Holiday Rentals in Jessup

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Our top choices for Jessup holiday rentals

9.6 out of 10, Exceptional, (22 reviews)
"Excellent Property"
United States
Buu T.
The price is €603
includes taxes & fees
16 Mar - 17 Mar
Chesapeake Cottages- 2 Quaint Waterfront Retreats

Apartment in Hollins Market

Entire House 1BD King Bed near Downtown
3.0 star property
7.6 out of 10, Good, (9 reviews)
"It is as advertised. Nothing fancy, but totally worth it. Street parking out front, quite good neighborhood. Quick walk to the stadiums and convention center. And our dog was happy and safe. "
United States
David Scott
The price is €101
includes taxes & fees
8 Mar - 9 Mar
Entire House 1BD King Bed near Downtown
3.0 star property
7.2 out of 10, Good, (7 reviews)
"Great property. Loved coziness and location. Will book again in the future. Wish I could’ve had a broom available to clean better after myself. "
United States
Tallulah
The price is €117
includes taxes & fees
3 Mar - 4 Mar
1-BD Home near Stadiums Free Parking
9.4 out of 10, Exceptional, (36 reviews)
"Super clean place, great communication from the host, and home is exactly as described and shown in pictures. "
United States
Traci L.
The price is €270
includes taxes & fees
3 Mar - 4 Mar
Large 2 bedroom house with private parking in a nice neighborhood
10.0 out of 10, Exceptional, (23 reviews)
"We enjoyed this property so much that we stayed here again just 4 months later."
United States
Kim C.
The price is €323
includes taxes & fees
3 Mar - 4 Mar
Glen Burnie Escape - Pet friendly with easy access to multiple attractions.
9.6 out of 10, Exceptional, (9 reviews)
"The house was clean and the beds were comfortable. "
United States
Karen B.
Cozy 2-bedroom apartment in welcoming Baltimore with WiFi, AC
9.6 out of 10, Exceptional, (33 reviews)
"The house was great, a real home away from home."
United States
Rafi C.
The price is €762
includes taxes & fees
3 Mar - 4 Mar
Large Home with Pool & 7 bedrooms; sleeps 21
9.8 out of 10, Exceptional, (9 reviews)
"Our family gathered for a special celebration and loved the home! It was roomy and had everything we needed for our stay. The location was perfect for getting around."
United States
Jeanie W.
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
9.0 out of 10, Wonderful, (32 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 €211
includes taxes & fees
3 Mar - 4 Mar
Cozy Modern Micro Apt in the Heart of Fells Point!

Holiday Home in Southeast

Simple Stay in the Nation's Capital
10.0 out of 10, Exceptional, (37 reviews)
"Everything was very clean and they even gave us some delicious, freshly baked cookies to welcome us!"
United States
Heather D.
The price is €286
includes taxes & fees
13 Mar - 14 Mar
Simple Stay in the Nation's Capital
8.8 out of 10, Excellent, (38 reviews)
"Nice quiet space close easy walk to the main features of Fells Point. "
United States
Nicole M.
The price is €210
includes taxes & fees
3 Mar - 4 Mar
Sleek and Cozy Micro Fells Point Residence!
9.0 out of 10, Wonderful, (15 reviews)
"Not the largest apartment ever, but very clean, comfortable, unbeatable location and a very responsive and helpful host. I would stay again in a heartbeat."
United States
chris e.
The price is €211
includes taxes & fees
3 Mar - 4 Mar
Beautiful 2 Bedroom Apt in downtown silverspring
8.8 out of 10, Excellent, (9 reviews)
"The property is lovely and the home is truly beautiful and comfortable. I highly recommend staying here; beautiful, peaceful--perfect."
United States
Jeffrey S.
The price is €298
includes taxes & fees
3 Mar - 4 Mar
The Hideaway Spot- Waterfront w/ Dock on Long Cove
9.6 out of 10, Exceptional, (33 reviews)
"Spotless accommodation and terrific location!"
United States
Brent
The price is €618
includes taxes & fees
8 Mar - 9 Mar
DC Home w/ Huge Roofdeck + Parking :: Sleeps 12
10.0 out of 10, Exceptional, (7 reviews)
"This home had everything we needed and more. I say home because it felt like home when we walked in. Super cozy and comfortable. The basement was perfect for our family playing card games. Kitchen had everything we needed. We'll definitely see if this place is avaliable on our next visit. "
United States
Jena F.
The price is €269
includes taxes & fees
3 Mar - 4 Mar
Glen Burnie Hideaway - Pet friendly with easy access to multiple attractions.
8.6 out of 10, Excellent, (73 reviews)
"Great house. Perfect for our needs."
United States
Richard C.
The price is €548
includes taxes & fees
3 Mar - 4 Mar
Bloomingdale Beauty in NW DC 9 blocks from Union Station, near RED LINE/NOMA

Apartment in Downtown Baltimore

Distinguished Apartment Rooftop Deck
3.5 star property
10.0 out of 10, Exceptional, (15 reviews)
"Best location ever, wonderful facilities and amenities."
United States
Thaddeus
The price is €834
includes taxes & fees
8 Mar - 9 Mar
Distinguished Apartment Rooftop Deck
10.0 out of 10, Exceptional, (81 reviews)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is €345
includes taxes & fees
3 Mar - 4 Mar
Waterfront Oasis of Annapolis Star
9.2 out of 10, Wonderful, (16 reviews)
"Nice little spot, very quiet "
United States
Susan S.
The price is €299
includes taxes & fees
9 Mar - 10 Mar
Wright's Cottage- Pet's Welcome & EV Charging
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

Everything you need to know about Jessup holiday rentals

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

Jessup holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jessup holiday rentals we have selected for you start as low as €175 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 holiday 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 holiday.

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 holiday rentals in Jessup?

Yes, there are holiday rentals in Jessup close to TagParty RECON, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Jessup has to offer?

Huge 4-bedroom apt NW DC Walk to Metro, 1 mile to Capitol hill: This holiday home rental outside of Jessup offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 such as Oriole Park at Camden Yards and Baltimore Inner Harbor Marina.

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.