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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Jessup vacation rentals

A compact kitchen with a dining area, featuring a microwave, stove, and refrigerator.

1. Cozy Basement Apartment in Columbia

Cozy Basement Apartment in Columbia
Oakland Mills
9.0 out of 10, Wonderful, (16 reviews)
"Our host Zara was extremely responsive and helpful. Would stay here again."
United States
iam_ChinChillaa
$119 nightly
The price is $126
Oct 18 - Oct 19
Total with taxes and fees
Cozy Basement Apartment in Columbia
A hotel room with a bed, two bedside tables with lamps, a mirror, and a dresser.

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, (6 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.
$299 nightly
The price is $317
Oct 20 - Oct 21
Total with taxes and fees
Private Guest Suite in Columbia • King Bed • Free Parking
A two-story brick house with a dark shingled roof, a front porch, and a well-maintained lawn.

3. 5 Mi to Main St! Cozy Couple's Escape in Laurel

5 Mi to Main St! Cozy Couple's Escape in Laurel
South Laurel
8.8 out of 10, Excellent, (3 reviews)
"The host was super nice and accommodating and the place was clean and quiet. Thanks for hosting me."
United States
Sam N.
$206 nightly
The price is $233
Oct 15 - Oct 16
Total with taxes and fees
5 Mi to Main St! Cozy Couple's Escape in Laurel
A living room with a sofa, a coffee table, a dining table with chairs, a lamp, and a beach-themed artwork on the wall.

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, (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
$91 nightly
The price is $104
Oct 18 - Oct 19
Total with taxes and fees
Lower Level Loft - Adorable Studio Apt. Near BWI
An outdoor patio with a metal table and chairs, a swimming pool in the background, and lush greenery.

5. Rollingside Guest Suite

Rollingside Guest Suite
Catonsville
10.0 out of 10, Exceptional, (80 reviews)
"Cal and Colleen were very nice hosts. It was a very cozy space with plenty of amenities!"
United States
Julia R.
$151 nightly
The price is $174
Oct 20 - Oct 21
Total with taxes and fees
Rollingside Guest Suite
A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island with bar stools.

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, (27 reviews)
"The property was very clean nice open kitchen and comfortable rooms . Very nice experience definitely recommend."
United States
Antonio
$184 nightly
The price is $209
Oct 19 - Oct 20
Total with taxes and fees
Cute, Cozy 2-bedroom house near Annapolis with water access
A waterfront with docked boats, a water taxi, and historic buildings.

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, (217 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
$199 nightly
The price is $230
Oct 28 - Oct 29
Total with taxes and fees
Cozy Fells Point Gem / In The Heart of Fells Point
A swimming pool with lounge chairs, a brick patio, and a house in the background.

8. Large Home w/ Pool, Gym, 7 Bedrooms, Sleeps 21

Large Home w/ Pool, Gym, 7 Bedrooms, Sleeps 21
Severn
9.4 out of 10, Exceptional, (38 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.
$791 nightly
The price is $906
Oct 18 - Oct 19
Total with taxes and fees
Large Home w/ Pool, Gym, 7 Bedrooms, Sleeps 21
A narrow hallway with wooden flooring, a white door, and a mirror on the wall.

9. Hidden Fells Point Gem / Private Courtyard Patio

Hidden Fells Point Gem / Private Courtyard Patio
Fells Point
9.8 out of 10, Exceptional, (100 reviews)
"Awesome place, great location"
United States
Mark M.
$196 nightly
The price is $226
Oct 20 - Oct 21
Total with taxes and fees
Hidden Fells Point Gem / Private Courtyard Patio
A modern kitchen with a central island, a dining area in the background, and a large potted plant by the window.

10. 6 Mi to Inner Harbor - Family Home w/ Fenced Yard!

6 Mi to Inner Harbor - Family Home w/ Fenced Yard!
Westfield
10.0 out of 10, Exceptional, (22 reviews)
"The stay was great "
United States
Jessica C.
$347 nightly
The price is $401
Oct 15 - Oct 16
Total with taxes and fees
6 Mi to Inner Harbor - Family Home w/ Fenced Yard!
A hotel entrance with a stone facade, a covered entrance area, and a central light fixture.

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.
$158 nightly
The price is $178
Oct 21 - Oct 22
Total with taxes and fees
Top Location | Free Breakfast + Fitness Center
A modern lounge area with a pool table, bar seating, and a large window offering city views.

