Holiday rentals in Jessup

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Top-rated holiday rentals in Jessup

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Top guest favourite
An inviting family room features a pool table at its center, surrounded by comfortable seating and dining areas. Natural light illuminates the space through large doors leading to the deck. Ceiling fans and a warm color palette contribute to the open, relaxed atmosphere.
Home in Columbia
4.94 out of 5 average rating, 118 reviews

Rancher by Wash/Balt/Annap w/pool table, Kit, Deck

My Columbia House sits between Baltimore, Washington DC, and Annapolis, plus Historic Ellicott City, (county seat), is 8 miles close. The kid friendly neighborhood is central to Columbia village centers offering shops, restaurants, entertainment, lakes, hiking trails + more. Guests will enjoy FiOS Quantum data-multiple Laptop friendly work areas, 2 TVs and data jacks thru-out the home. See owners' favorites' list for local treats like Savage Mill, Ellicott City, or Merriweather Post Pavilion

Top guest favourite
A modern living area features a spacious sofa adorned with decorative pillows, facing a large 70" LG 4K HDR TV mounted on an accent wall. An electric fireplace below adds warmth, while stylish artwork and lighting enhance the contemporary design.
Guest suite in Silver Spring
4.98 out of 5 average rating, 143 reviews

Brand New Modern Guest Living Space

Welcome to this new beautifully designed guest living space. The space comes with a 70" LG 4K HDR TV in the living room that is paired with a full equipped Dolby Digital 5.1 surround system, an Electric Fireplace, a Highspeed internet, each room has a smart 4k tv. There is a fully equipped kitchen, dining area, living room with sofa, bathroom, and bedrooms with queen beds. The space has a very beautiful modern design. Less than a mile away from shopping centers, Fast foods and a hospital.

Guest favourite
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
4.78 out of 5 average rating, 127 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
4.94 out of 5 average rating, 50 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
A spacious bed is adorned with decorative orange pillows and flanked by elegant bedside lamps. Framed artwork featuring floral designs hangs above the headboard, complementing the soft color palette of the room.
Home in Fells Point
4.95 out of 5 average rating, 111 reviews

Luxury Fells Home w/Hot Tub, Poker Room, & Parking

Treat yourself to a luxury getaway with a 6-person hot tub, poker room with record player, and a gorgeously renovated bathroom with a freestanding soaking tub. This opulently decorated, spacious, renovated townhouse is located in the heart of very safe Fells Point. Sleeping arrangements for 6. Blazing fast 1GB Wifi, dedicated work space, 1 street parking permit, 65" Smart TV, and only 3 short blocks (3 min walk) to the bustling Fells Point waterfront. Just far enough to sleep undisturbed!

Guest favourite
A compact studio apartment is showcased, featuring a spacious bed adorned with a patterned comforter. A flat-screen TV is mounted on the wall, and a mirrored closet reflects the room's light. The separate bathroom is accessible through a door at the rear.
Guest suite in Linthicum Heights
4.9 out of 5 average rating, 485 reviews

Private Guest Suite; Just A Few Minutes from BWI!

Whether you have an early morning flight from BWI or you're considering relocation for your new job--have we got the place for you! This is a private guest suite, that is attached to our home; but has a private entrance. It's a compact studio apartment, including a separate bathroom. You'll be 15 minutes from Downtown Baltimore and approximately 60 minutes from Washington D.C. You can walk to the light rail and there's free parking, if you're driving. Let us be your home away from home!

Superhost
Townhouse in Jessup
5 out of 5 average rating, 4 reviews

Tranquil Comfort Near Everything

Family-Friendly Lennar Townhome Near BWI, Fort Meade & Arundel Mills Enjoy comfort and convenience in this Lennar townhome in the Groves at Shannon. The home features 3 spacious bedrooms, an open-concept kitchen and living area, a private balcony, and two-car garage parking. A playground is just steps away. Perfect for families or professionals seeking a mid-term stay with quick access to Fort Meade, Baltimore/Washington International Thurgood Marshall Airport, and Arundel Mills.

Top guest favourite
A cozy living area is presented, featuring a large gray sectional sofa with soft cushions and decorative pillows. An ottoman with a tray sits in the center, alongside a lamp that provides warm light. A patterned chair complements the space, while natural light filters in through the window blinds.
Apartment in Columbia
5 out of 5 average rating, 90 reviews

Luxury & Comfort, 2BR, 1 BA Columbia, Town Center

A place where you can unwind, relax, retreat, and escape daily hassles. Your personal oasis. Enjoy our beautiful, spacious, and comfortable condo, where we’ve taken care of every little detail for your comfort and satisfaction. If you were looking for a place like home, you found it. Our condo is equipped with top amenities with fabulous upgrades. We furnished our condo with love and passion! We hope it provides a memorable experience for you, your family and friends.

Top guest favourite
A cabin is nestled among tall trees, featuring a sloped lawn leading up to a covered porch. The exterior showcases a combination of brick and wood, with a sturdy chimney on one side. A winding driveway approaches the property, framed by natural stone.
Home in Ellicott City
4.94 out of 5 average rating, 51 reviews

Country cabin in Ellicott City

Relax at this cozy and peaceful cabin. Recently renovated and minutes from Patapsco State Park and Historic Ellicott City, you'll love the serenity of the surrounding nature while still close to civilization. Just a 15 minute drive to the airport and close to highways linking to Baltimore and DC. Enjoy peaceful walks along the scenic road which leads to the Patapsco river and ample hiking and biking trails. Expansive wooded property offers ample peace and quiet.

Guest favourite
Guest suite in Columbia
4.93 out of 5 average rating, 27 reviews

Private Guest Suite in Columbia

Relax in this private guest suite in the heart of Columbia, Maryland! Enjoy a spacious king bedroom, private entrance, free parking, a fully equipped kitchen, washer/dryer, and a private patio with a fire pit. Perfect for couples, business travelers, travel nurses, or small families, with space for up to 3 guests. Conveniently located near Merriweather Post Pavilion, The Mall in Columbia, Maryland Live! Casino, BWI Airport, Baltimore, Washington, DC, and I-95.

Top guest favourite
Home in Odenton
4.96 out of 5 average rating, 103 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
Home in Ellicott City
4.96 out of 5 average rating, 56 reviews

Charming Home in the Heart of Old Ellicott City

Calling all history lovers! Stay in a charming 1800s cottage with modern comforts in the heart of Historic Ellicott City. Walk to Main Street’s shops and dining or explore the trails in nearby Patapsco Valley State Park for hiking and outdoor fun. Ideal for wedding guests at Main Street Ballroom or if you're seeing a concert at Merriweather Post. Easy access to Columbia, Baltimore, and Washington, D.C..

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