King Bed near Downtown

Entire House 1BD King Bed near Downtown
3.0 star property
Hollins Market
7.8 out of 10, Good, (14 reviews)
"Great everything "
United States
Eric
The price is ￥13,316
￥18,791 total
includes taxes & fees
Aug 2 - Aug 3
Entire House 1BD King Bed near Downtown
Dining

14. Charming Federal Hill! One Bedroom With Vibes

Charming Federal Hill! One Bedroom With Vibes
Sharp Leadenhall
9.8 out of 10, Exceptional, (48 reviews)
"Very nice place, I enjoyed my stay. "
United States
Brian N.
The price is ￥12,354
￥35,469 total
includes taxes & fees
Aug 4 - Aug 5
Charming Federal Hill! One Bedroom With Vibes
Smart TV

15. 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, (37 reviews)
"Was a quaint little place to stay. It’s within walking distance to the harbor and Fells point so easy to walk to dining and some attractions. "
United States
Dawn P.
The price is ￥16,291
￥38,632 total
includes taxes & fees
Aug 2 - Aug 3
Cozy Modern Micro Apt in the Heart of Fells Point!
Microwave, oven, stovetop, cookware/dishes/utensils

16. 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 ￥17,094
￥40,600 total
includes taxes & fees
Aug 9 - Aug 10
Convenient/family friendly home with yard driveway
Living area

17. WHOLE SUITE 74 - DE LUXE KING BED in Master Bedroom + LR with 2 SLEEPING SOFAS

WHOLE SUITE 74 - DE LUXE KING BED in Master Bedroom + LR with 2 SLEEPING SOFAS
Silver Spring
9.2 out of 10, Wonderful, (20 reviews)
"Great place to stay. Very convenient to everything in the city."
United States
Stephen R.
The price is ￥10,908
￥34,915 total
includes taxes & fees
Aug 12 - Aug 13
WHOLE SUITE 74 - DE LUXE KING BED in Master Bedroom + LR with 2 SLEEPING SOFAS
Indoor pool

18. 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, (34 reviews)
"The house was great, a real home away from home."
United States
Rafi C.
The price is ￥54,299
￥183,012 total
includes taxes & fees
Aug 23 - Aug 24
Large Home with Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21
3 bedrooms, iron/ironing board, WiFi (free), bed sheets

19. 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 ￥39,350
￥50,601 total
includes taxes & fees
Aug 12 - Aug 13
Glen Burnie Hideaway - Pet friendly with easy access to multiple attractions.
House (3 Bedrooms) | Interior

20. Waterfront Home on Marley Creek!

Waterfront Home on Marley Creek!
3.0 star property
Marley
The price is ￥52,572
￥67,616 total
includes taxes & fees
Aug 12 - Aug 13
Waterfront Home on Marley Creek!
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

Embassy Suites by Hilton Washington DC Chevy Chase Pavilion

Embassy Suites by Hilton Washington DC Chevy Chase Pavilion

10/10 Excellent
"The room size!!!"
Tyrese 4-night trip
Posted 3 hours ago
Embassy Suites by Hilton Washington DC Chevy Chase Pavilion

Find out more about Jessup

Search for holiday rentals in Jessup on Expedia! You can easily find your home rentals, villas, holiday apartments in Jessup using one of the methods below:

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Look no further and take a look at our great range of rental properties in Jessup!

Frequently asked questions

Are there vacation rentals in Jessup?

Yes, we offer vacation rentals in Jessup close to TagParty RECON, or you can go with a more secluded option if you're looking for extra privacy while you relax. 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's the top vacation rental in Jessup?

Cute, Cozy 2-bedroom house near Annapolis with water access: Visitors like this Jessup vacation home rental. It offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the 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 TagParty RECON, or get out into nature at a spot like Patuxent River. While in the area, you can also visit popular places like M&T Bank Stadium and Oriole Park at Camden Yards.

What are vacation rentals like in Jessup?

Vacation rentals are private properties you can book for several days or more in Jessup. Vacation rentals feature extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.