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.

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Guest favourite
The spacious living area features light wood flooring and neutral walls. A comfortable couch with blue pillows faces a flat-screen TV on a low black table. A desk and chair are positioned nearby, with a small shelf holding decorative items and a plant in the corner.
Guest suite in Glen Burnie
4.82 out of 5 average rating, 469 reviews

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.

Superhost
A bright living space is highlighted by large windows with wooden shutters. A modern sofa faces a small coffee table and a bookshelf. A potted plant adds a touch of greenery, while eclectic furnishings and artwork provide a personal touch. Light streams in, creating an inviting atmosphere.
Flat in Union Square
4.93 out of 5 average rating, 568 reviews

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.

Guest favourite
Townhouse in Severn
5 out of 5 average rating, 9 reviews

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.

Superhost
The living room features a dark gray sofa accompanied by a matching armchair, both adorned with various decorative pillows. A circular wooden coffee table is positioned in front. A flat-screen TV is mounted on the wall, while natural light filters through the sheer curtains.
Flat in Laurel
4.77 out of 5 average rating, 31 reviews

Montpelier Spot Laurel Private Entrance & Parking

A fully furnished Lower Level 2 Bedrooms Apartment In Laurel. Close to BWI Airport, Shopping, And Dining. Close To Fort Meade, 495 Hwy, University of Maryland college park and bowie state university, And 5 Block To Marc Train. Prime Location For Commuters. Comes with electronic smart keys. There is motion-censored lighting and security camera. Comes with WiFi throughout, Internet-enabled TV in the living room with access to Youtube tv and peacock tv (don't have an account? Use ours!).

Guest favourite
The bedroom features a spacious bed adorned with a light blanket and decorative pillows. Framed artwork hangs on the walls, complementing the neutral color scheme. Natural light filters through the window, which is covered with horizontal blinds.
Guest suite in Hanover
4.96 out of 5 average rating, 50 reviews

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!

Guest favourite
A spacious living area is equipped with comfortable seating options, including a gray sofa, an orange armchair, and a patterned accent chair. A wooden coffee table is centered in the room, and a wall-mounted TV is visible, enhancing the entertainment aspect. Fitness equipment is present in the background.
Flat in Severn
4.92 out of 5 average rating, 36 reviews

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

Superhost
A cozy bedroom area is highlighted by a queen-sized bed with light blue linens and a decorative wall art piece. A small dining table is set for two, featuring plates and cups. A desk with a lamp and a television are also present in the room.
Guest suite in Millersville
4.83 out of 5 average rating, 176 reviews

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.

Top guest favourite
A well-lit living area features large windows draped in sheer curtains, allowing natural light to fill the space. Comfortable seating is provided by a gray sectional sofa and two light armchairs. A medium-sized coffee table rests on a patterned area rug, complementing the modern decor.
Home in Jessup
4.99 out of 5 average rating, 103 reviews

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!

Guest favourite
A cozy living area is furnished with a sectional couch adorned with yellow accent pillows. A wooden coffee table sits in front of it. Natural light enters through the window, complemented by a plant on the windowsill. An indoor palm adds greenery to the space.
Guest house in Savage
4.93 out of 5 average rating, 40 reviews

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)

Top guest favourite
A striking wall art piece features a vibrant red rose contrasted against a muted black-and-white background of a wooden surface. The artwork is displayed in a multi-panel arrangement, adding a modern touch to the décor.
Guest suite in Savage
4.94 out of 5 average rating, 85 reviews

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.

Superhost
Townhouse in Elkridge
5 out of 5 average rating, 3 reviews

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.

Top guest favourite
A spacious living area features a large sectional sofa adorned with colorful cushions. A glass coffee table is positioned in front, and a flat-screen television displays various streaming options. Light from overhead fixtures brightens the neutral-toned walls.
Guest suite in Elkridge
4.94 out of 5 average rating, 116 reviews

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.

Popular amenities for Jessup holiday rentals

  1. Airbnb
  2. United States
  3. Maryland
  4. Anne Arundel County
  5. Jessup