
Holiday houses in Jessup
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Top-rated holiday rentals in Jessup
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Green House in Savage, MD
Relax with your family and friends in a peaceful, comfortable, and clean home featuring 5 bedrooms and 3 full bathrooms. Conveniently located just 30 minutes from Washington, DC, and only 15 minutes from Baltimore and BWI Airport. Perfect for families, business travelers, and small groups looking for a quiet and relaxing stay Please note: No parties, events, or gatherings are allowed at the property. We kindly ask all guests to respect the home, neighbors, and quiet atmosphere during their stay.

Remedy Cottage
Welcome to Remedy Cottage, a place that holds deep sentimental significance for our family. It is a split foyer, two levels with steps leading in each direction from the foyer. It was built in 1978, every inch was renovated in 2022, featuring a brand new kitchen appliances. The interior boasts a modern farmhouse and minimalist design. This location is ideal for visitors to the nation's capital, the NSA, Andrews Air Force Base, and a short driving distance to three major airports in the area.

2 BR/1.5 Bath Basement, Private Entrance & Parking
Entire basement only not the entire house. A basement apartment recently renovated with 2 bedrooms, luxurious full bathroom, powder room, full kitchen, dining room, living room, laundry in the unit, private entrance, private parking (max 2 cars). Host lives upstairs with 1 dog (labradoodle). Everything in the basement is not shared with the host. Pets allowed with $75/trip fee, no fee for service dogs (Note: emotional support animals are pets) 0.5 mile from I-95, 20 minutes from BWI airport.

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!

Parkside Retreat Brand New 3-bedroom condo
The Parkside Retreat is a new 2-story condo located in a resort-style community that features a spacious kitchen/dining area, a 75" HD TV with 5.1 surround sound, three thoughtfully decorated bedrooms and 2 full baths / 1 half. The sprawling master suite features a walk-in closet, a luxurious king-size bed and a bathroom with a double-sink vanity, a shower and luxurious white bath towels. Best part? It is truly central to unlimited historical sites, restaurants, shopping and more!

Tranquil Comfort Near Everything
Family-Friendly Lennar Townhome Near BWI, Fort Meade & Arundel Mills Enjoy comfort and convenience in this Lennar townhome in the Groves at Shannon. The home features 3 spacious bedrooms, an open-concept kitchen and living area, a private balcony, and two-car garage parking. A playground is just steps away. Perfect for families or professionals seeking a mid-term stay with quick access to Fort Meade, Baltimore/Washington International Thurgood Marshall Airport, and Arundel Mills.

Country cabin in Ellicott City
Relax at this cozy and peaceful cabin. Recently renovated and minutes from Patapsco State Park and Historic Ellicott City, you'll love the serenity of the surrounding nature while still close to civilization. Just a 15 minute drive to the airport and close to highways linking to Baltimore and DC. Enjoy peaceful walks along the scenic road which leads to the Patapsco river and ample hiking and biking trails. Expansive wooded property offers ample peace and quiet.

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.

Spacious Upscale Townhome Near Hanover and BWI
Spacious townhome 5 minutes from Arundel Mills, 9 from Fort Meade, 12 from BWI, 20 from Columbia, 25 from Baltimore — the ideal base for extended work, group, and family travel. Full kitchen, in-unit washer/dryer, dedicated office, and room for 8 across 3 levels, including a first-floor guest suite with its own bath and kitchenette. Gym access. Walkable to shops, grocery stores, and eateries.

Luxury 4-Story Townhome w/Hot Tub • DC/Baltimore
Modern, luxury townhome retreat located close to Annapolis, DC, and Baltimore. Enjoy a bright open-concept kitchen with marble island and crystal chandeliers, cozy designer living space, and hotel-style bedrooms. Relax in your private covered patio with hot tub and outdoor dining. Fast WiFi, Smart TVs, and free parking included. Perfect for weekend escapes, girls nights, or family getaways!

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.
Popular amenities for Jessup holiday rentals
Other great holiday rentals in Jessup

Elegant & Cozy Home Nestled in Maryland

Cozy & Quiet 2 Bed Rm ADU Apart near DC&Baltimore

Modern 4BR |10 min to BWI & Fort Meade | Sleeps 8

Modern 1BD/BA Basement Apartment

Chic Columbia Retreat | Theater Room, Deck & Grill

Charming Sup. Clean 2 Levels Townhouse, up graded!

Private Guest Suite in Columbia

Walk to Stadiums | 2 Rooftop Decks | Parking
Destinations to explore
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- M&T Bank Stadium
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- FedExField
- Johns Hopkins University
- Oriole Park at Camden Yards
- Federal Hill Park
- Capital One Arena
- Georgetown Waterfront Park
- Arlington National Cemetery
- Betterton Beach
- Howard University
- Washington Monument
- National Museum of African American History and Culture
- National Harbor
- CFG Bank Arena
- Smithsonian National Zoological Park
- Baltimore Convention Center
- Museum of the Bible
- Smithsonian National Air and Space Museum
- Patterson Park
- Smithsonian American Art Museum





