
Holiday houses in Jessup
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Top-rated holiday rentals in Jessup
Guests agree: these stays are highly rated for location, cleanliness and more.

Farmhouse 1BD 1BA, Central Loc!
Enjoy a stylish experience at this centrally-located place. 1BD 1BA APT is attached to the main home. Totally separate unit including its own entrance, living space, full bathroom, kitchenette, laundry, and private deck. Home is situated in a very quiet neighborhood street and is very close to all major highways like 295, 95, 29, and 100. Arundel Mills Mall, Live Casino, and Fort Meade Military Base are all within a couple miles. The apartment is located between Baltimore and Washington DC.

Basement Apt Near BWI & Baltimore NO Cleaning Fee!
**This is a basement apartment located under our shared family home, which has occupants (host, Airbnb) and pets in the upper level. There is a secured door between the homes levels and an exterior private entrance into the unit. Conveniently located close to BWI airport (10 mins), Baltimore Inner Harbor (20 mins), Annapolis (20 mins) and DC (45 mins). Located about a 1/2 mile from the light rail, bus route, restaurants, malls and entertainment. Uber and Lyft are also available in our area.

Urban 1-Bedrm. Apt. Overlooking Union Square Park
The south-facing, 2nd floor 1-bedroom apartment of an owner-occupied historic townhouse overlooks historic Union Square Park in Baltimore City. Located 2 doors from the author, H.L. Mencken's home place, the neighborhood is primarily residential , but very convenient to the Inner Harbor. The apartment has a full kitchen (with light breakfast items), historic details & eclectic furnishings. Street parking is easy. The space is good for couples and solo adventurers, and business travelers.

Private and remodeled one-bedroom apartment.
Your family will be close to everything when you stay at this centrally-located place. This location is 8mins from BWI Airport and Arundel Mills Mall. 5mins to Live Casino 10mins to Fort Meade for Military folks. (Hooah!) 10mins to top Restaurants 20mins to Baltimore Downtown/Inner Harbor 30mins to Annapolis 35mins to Washington DC And a lot of great places for your immediate needs and grocery shopping like Walmart, Costco, Safeway, Aldi etc.. are within walking distance. Enjoy!!!!

The Lily Pad: Townhome b/w Baltimore & Wash., DC
Welcome to “The Lily Pad,” perfectly curated into a comfortable home environment & conveniently located just off I-95, only 15 minutes from BWI Airport. This townhome is centrally-located between Baltimore (Inner Harbor: 17ish minutes) and Washington, DC (Monuments & Museums: 35-40minutes). Bordering Columbia, MD there are tons of activities, shopping and restaurants near by including several within walking distance. This home is perfect for a family, business travelers, couples and more.

Quaint & Cozy Hideaway
Cozy Basement Suite Apartment Near Top Attractions. I would love to welcome you to our comfortable and inviting basement apartment that is 1295 sq ft. This cozy apartment is the perfect location for couples, travel nurses, and professionals on business, looking to explore the best of what Maryland has to offer. Whether you’re in town for a quick trip or a longer stay, our place provides a welcoming and convenient home base. Book your stay today and start planning your adventure!

Elegant Home Nestled in Maryland
Relax in this spacious, single-level 4BR, 3BA home in Severn, MD—just minutes from Fort Meade, BWI, Arundel Mills & DC. Recently renovated, this modern retreat features 2 primary suites, a fully stocked kitchen, foosball, pool/ping-pong table, fenced backyard, and more! Ideal for families, professionals, or group getaways. No stairs—perfect for seniors. Fast Wi-Fi, smart TVs, washer/dryer, pet friendly. Quiet, safe neighborhood with easy access to 495, US-50, and train stations.

Train Tracks Getaway (Whole house)
All aboard for comfort and charm at Train Track Getaway! This cozy Odenton home is perfect for families and friends, with easy MARC train access to D.C. and Baltimore. Enjoy pancakes on the back porch and marshmallows by the firepit—yes, we’ve got the s’mores kit ready! Inside offers comfy beds, a full kitchen, and space to relax or play. Whether you're visiting Fort Meade or just unwinding, this is your laid-back home base for fun, family, and firepit vibes.

Private basement and entrance
Relax in this peaceful SUITE. The renovated basement SUITE has a private entrance and long-term stay facilities, including a free in-unit washer and dryer, refrigerator, and stove. Convenience stores are just a minute's walk away in a walkable neighborhood We are proud to provide 5-star services for our guests, ensuring they have the best time during their stay with us. Please note that: ==> ***We do not accommodate reservations for someone else*** <==

Family-Friendly, Arcade, Sleeps 8, Prime Location
Family-friendly fun meets unbeatable access! This spacious 3-bedroom Hanover retreat puts you 7 min to Ft. Meade, 10 min to BWI and within easy reach of Baltimore, Annapolis & DC. ✓ Private arcade room & board games for all ages ✓Fully equipped kitchen ✓ High-speed Wi-Fi & dedicated workspace. ✓ Kid gear: high-chair, pack-’n-plays & safety gates Whether work or play, our home is set for comfort—just pack your bags and book your stay today!

In-Law/Guest Suite ~~ Red Rose Inn
Red Rose Inn Perfect for business travelers, students, or in between housing. Count on reliable internet and a quiet workspace. Minutes to Columbia, Ft. Meade, Merriweather Post Pavilion, Gateway Drive, NSA, Annapolis Junction, Baltimore, JHU APL, University of Maryland, NASA Goddard and DC. Forget your worries in this spacious and serene space.

Guest studio with kitchenette - Private Entrance
Cozy private guest suite in Beltsville, MD with a comfy bed, modern kitchenette, dining nook, and clean full bath. Enjoy a private entrance, free Wi-Fi, and easy access to DC, College Park, and Baltimore. Perfect for business travelers or couples seeking comfort and convenience. * Parking available for 1 car only*
Popular amenities for Jessup holiday rentals
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Your Home Away from Home—with a Twist

Remote getaway close to it all
Destinations to explore
- Plainview Holiday rentals
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- South Jersey Holiday rentals
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- Nationals Park
- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- District Wharf
- Oriole Park at Camden Yards
- Smithsonian National Museum of Natural History
- National Museum of African American History and Culture
- Betterton Beach
- Hampden
- Sandy Point State Park
- Stone Tower Winery
- Arlington National Cemetery
- Georgetown Waterfront Park
- National Harbor
- Cunningham Falls State Park
- Washington Monument
- Caves Valley Golf Club
- Crystal Beach Manor, Earleville, MD
- Six Flags America
- Great Falls Park
- Codorus State Park
- The Pentagon
