Book Holiday Homes in Jessup

March 2025

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Featured Holiday Homes in Jessup

3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.

3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.

2 out of 5
Silver Spring
Located in Silver Spring, this vacation home is within a 15-minute drive of Smithsonian Institution and Walter E. Washington Convention Center.
3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.
Beautiful Sun filled home in the heart of one of DC's hottest areas

Beautiful Sun filled home in the heart of one of DC's hottest areas

Washington
With a stay at this vacation home, you'll be centrally located in Washington, a 4-minute drive from Howard University and 7 minutes from Walter E. Washington ...
Beautiful Sun filled home in the heart of one of DC's hottest areas
3 Bedroom-2.5 Bath in Bethesda, near Chevy Chase, DC Area

3 Bedroom-2.5 Bath in Bethesda, near Chevy Chase, DC Area

Bethesda
With a stay at this vacation home in Bethesda, you'll be within a 5-minute drive of Walter Reed National Military Medical Center and National Institute of Health ...
3 Bedroom-2.5 Bath in Bethesda, near Chevy Chase, DC Area
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"Pura Vida" Fabulous 4 Bed Home near H St & Union Market

"Pura Vida" Fabulous 4 Bed Home near H St & Union Market

Washington
With a stay at this vacation home in Washington (Northeast), you'll be within a 5-minute drive of Union Station Shopping Center and Smithsonian Institution.
"Pura Vida" Fabulous 4 Bed Home near H St & Union Market
2 Mi to National Mall: Modern DC Home

2 Mi to National Mall: Modern DC Home

Washington
With a stay at this vacation home in Washington (Northwest), you'll be within a 5-minute drive of Walter E. Washington Convention Center and Capital One ...
2 Mi to National Mall: Modern DC Home
Cute And Charming 1br In Fantastic Location 1 Bedroom Townhouse by RedAwning

Cute And Charming 1br In Fantastic Location 1 Bedroom Townhouse by RedAwning

3 out of 5
1463 Monroe Street Northwest, Washington, DC
With a stay at this vacation home in Washington (Northwest), you'll be within a 5-minute drive of Howard University and Smithsonian's National Zoo.
Cute And Charming 1br In Fantastic Location 1 Bedroom Townhouse by RedAwning
Spacious luxury rowhouse in the heart of DC. (With lots of plants!)

Spacious luxury rowhouse in the heart of DC. (With lots of plants!)

Washington
With a stay at this vacation home in Washington (Northeast), you'll be within a 5-minute drive of Union Station Shopping Center and Smithsonian Institution.
Spacious luxury rowhouse in the heart of DC. (With lots of plants!)
Charming 3-bedroom NE DC Home w/ Pvt Parking - Near Metro & Sights

Charming 3-bedroom NE DC Home w/ Pvt Parking - Near Metro & Sights

Washington
With a stay at this vacation home in Washington (Northeast), you'll be within a 5-minute drive of Union Station Shopping Center and Smithsonian Institution.
Charming 3-bedroom NE DC Home w/ Pvt Parking - Near Metro & Sights
Rooftop Deck Escape! Free Parking!

Rooftop Deck Escape! Free Parking!

Baltimore
The price is AU$496 per night from 25 Mar to 26 Mar
AU$496
includes taxes & fees
25 Mar - 26 Mar
A stay at this vacation home places you in the heart of Baltimore, within a 15-minute walk of M&T Bank Stadium and Horseshoe Casino Baltimore.
Rooftop Deck Escape! Free Parking!
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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.

Jessup Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Jessup vacation homes are the perfect way for you to wing it.

Holiday houses in Jessup let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Jessup in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Jessup adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Jessup with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Jessup vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Jessup Holiday Homes essential information

Accommodation
1217 Holiday Homes
Lowest Price
AU$147
Highest Price
AU$496
Popular accommodation
3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking., Beautiful Sun filled home in the heart of one of DC's hottest areas, 3 Bedroom-2.5 Bath in Bethesda, near Chevy Chase, DC Area, "Pura Vida" Fabulous 4 Bed Home near H St & Union Market, 2 Mi to National Mall: Modern DC Home, Cute And Charming 1br In Fantastic Location 1 Bedroom Townhouse by RedAwning, Spacious luxury rowhouse in the heart of DC. (With lots of plants!), Charming 3-bedroom NE DC Home w/ Pvt Parking - Near Metro & Sights, Rooftop Deck Escape! Free Parking!

Top trending hotels in Jessup

Crowne Plaza College Park - Washington DC by IHG

Crowne Plaza College Park - Washington DC by IHG

3.5 out of 5
6400 Ivy Lane, Greenbelt, MD
Fully refundable
The price is AU$147 per night from 10 Mar to 11 Mar
AU$147
includes taxes & fees
10 Mar - 11 Mar
Located in Greenbelt, Crowne Plaza College Park - Washington DC by IHG is in the business district, within a 10-minute drive of University of Maryland, College ...
Crowne Plaza College Park - Washington DC by IHG
Hotel Arboretum

Hotel Arboretum

2 out of 5
1917 Bladensburg Rd, NE, Washington, DC
Fully refundableReserve now, pay when you stay
The price is AU$372 per night from 15 Mar to 16 Mar
AU$372
includes taxes & fees
15 Mar - 16 Mar
With a stay at Hotel Arboretum in Washington (Northeast), you'll be a 4-minute drive from Supreme Court of the United States and 5 minutes from United States ...
Hotel Arboretum
Embassy Suites by Hilton Washington DC Chevy Chase Pavilion

Embassy Suites by Hilton Washington DC Chevy Chase Pavilion

3.5 out of 5
4300 Military Rd Nw, Washington, DC
Fully refundableReserve now, pay when you stay
The price is AU$329 per night from 16 Mar to 17 Mar
AU$329
includes taxes & fees
16 Mar - 17 Mar
A stay at Embassy Suites by Hilton Washington DC Chevy Chase Pavilion places you in the heart of Washington, within a 10-minute drive of George Washington University ...
Embassy Suites by Hilton Washington DC Chevy Chase Pavilion
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Hilton Garden Inn Washington DC/U.S. Capitol

Hilton Garden Inn Washington DC/U.S. Capitol

3 out of 5
1225 First St NE, Washington, DC
Fully refundableReserve now, pay when you stay
The price is AU$278 per night from 16 Mar to 17 Mar
AU$278
includes taxes & fees
16 Mar - 17 Mar
With a stay at Hilton Garden Inn Washington DC/U.S. Capitol, you'll be centrally located in Washington, a 9-minute walk from Gallaudet University and 12 minutes ...
Hilton Garden Inn Washington DC/U.S. Capitol
Don't see what you're looking for?
See all available properties in Jessup
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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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^Subject to availability and chosen travel dates.