Vacation rentals in Jessup

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Top-rated vacation rentals in Jessup

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Top guest favorite
The open-concept living space features a combination of comfortable furniture, including two green chairs and a gray sofa. A wooden coffee table occupies the center of the room, surrounded by an area rug. A fireplace and bookshelves add warmth and character to the setting.
Apartment in Sykesville
4.95 out of 5 average rating, 212 reviews

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.

Superhost
A modern living space is presented, featuring a neutral color palette and sleek design. A comfortable sectional sofa is positioned beside a coffee table, with a television mounted on the wall. The kitchenette, equipped with essential appliances, is visible in the background.
Apartment in Hanover
4.9 out of 5 average rating, 10 reviews

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.

Top guest favorite
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.

Guest favorite
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 favorite
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!

Top guest favorite
A modern two-story home is depicted, featuring a dark blue exterior with white trim and a vibrant red front door. A well-maintained lawn surrounds the property, with flower beds enhancing the landscape. A driveway leads to a two-car garage on the right side.
Guest suite in Severn
4.96 out of 5 average rating, 204 reviews

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.

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.

Top guest favorite
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 favorite
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 favorite
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.

Top guest favorite
Home in Laurel
5 out of 5 average rating, 19 reviews

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

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