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

Hickory Haven •1B King •Bsmt Apt •Clean •LG
Walk into a generously spacious, open-concept apt. The comfortable furnishings in this home blend authentic styles with modern design. Start your mornings w/ a meticulously clean bathroom. Enjoy movie night in the large living room, or lay on the comfortable king-sized bed. Read through the night by a warm stove fire. Stay in the backyard and enjoy the serenity of Sykesville! Enjoy the high-speed internet and the large space for your work-at-home needs. Stay-a-while and make the place your home.

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.

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!

Separate entry, close to Annapolis,Baltimore,Meade
This is for a 1 bedroom guest suite with a private separate entry to our lovely home. One queen bed and one queen sofa bed. We are 12 min to the Baltimore Airport, 13 min to Ft. Meade, 23 min to the inner harbor, 25 min to Annapolis, and 50 min to DC—last house on a safe and quiet street. 4 GUESTS Maximum overnight. No SMOKING in or on the property grounds please. There is a microwave, refrigerator, and dining table. NO KITCHEN YouTube TV, Netflix, HBO, and Disney + included.

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.

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!

Chic & Comfy Basement Apartment | Laurel MD
Welcome to your perfect getaway in the heart of Laurel! Spacious, This private 1BR/1BA basement apartment in quiet Laurel neighborhood features a separate entrance, full kitchen shed, large walk-in closet, modern bath, and over 1,000 sq ft of living space. Just 5 mins to I-95, 25 mins to BWI, DC & Baltimore and less than 10 minutes from Burtonsville Townsquare & Burtonsville Crossing. Perfect for business or leisure travelers!

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.

BWI Getaway - Spacious Suite with Private Entrance
Entire lower level of home. A bright, spacious, 900 square feet lower level designed solely for your private, and peaceful stay. Come relax and be close to all the action, yet distant enough to sleep peacefully at night. **NO SMOKING IN AIRBNB OR OUTSIDE AIRBNB.** Airbnb not suitable for anyone under 21 y/o.

Private Ensuite | Near Baltimore | Fireplace
👋 Stay in comfort and convenience at this private 1BR unit located between Washington DC and Baltimore. Enjoy a private entrance, electric fireplace 🔥, and free street parking 🚗. Perfect for solo travelers, couples, and business guests seeking peace and accessibility.
Popular amenities for Jessup vacation rentals
Other great vacation rentals in Jessup

Charming House with nice commute options

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tranquil retreat

Room in a Family house

Simply Comfy-Your Best Stay!

Private Bedroom with Shared Bathroom

One king size bedroom with attached Bathroom.

Cozy Escape | 1BR Solo Stay
Destinations to explore
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- Nationals Park
- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- District Wharf
- Smithsonian National Museum of Natural History
- Oriole Park at Camden Yards
- Hampden
- National Museum of African American History and Culture
- Betterton Beach
- Stone Tower Winery
- Sandy Point State Park
- Arlington National Cemetery
- Georgetown Waterfront Park
- National Harbor
- Patterson Park
- Washington Monument
- Cunningham Falls State Park
- Caves Valley Golf Club
- Great Falls Park
- Crystal Beach Manor, Earleville, MD
- Six Flags America
- Codorus State Park




