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

Butchershill-Clean, KingBed, Parking, next to Park
My name is John S Marsiglia. Always clean, very comfortable New King Mattress, 100feet to beautiful park, Warm & Cozy Fireplace, Self checkin , Historic 2207 E Baltimore St. Search online. 900 Sq Ft. 12 ft ceilings,Fully equipped kitchen/kitchenette,Coffee,Tea,Cream,Brita filtered water pitcher,50" TV, streaming , free Prime tv ,top speed WiFi, surround sound, comfortable clean furniture, antiques, oriental rugs, workspace w/desk, beautiful bathroom, dual shower heads&seats, private full laundry

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 & stoned in the back from the parking area to enter. Due to this our home may not be ideal for everyone.

Rancher by Wash/Balt/Annap w/pool table, Kit, Deck
My Columbia House sits between Baltimore, Washington DC, and Annapolis, plus Historic Ellicott City, (county seat), is 8 miles close. The kid friendly neighborhood is central to Columbia village centers offering shops, restaurants, entertainment, lakes, hiking trails + more. Guests will enjoy FiOS Quantum data-multiple Laptop friendly work areas, 2 TVs and data jacks thru-out the home. See owners' favorites' list for local treats like Savage Mill, Ellicott City, or Merriweather Post Pavilion

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.

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.

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!!!!

Rollingside: Two-Room Guest Suite
Two-room guest suite with private entrance located in picturesque Catonsville, MD on a pre-Colonial road originally used for rolling tobacco to the harbor. Downtown Baltimore is 20 minutes away, BWI airport and Amtrak station 15 minutes, and our street is located on a bus route. Beautiful 3.5 mile walk to historic Ellicott City and an hour from Washington, D.C. Individuals and families with children are welcome, but the Airbnb member renting the property must be over the age of 25.

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!

New Charming Retreat in Elkridge
-This distinctive location is ideally located near marketplaces like Costco, Weis, and Aldi, Walmart and is at the center of two major shopping malls [Columbia Mall and Ann Arundel Mall] -Within five miles, you'll find fantastic restaurants such as IHOP, Olive Garden, Panera Bread, TGI Fridays, McDonald's, Dunkin' Donuts, and many more, making your trip planning effortless. - Conveniently located between Washington DC and Baltimore. Just 10 minutes away from BWI airport in Baltimore.

Stylish Rancher Near BWI,Forte Meade,Live Casino!
Your family will be close to everything when you stay at this centrally-located home. 3 bed 2 bath single level home with a deck, parking, and washer/dryer. The home is loaded with everything needed to enjoy your stay; WiFi, Smart TVs, linens, kitchenware, blow dryer, iron and more! Located in a safe and quiet neighborhood, but still very convenient. Nearby there's Arundel Mills Mall, Live Casino, Forte Meade, Cinemark Movies, and many more restaurants and activities.

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.

Fox Cottage *Pet Friendly*
Fox Cottage is a thoughtfully designed eclectic modern retreat nestled beside our beautifully preserved 115-year-old Victorian home. Tucked along a peaceful, wooded path, this private cottage offers the perfect balance of charm, comfort, and convenience — ideal for couples, professionals, concertgoers, and travelers bringing their furry companions.
Popular amenities for Jessup holiday rentals
Other great holiday rentals in Jessup

Modern 1BD/BA Basement Apartment

Wonderful BWI Studio "Serenity"

The Lily Pad: Townhome b/w Baltimore & Wash., DC

Beautiful & serene environment

Cozy Private Apartment in Columbia | King Bed

Spacious Upscale Townhome Near Hanover and BWI

Beautiful German style Apt w (optional Hot Tub!)

Lakefront Couples Escape | Fire Pit |Sunset Views
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- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- Nationals Park
- Walter E Washington Convention Center
- Baltimore Convention Center
- Oriole Park at Camden Yards
- FedExField
- Federal Hill Park
- Stone Tower Winery
- Johns Hopkins University
- Arlington National Cemetery
- National Museum of African American History and Culture
- Washington Monument
- The Anthem
- Capital One Arena
- Georgetown Waterfront Park
- Betterton Beach
- National Harbor
- CFG Bank Arena
- Howard University
- Smithsonian National Zoological Park
- Patterson Park





