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
A spacious living area features comfortable seating arrangements, including a sofa and armchairs. A coffee table made of natural wood adds warmth, while a large mirror reflects light. The open layout leads to a well-equipped kitchen, visible in the background, with ample natural light from large windows.
Townhouse in Hanover
5 out of 5 average rating, 26 reviews

Hanover/BWI 3-Level | Corporate + Extended Stay

Modern suburban 4BR townhome near BWI (12 min) and Maryland’s largest mall & MD Live Casino (5 min). Conveniently walk to a grocery store, shops, restaurants. Perfect for multigenerational families, groups, or business travel with multiple workspaces and private areas to gather and relax. Fully equipped kitchen for cooking and entertaining. Guests enjoy access to a community center with a gym, lounges, pool table, outdoor grill, and seasonal pool. Close to Baltimore, DC, Annapolis, and Columbia.

Top guest favourite
A peaceful view of a two-story house is presented, surrounded by lush greenery. A well-maintained driveway leads to the garage, and landscaped areas with flowering shrubs enhance the entrance. The sky is partly cloudy, suggesting a calm atmosphere in the natural setting.
Guest suite in Columbia
4.93 out of 5 average rating, 107 reviews

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.

A comfortable living area is presented with a pair of neutral sofas facing each other, accented by decorative pillows. A glass coffee table sits centrally, complemented by small side tables. Soft carpet covers the floor, and warm lighting is provided by a nearby floor lamp.
Flat in Hanover
4.75 out of 5 average rating, 108 reviews

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!!!!

Guest favourite
A spacious living room is furnished with two comfortable couches, one adorned with vibrant orange cushions. A wooden coffee table sits on a colorful area rug. Bright natural light fills the room, showcasing an open layout that extends to the dining area in the background.
Townhouse in Elkridge
4.92 out of 5 average rating, 36 reviews

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.

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, 47 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
4.91 out of 5 average rating, 34 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
Home in Severn
5 out of 5 average rating, 4 reviews

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.

The exterior of the home features a modern design with light-colored siding and multiple windows. A well-manicured lawn is seen in front, accompanied by a clear blue sky. A driveway leads to the garage on the right side of the house.
Home in Severn
4.77 out of 5 average rating, 161 reviews

3 Bedrooms House, clean High ceiling, Sanitized!

This version of modern British Colonial style interior deco, is bright and comfy is on the upper level of a two levels house Both units are Airbnb rentals, near by Maryland Live Casino the Arundel Mills mega Mall, where you can find a Medieval Times, There are lots of restaurants and a movie theater too! (2.5 miles) Baltimore's Convention Center and the Inner Harbor (12-miles), BWI Airport and the BWI Amtrak Station (3miles) Annapolis, Maryland's capital (21 miles)

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, 99 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!

Superhost
Home in Laurel
4.88 out of 5 average rating, 8 reviews

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!

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, 81 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.

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