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 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Jessup vacation rentals

Exterior

1. Cozy Retreat Near Fort Meade | Fire Pit

Cozy Retreat Near Fort Meade | Fire Pit
Severn
10.0 out of 10, Exceptional, (2 reviews)
"Arundel Mills was less than 5 minutes away. So many restaurants, retail and grocery stores. Loved sitting out back listening to the birds. My daughter even saw a ground hig and cut up apples fornhim. Comfy bed and cozy kitchen with everything we needed. Victor was very responsive to any issue I had. "
United States
Kristine D.
$412 nightly
The price is $419
Aug 12 - Aug 13
Total with taxes and fees
Cozy Retreat Near Fort Meade | Fire Pit
Dining

2. Cozy Basement Apartment in Columbia

Cozy Basement Apartment in Columbia
Oakland Mills
8.8 out of 10, Excellent, (13 reviews)
"Clean space, nice area, relatively close to shops and businesses "
United States
Susie A.
$119 nightly
The price is $126
Aug 8 - Aug 9
Total with taxes and fees
Cozy Basement Apartment in Columbia
Smart TV, stereo

3. 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
$97 nightly
The price is $111
Aug 12 - Aug 13
Total with taxes and fees
Lower Level Loft - Adorable Studio Apt. Near BWI
1 bedroom, desk, iron/ironing board, travel crib

4. 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.
$279 nightly
The price is $295
Aug 30 - Aug 31
Total with taxes and fees
Private Guest Suite in Columbia • King Bed • Free Parking
Interior

5. 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.
$190 nightly
The price is $219
Aug 13 - Aug 14
Total with taxes and fees
Hidden Fells Point Gem / Private Courtyard Patio
Marina

6. 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
$190 nightly
The price is $219
Aug 12 - Aug 13
Total with taxes and fees
Cozy Fells Point Gem / In The Heart of Fells Point
Living area

7. 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)
"Easy check in, very accommodating "
United States
Tasleem L.
$209 nightly
The price is $241
Aug 13 - Aug 14
Total with taxes and fees
Parkside Gem: Luxe & Roomy by Historic Druid Hill l WIFI l Entire Unit
Coffee/tea maker, fridge, microwave, oven

8. 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, (18 reviews)
"Highly recommend this property! Great location. Place is clean and host was very accommodating."
United States
Abi O.
$204 nightly
The price is $232
Aug 17 - Aug 18
Total with taxes and fees
Cute, Cozy 2-bedroom house near Annapolis with water access
Coffee/tea maker, fridge, microwave, oven

9. 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.
$282 nightly
The price is $301
Aug 12 - Aug 13
Total with taxes and fees
Fox Cottage *Pet Friendly*
Indoor pool

10. 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, (36 reviews)
"The house was great, a real home away from home."
United States
Rafi C.
$946 nightly
The price is $1,083
Aug 18 - Aug 19
Total with taxes and fees
Large Home with Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21
Outdoor dining

11. 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.
$188 nightly
The price is $217
Aug 30 - Aug 31
Total with taxes and fees
Rollingside Guest Suite
1 bedroom, desk, WiFi, bed sheets

12. 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.
$159 nightly
The price is $184
Aug 24 - Aug 25
Total with taxes and fees
Charle's Village Cozy Studio,
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
$111 nightly
The price is $130
Aug 13 - Aug 14
Total with taxes and fees
Entire House 1BD King Bed near Downtown
Outdoor dining

14. 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.
$213 nightly
The price is $245
Aug 12 - Aug 13
Total with taxes and fees
Sleek and Cozy Micro Fells Point Residence!
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, (38 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.
$213 nightly
The price is $245
Aug 12 - Aug 13
Total with taxes and fees
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.
$223 nightly
The price is $252
Aug 9 - Aug 10
Total with taxes and fees
Convenient/family friendly home with yard driveway
Property grounds

17. Rooftop Deck Escape! Free Parking!

Rooftop Deck Escape! Free Parking!
South Baltimore
8.6 out of 10, Excellent, (64 reviews)
"Robert was an excellent host. The home was perfect for what we needed in a one night stay."
United States
Matthew Z.
$245 nightly
The price is $283
Aug 17 - Aug 18
Total with taxes and fees
Rooftop Deck Escape! Free Parking!
Dining

18. Charming Federal Hill! One Bedroom With Vibes

Charming Federal Hill! One Bedroom With Vibes
Sharp Leadenhall
9.8 out of 10, Exceptional, (49 reviews)
"Very nice place, I enjoyed my stay. "
United States
Brian N.
$201 nightly
The price is $232
Sep 1 - Sep 2
Total with taxes and fees
Charming Federal Hill! One Bedroom With Vibes
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.
$282 nightly
The price is $321
Aug 19 - Aug 20
Total with taxes and fees
Glen Burnie Hideaway - Pet friendly with easy access to multiple attractions.
House (3 Bedrooms) | Interior

20. Idyllic Pasadena Retreat With Garden + Hot Tub!

Idyllic Pasadena Retreat With Garden + Hot Tub!
3.0 star property
Green Haven
$426 nightly
The price is $485
Aug 12 - Aug 13
Total with taxes and fees
Idyllic Pasadena Retreat With Garden + Hot Tub!
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

Holiday Inn Baltimore BWI Airport by IHG

Holiday Inn Baltimore BWI Airport by IHG

10/10 Excellent
"Staff was awesome. Shuttle was great takes you anywhere in 2 mile radius. Restaurant food Chicken and Shrimp penne was spicy. But just right amout Would definitely recommend. Had a strawberry mule. Nice twist on classic mule. Spacious and clean. Staff was very friendly."
Michael 1-night trip
Posted 3 hours ago
Holiday Inn Baltimore BWI Airport by IHG

Find out more about Jessup

Everything you need to know about Jessup vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jessup vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jessup vacation 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 low season months. For more hustle and bustle, you may prefer to visit Jessup in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $155 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Jessup rentals

At Expedia, we put the best Jessup vacation 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 vacation.

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.

Explore a world of travel with Expedia

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.