Holiday houses in Jessup

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Top-rated holiday rentals in Jessup

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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
4.88 out of 5 average rating, 8 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.

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, 460 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.
Apartment in Union Square
4.93 out of 5 average rating, 561 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.

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, 107 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
4.91 out of 5 average rating, 35 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.

Top 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, 46 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!

Superhost
Home in Severn
5 out of 5 average rating, 3 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 favourite
Home in Odenton
4.97 out of 5 average rating, 38 reviews

Train Tracks Getaway (Whole house)

All aboard for comfort and charm at Train Track Getaway! This cozy Odenton home is perfect for families and friends, with easy MARC train access to D.C. and Baltimore. Enjoy pancakes on the back porch and marshmallows by the firepit—yes, we’ve got the s’mores kit ready! Inside offers comfy beds, a full kitchen, and space to relax or play. Whether you're visiting Fort Meade or just unwinding, this is your laid-back home base for fun, family, and firepit vibes.

Top 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, 18 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*** <==

Top Guest favourite
Home in Jessup
4.99 out of 5 average rating, 98 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!

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, 80 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.

Guest favourite
A well-lit bedroom features a spacious bed adorned with a floral quilt. Soft lighting is provided by sconces above the headboard, and a floral wall decoration adds a touch of charm. A window with a white frame offers natural light, complemented by a nearby door.
Guesthouse in Beltsville
4.95 out of 5 average rating, 19 reviews

Guest studio with kitchenette - Private Entrance

Cozy private guest suite in Beltsville, MD with a comfy bed, modern kitchenette, dining nook, and clean full bath. Enjoy a private entrance, free Wi-Fi, and easy access to DC, College Park, and Baltimore. Perfect for business travelers or couples seeking comfort and convenience. * Parking available for 1 car only*

Popular amenities for Jessup holiday rentals

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