
Holiday rentals in Jessup
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Top-rated holiday rentals in Jessup
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Natural light filled, Beautiful Townhouse
Welcome to this beautiful 3 bedroom; 2.5 Bathroom Townhouse nested in the Quiet, Safe and family friend Russet Community. With lots of walking trails. You will love this well kept place. This house is a walking distance from Walmart super center, Target and a lot of restaurants. Located in a central location. 15minutes from BWI airport. 25 minutes from Washington DC. 25 minutes from Baltimore. About a mile off I - 295. 1 parking space in the driveway and plenty of free street parking.

Cozy Private Suite w/Yard —10 min to BWI/F. Meade
Private and comfortable suite perfectly located for travelers, families, and professionals visiting the area. Enjoy a private entrance, dedicated outdoor space, a peaceful neighborhood, and quick access to everything — 10 minutes to BWI Airport, Fort Meade, Arundel Mills Mall, Live! Casino & Hotel, and major highways. Whether you're on a short trip, long work assignment, or weekend getaway, this suite offers clean, quiet, and convenient comfort with all the essentials for a relaxing stay.

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!

Cozy Historic Guest House
Located in the heart of Old Ellicott City! This studio is warm, cozy and decorated with almost all vintage furnishings to pay tribute to the 1800s home. The space offers a well stocked bedroom, full bathroom and kitchenette. Relax on the patio or walk to the many cafes and shops on Main Street. Parking is included. The home is built into a hill so you will need to walk up a series of steps in the back from the parking area to enter. Due to this our home may not be ideal for everyone.

Private 1BD Basement Apartment w. Gym
Discover comfort and convenience in this modern Severn, MD basement apartment. With a private bedroom, bathroom, and kitchen (no oven), it’s perfect for up to 4 guests. Stay connected with Wi-Fi, unwind with the smart TV, and stay active in the private gym. Located near Arundel Mills Mall, unique restaurants, and BWI Airport, this cozy retreat offers a quiet neighborhood vibe and easy access to Amtrak. Ideal for travelers seeking a peaceful, functional space to relax or recharge

The Lower Level Loft near BWI
Unwind in this tranquil, stylish in-law suite just minutes from BWI. Located on the lower level of a modern townhouse, it features a private entrance, inviting dining area, spacious bathroom, and a cozy bedroom with a brand-new queen bed and HD TV. One well-lit parking spaces add convenience. The kitchenette includes a mini fridge, air fryer, microwave, coffee maker, and essentials for a relaxing, comfortable stay, with easy access to shops, dining, and major highways.

Haven in Hanover- January Special
Spacious 3BR, 2.5BA home perfect for relaxing or gathering with loved ones. Enjoy hotel comfort with a cozy, lived-in feel. Approx 10 min from BWI airport and Just 5 min to Live! Casino, 3 min to groceries, and easy access to Baltimore’s great food scene or DC fun—about 45 mins to 1 hour depending on traffic. We’ve hosted many family and friend memories here—now it’s your turn. Unwind, explore, and make yourself at home in this peaceful retreat.

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!

The GreenHaus Oasis near Baltimore/DC/Annapolis
Our cozy 1 bedroom 1 bath guesthouse is a great base to explore three great cities: DC (30 min), Baltimore (20 min), and Annapolis (25 min). It is located in a residential neighborhood and is steps away from historic Savage Mill. It is home to several cute antique shops, restaurants, and running trails to explore. Laurel Race track (5 min) Ft. Meade (10 min) UMBC ( 15 min) BWI Airport (20 min)

Tiny House Near BWI airport. (1 guest)
Welcome to this charming space that includes everything you need for a comfortable stay, with its private entrance, parking, bathroom, and kitchenette with essentials, fast Wi-Fi, Smart TV, a dining table, a dedicated workspace, and a split air conditioner for your comfort. Self check-in (5 PM) and check-out (1 PM). NO SMOKING – NO PETS – NO PARTIES.

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.

Upscale, Central & Cozy TH+ Families & Pets> Parks
Spacious 4BR, 3.5BA home perfect for families or remote workers. Enjoy a full kitchen, cozy living room, high-speed WiFi, work desk, and kid-friendly layout. Unwind on the private patio or explore nearby parks. Easy access to BWI, Baltimore, DC, shopping, and dining makes this stylish Elkridge retreat ideal for both relaxation and productivity.
Popular amenities for Jessup holiday rentals
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Destinations to explore
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- Nationals Park
- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- District Wharf
- National Museum of Natural History
- Oriole Park at Camden Yards
- Hampden
- National Museum of African American History and Culture
- Betterton Beach
- Stone Tower Winery
- Arlington National Cemetery
- Sandy Point State Park
- National Harbor
- Patterson Park
- Washington Monument
- Georgetown Waterfront Park
- Cunningham Falls State Park
- Caves Valley Golf Club
- Great Falls Park
- Crystal Beach Manor, Earleville, MD
- Six Flags America
- The Pentagon