12. Global Luxury Suites at Capitol Hill

Global Luxury Suites at Capitol Hill
4.0 star property
Northeast
8.2 out of 10, Very good, (929 reviews)
"Great stay"
United States
Richard
$243 nightly
The price is $282
Nov 8 - Nov 9
Total with taxes and fees
Global Luxury Suites at Capitol Hill
A modern kitchen with a central island, a dining area in the background, and a large potted plant by the window.

13. 6 Mi to Inner Harbor - Family Home w/ Fenced Yard!

6 Mi to Inner Harbor - Family Home w/ Fenced Yard!
3.0 star property
Westfield
10.0 out of 10, Exceptional, (1 review)
$340 nightly
The price is $399
Oct 15 - Oct 16
Total with taxes and fees
6 Mi to Inner Harbor - Family Home w/ Fenced Yard!
A modern living space with a brick wall, wooden flooring, and a small table with two chairs.

14. 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.
$186 nightly
The price is $215
Oct 19 - Oct 20
Total with taxes and fees
Charming Federal Hill! One Bedroom With Vibes
A rooftop terrace with a fire pit and seating area, overlooking a cityscape at night.

15. Rooftop Deck Escape! Free Parking!

Rooftop Deck Escape! Free Parking!
South Baltimore
8.6 out of 10, Excellent, (73 reviews)
"Great location loved the rooftop deck and had fun playing the shuffle board table."
United States
Heather M.
$238 nightly
The price is $275
Oct 18 - Oct 19
Total with taxes and fees
Rooftop Deck Escape! Free Parking!
A modern living room with a green armchair, a wooden coffee table, and a sofa with patterned cushions. There is a kitchen in the background with dark cabinets and a refrigerator.

16. Chic Downtown Studio! 4 Min Walk to Waterfront!

Chic Downtown Studio! 4 Min Walk to Waterfront!
Downtown Baltimore
2.0 out of 10, (2 reviews)
"We drove 10 hrs to take my father to an Orioles game to full fill his bucket list to find out after the game and checking into our condo someone was already in there staying because it was already booked out for the weekend. I had to call and talk to someone for over an hour to find out that they couldn’t help but tell me I should be getting a refund. They said I had to find my own stay somewhere else at 10:20pm. Closest place open was an hour away and had to drive there to check in. My father...
United States
Nicholas R.
$199 nightly
The price is $230
Nov 1 - Nov 2
Total with taxes and fees
Chic Downtown Studio! 4 Min Walk to Waterfront!
A modern kitchen with a central island, white cabinets, a red door, and a window with a view of greenery.

17. 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.
$284 nightly
The price is $304
Oct 20 - Oct 21
Total with taxes and fees
Fox Cottage Eclectic, Dog-Friendly Retreat
Long View of the First Floor.

18. Affordable Furnished LuxuryTownhouse near Stadiums In Baltimore Pig Town.

Affordable Furnished LuxuryTownhouse near Stadiums In Baltimore Pig Town.
Pigtown
9.0 out of 10, Wonderful, (46 reviews)
"Beautifully decorated in a quiet area. Very enjoyable stay"
United States
Mc H.
$227 nightly
The price is $262
Oct 19 - Oct 20
Total with taxes and fees
Affordable Furnished LuxuryTownhouse near Stadiums In Baltimore Pig Town.
A compact kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a dishwasher.

19. Convenient/family friendly home with yard driveway

Convenient/family friendly home with yard driveway
Silver Spring
9.6 out of 10, Exceptional, (7 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.
$224 nightly
The price is $253
Oct 19 - Oct 20
Total with taxes and fees
Convenient/family friendly home with yard driveway
A sunset view from a balcony with a glass-top table and a fire feature, overlooking the sea.

20. 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, (2 reviews)
"FLOHOM 14 did not disappoint!!! This was my first stay on a houseboat. Now I know why babies fall asleep when rocked. The boat is beautifully appointed & well equipped. Bring a good book. I’m already missing it!!!"
United States
Maria D.
$405 nightly
The price is $462
Oct 18 - Oct 19
Total with taxes and fees
FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views
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

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

10/10 Excellent
"Nice"
Jenkins 1-night trip
Posted 3 hours ago
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

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 $187 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 close to top local attractions in Jessup, or you can select a secluded option if you'd like a relaxing place to 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's the top vacation rental in Jessup?

Rooftop Deck Escape! Free Parking!: Visitors like this Jessup vacation home rental. It is located in the city center and has a balcony, a selection of games, and a barbecue grill 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 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 like M&T Bank Stadium and Baltimore Inner Harbor Marina.

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.