Jessup Vacation Rentals from CA $223: Short-Term Rentals for 2026

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Our top choices for Jessup vacation rentals

A living room with a sofa, a television, and a window with blinds.

1. Entire House 1BD King Bed near Downtown

Hollins Market

Eric

CA $164 total

includes taxes & fees

Aug 26 - Aug 27

A modern living room with a sofa, a coffee table with cushions, a piano, a TV, and a staircase leading to another room.

2. Waterfront Home on Marley Creek!

Marley

CA $478 total

includes taxes & fees

Aug 23 - Aug 24

A balcony with wicker chairs and a small table, adorned with string lights.

3. 1-BD Home near Stadiums Free Parking

Pigtown

Tallulah

CA $291 total

includes taxes & fees

Aug 26 - Aug 27

A brick building with a storefront, outdoor seating, and a crosswalk.

4. Entire Unit-5min to M&TBank Camden Yards

Hollins Market

Shanna

CA $618 total

includes taxes & fees

Aug 23 - Aug 24

A modern lounge area with a pool table, bar seating, and a large window offering city views.

5. Global Luxury Suites at Capitol Hill

Northeast

"The check-in and overall process were smooth. Anytime there was an issue or concern, we were able to get in contact with someone who was able to help resolve it quickly. The property was very clean and had everything we needed for a comfortable stay. I would highly recommend this place! The location was very convenient, with plenty of shops and places nearby, and parking wasn’t too bad at all. Overall, we had a great experience! ❤️"

Moya

CA $291 total

includes taxes & fees

Aug 24 - Aug 25

A spacious lobby with a large sofa, a coffee table, and a chair. There are large windows with curtains, a round wooden barrel, and a decorative wall piece.

6. Downtown Silver Spring Walkable Metro Skyline Balcony Corner Suite Luxe Pad

Downtown Silver Spring

A spacious living room with large windows, a modern sofa, a round coffee table, and a dining area with a glass table and chairs.

7. Global Luxury Suites Bethesda Chevy Chase

Bethesda Downtown

Kristin

CA $230 total

includes taxes & fees

Aug 31 - Sep 1

A high-rise hotel with multiple floors, large windows, and a modern architectural design.

8. Bluebird Suites near Chevy Chase

Bethesda Downtown

Yonas

CA $220 total

includes taxes & fees

Aug 31 - Sep 1

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Top Jessup Hotel Reviews

Hilton Garden Inn Washington DC/U.S. Capitol

8/10 Good

"The best things about this hotel were the breakfast and proximity to the metro and other shopping areas/places to eat. The rooms were outdated, but clean!! The fridge worked great!! Overall, I would stay here again!"

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

8/10 Good

"Staff was great. Air conditioning in the room Was ok. It kept turning off and didn’t keep the room as cool as we would have liked. The no smoking policy was clearly not enforced as there was a very strong smell of marijuana throughout the entire floor on the second to last night. There was also some sort of incident that led to smoke coming into our room and the hallway windows being opened."

Hyatt Regency Baltimore Inner Harbor

10/10 Excellent

"I had a Celebration of Life event at the M8 Brewery for my brother and stayed 2 days at the Hyatt. It was a great stay, Everything was clean, staff were great, parking attendants friendly and helpful. I had to have a piece of jewelry altered, and someone from their maintenance staff came out, took my necklace back and fixed it the way I wanted. We had a great time, my sister and I shared a room, and my cousin and her son another room. The BIG BONUS PART!!!??? It was the weekend the Eagles and Ravens were playing, and I went to go down the elevator, and when the door opened, someone's back was facing me, but he turned around and it was none other than JALEN HURTS!!! And of course we got a selfie shot!!! I was shocked and tongue tied! The Eagles stayed there that night too so there was lots of security. I did not have breakfast, although it was comped to us I just wasn't hungry to eat. GO EAGLES! GO HYATT!"

Fairfield Inn by Marriott Washington D.C.

8/10 Good

"The rooms were clean and as advertised! The food was good. Same base but different hot foods each day, fresh fruit. Nice oatmeal yogurt bar. Clean, safe, easy to access. Downside which I am not sure you can do much in the city but loud outside with cars at night."

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, 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 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jessup vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jessup vacation rentals we have selected for you start as low as CA $223 per night. Entering your travel dates in the search wizard 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.

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.

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Check prices for these dates

Our top choices for Jessup vacation rentals

1. Entire House 1BD King Bed near Downtown

2. Waterfront Home on Marley Creek!

3. 1-BD Home near Stadiums Free Parking

4. Entire Unit-5min to M&TBank Camden Yards

5. Global Luxury Suites at Capitol Hill

6. Downtown Silver Spring Walkable Metro Skyline Balcony Corner Suite Luxe Pad

7. Global Luxury Suites Bethesda Chevy Chase

8. Bluebird Suites near Chevy Chase

9. Downtown Silver Spring 2BR Skyline Balcony Suite Walkable to DC Metro Luxepad

10. Capital Metro Stay

11. Idyllic Pasadena Retreat With Garden + Hot Tub!

12. 4 Mi to Universities: Quaint Parkville Apartment!

Find vacation rentals that suit your style

Top Jessup Hotel Reviews

Hilton Garden Inn Washington DC/U.S. Capitol

citizenM Washington DC NoMa

Historic Inns of Annapolis

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

The Bethesdan Hotel, Tapestry Collection by Hilton

DoubleTree by Hilton Hotel Annapolis

Hyatt Regency Baltimore Inner Harbor

Fairfield Inn by Marriott Washington D.C.

Hilton Garden Inn Bethesda Downtown

Find out more about Jessup

Frequently asked questions

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