Holiday houses 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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Top Guest favourite
A modern kitchen features wooden cabinetry and a spacious granite island at its center. Stainless steel appliances, including a refrigerator and oven, are present. Pendant lights hang above the island, and a decorative rug lies on the floor, adding warmth to the space.
Apartment in Clarksville
4.88 out of 5 average rating, 142 reviews

1k+ sf Charm in Upscale SFH Suburban NH of DC Balt

Read our reviews! this clean, 1k+ sf & above-grade (thus having plenty of natural light) ground floor 2BR Apt w own entrance in safe & highly sought-after upscale SFH community. Super Fast Internet & Google TV! In-unit full-size LG washer & dryer. Full-size modern kitchen with granite countertops. 7 minutes walk 2 shopping plaza & modern Columbia Gym, 22min to DC Metro & 25min to Baltimore. Home away from home with amenities such as king-size bed for MBR, big vintage desks, breakfast station.

Guest favourite
A spacious living area features a cozy sectional couch adorned with decorative pillows. Soft, warm lighting illuminates the room, complemented by a striped rug on the floor. Visible in the background is the open-plan kitchen and dining area, enhancing the sense of space.
Guest suite in Lutherville
4.9 out of 5 average rating, 474 reviews

* Spacious Private Suite Full of Style & Comfort *

Welcoming recently updated private basement suite with trendy decor and style! The one bedroom spot offers so much more than just that. You will have full use of the open shelf kitchen, perfectly setup cozy living room, spacious full bathroom, breakfast nook, and laundry room if needed. Any couple, working professional, or small family / group of friends would love the stay here. Not to mention the great location convenient to all Baltimore attractions. Plenty of parking available.

Superhost
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.
Apartment in Hanover
4.75 out of 5 average rating, 113 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 suite in Hanover
4.59 out of 5 average rating, 32 reviews

Near BWI: Quiet Elkridge Suite • Parking • Kitchn

Private walk-out basement suite in Elkridge, MD—built for long-term stays. Separate entrance, quiet living room with two sofas and smart TV, king bedroom, kitchenette (cooktop, hot plate, sink, full fridge), dining/work table, and clean shower bath. Fast Wi-Fi, blackout shades, climate control, and driveway parking on a safe, tree-lined street. Minutes to BWI, I-95, Baltimore and Washington, DC—ideal for travel nurses, interns, and remote workers. Close to hospitals; monthly discounts

Top 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.
Apartment in Severn
4.92 out of 5 average rating, 38 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 Jessup
New place to stay

Cozy Private Basement Apt Near BWI & Fort Meade

Enjoy a comfortable and private one-bedroom suite ideal for short or long stays. The space offers a private entrance with 24/7 keycode access for easy, secure check-in. Inside, you’ll find high-speed Wi-Fi, a 4K TV, and a dedicated office desk for work or study. The mini kitchen includes a double-door refrigerator with water and ice. A walk-in closet, and a modern, relaxing layout make this suite perfect for solo travelers, couples, or professionals seeking privacy and comfort.

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, 177 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.

Guest favourite
A bright and inviting basement suite features a queen bed with green and white striped bedding. A cozy sofa is positioned next to a staircase leading to the upper level. A small microwave is visible on a shelf nearby, adding to the functionality of the space.
Townhouse in Baltimore
5 out of 5 average rating, 29 reviews

Private basement and entrance

Relax in this peaceful SUITE. The renovated basement SUITE has a private entrance and long-term stay facilities, including a free in-unit washer and dryer, refrigerator, and stove. Convenience stores are just a minute's walk away in a walkable neighborhood We are proud to provide 5-star services for our guests, ensuring they have the best time during their stay with us. Please note that: ==> ***We do not accommodate reservations for someone else*** <==

Guest favourite
Guesthouse in Baltimore
5 out of 5 average rating, 10 reviews

Historic Meets Modern | Sauna &Kayak Access

Stay in a newly renovated 2-bedroom apartment attached to a historic home originally built in 1785. Skylights, granite countertops, natural wood floors, and limewash walls bring light and warmth. Enjoy 1 bathroom, a private kitchen, washer/dryer, and 1.5 acres of land. Just 10 minutes from downtown Baltimore and 13 minutes to BWI. Optional experiences: scheduled sauna sessions, farm tours, and 2 kayaks for rent. Perfect for families and weekend getaways.

Guest favourite
Guest suite in Laurel
4.95 out of 5 average rating, 206 reviews

Charming Saloon Stay near DC & Baltimore

Saddle up at the Charming Saloon, a rustic western-inspired retreat with modern comforts. Perfect for couples or solo travelers, with long-term stays welcome. Just 25 min from DC, 20 min from Baltimore, and 15 min from BWI Airport. Easy access to I-295/I-95, near Maryland LIVE! Casino, Horseshoe Casino, and Laurel Park Racetrack. Cozy, unique, and ideal for quick getaways or extended stays. Your western adventure awaits!

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.
Guesthouse in Savage
4.9 out of 5 average rating, 41 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.

Popular amenities for Jessup holiday rentals

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