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Featured Cottages in Jessup

Firefly Cottage at the Cape, community beach, Holidays, hot tub USNA games pets

Firefly Cottage at the Cape, community beach, Holidays, hot tub USNA games pets

Annapolis
With a stay at this cottage in Annapolis (Cape Saint Claire), you'll be within a 15-minute drive of U.S. Naval Academy and Sandy Point State Park.
Firefly Cottage at the Cape, community beach, Holidays, hot tub USNA games pets
The Heron's Nest at Atlantic Marina

The Heron's Nest at Atlantic Marina

Pasadena
Located in Pasadena, this cottage is on the waterfront, within a 10-minute drive of Fort Smallwood Park and Compass Pointe Golf Courses.
The Heron's Nest at Atlantic Marina
House w/Water Views of Rock Creek 2BA 2BA Cottage

House w/Water Views of Rock Creek 2BA 2BA Cottage

Pasadena
Located in Pasadena, this cottage is on a river, a 5-minute drive from Fort Smallwood Park and 8 minutes from Patapsco River.
House w/Water Views of Rock Creek 2BA 2BA Cottage
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Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,

Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,

Annapolis
With a stay at this cottage in Annapolis (West Annapolis), you'll be within a 5-minute drive of U.S. Naval Academy and Navy-Marine Corps Memorial Stadium.
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
Chic Baltimore Retreat - 6 Mi to Downtown!

Chic Baltimore Retreat - 6 Mi to Downtown!

3 out of 5
Baltimore
With a stay at this cottage in Baltimore (Cylburn), you'll be within a 15-minute drive of Johns Hopkins University and Baltimore Inner Harbor Marina.
Chic Baltimore Retreat - 6 Mi to Downtown!
Vacation Rental w/ Yard in Washington, DC, Area

Vacation Rental w/ Yard in Washington, DC, Area

3 out of 5
Washington
Located in Washington (Northeast), this cottage is within a 10-minute drive of Smithsonian Institution and Union Station Shopping Center.
Vacation Rental w/ Yard in Washington, DC, Area
Ideally Located DC Home w/ Pool Table & Patio

Ideally Located DC Home w/ Pool Table & Patio

3 out of 5
Washington
With a stay at this cottage in Washington (Northeast), you'll be within a 10-minute drive of Smithsonian Institution and Union Station Shopping Center.
Ideally Located DC Home w/ Pool Table & Patio
Maryland Home: 3 Mi to Downtown Silver Spring

Maryland Home: 3 Mi to Downtown Silver Spring

3 out of 5
Silver Spring
With a stay at this cottage in Silver Spring, you'll be within a 15-minute drive of Walter E. Washington Convention Center and Smithsonian Institution.
Maryland Home: 3 Mi to Downtown Silver Spring
Amazing views, short walks to great dining!

Amazing views, short walks to great dining!

Annapolis
With a stay at this cottage in Annapolis (West Annapolis), you'll be within a 5-minute drive of U.S. Naval Academy and Navy-Marine Corps Memorial Stadium.
Amazing views, short walks to great dining!
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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 Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Jessup will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Jessup definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Jessup, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Jessup Cottages essential information

Accommodation
49 Cottages
Lowest Price
AU$119
Highest Price
AU$182
Popular accommodation
Firefly Cottage at the Cape, community beach, Holidays, hot tub USNA games pets , The Heron's Nest at Atlantic Marina, House w/Water Views of Rock Creek 2BA 2BA Cottage, Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking, , Chic Baltimore Retreat - 6 Mi to Downtown!, Vacation Rental w/ Yard in Washington, DC, Area, Ideally Located DC Home w/ Pool Table & Patio, Maryland Home: 3 Mi to Downtown Silver Spring, Amazing views, short walks to great dining!

Top trending hotels in Jessup

La Quinta Inn & Suites by Wyndham Columbia / Fort Meade

La Quinta Inn & Suites by Wyndham Columbia / Fort Meade

2.5 out of 5
7300 Crestmount Rd, Jessup, MD
Fully refundableReserve now, pay when you stay
The price is AU$119 per night from 22 Dec to 23 Dec
AU$119
includes taxes & fees
22 Dec - 23 Dec
When you stay at La Quinta Inn & Suites by Wyndham Columbia / Fort Meade in Jessup, you'll be in the business district, within a 10-minute drive of Arundel Mills ...
La Quinta Inn & Suites by Wyndham Columbia / Fort Meade
citizenM Washington DC NoMa

citizenM Washington DC NoMa

4 out of 5
1222 1ST STREET NE, Washington, DC
Fully refundableReserve now, pay when you stay
The price is AU$176 per night from 25 Nov to 26 Nov
AU$176
includes taxes & fees
25 Nov - 26 Nov
A stay at citizenM Washington DC NoMa places you in the heart of Washington, within a 15-minute walk of Smithsonian Institution and Union Station Shopping ...
citizenM Washington DC NoMa
Renaissance Baltimore Harborplace Hotel

Renaissance Baltimore Harborplace Hotel

4 out of 5
202 E Pratt St, Baltimore, MD
Fully refundableReserve now, pay when you stay
The price is AU$182 per night from 19 Dec to 20 Dec
AU$182
includes taxes & fees
19 Dec - 20 Dec
With a stay at Renaissance Baltimore Harborplace Hotel, you'll be centrally located in Baltimore, just a 4-minute walk from National Aquarium in Baltimore and ...
Renaissance Baltimore Harborplace Hotel
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Hyatt Place Baltimore Inner Harbor

Hyatt Place Baltimore Inner Harbor

3.5 out of 5
511 S Central Ave, Baltimore, MD
Fully refundableReserve now, pay when you stay
The price is AU$173 per night from 17 Dec to 18 Dec
AU$173
includes taxes & fees
17 Dec - 18 Dec
A stay at Hyatt Place Baltimore Inner Harbor places you in the heart of Baltimore, within a 5-minute drive of National Aquarium in Baltimore and Johns Hopkins ...
Hyatt Place Baltimore Inner Harbor
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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.