Holiday rentals in Jessup

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Jessup

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Superhost
A large, two-story home with a welcoming front porch is set amidst a spacious green lawn. The house features a grey exterior with white trim and multiple windows, surrounded by trees and landscaping, creating a peaceful and private atmosphere.
Home in Severn
4.86 out of 5 average rating, 222 reviews

Large Home w/ Private Pool, Gym, Sauna, 7 Bedrooms

Relax at this spacious 4,125 sqft, top-quality home on 1 acre. This 7-bedroom, 2.5 bathroom home features a private pool, gym, sauna, and a massive family room with 10 ft ceilings, and a 67 " Smart TV. Enjoy the large 1st class chef's kitchen with all the cooking & serving supplies you will ever need. Enjoy the modern amenities, multiple workspaces, a wrap-around porch, a fire pit, & a grill. Ideal for family events, quiet getaways, sports teams, & business meetings. You are able to have your l

Guest favourite
A spacious two-story home features a mix of grey siding and white trim, highlighting a welcoming front porch with a white railing. Lush green grass surrounds the property, complemented by decorative shrubs and trees.
Home in Savage
4.91 out of 5 average rating, 34 reviews

Green House in Savage, MD

Relax with your family and friends in a peaceful, comfortable, and clean home featuring 5 bedrooms and 3 full bathrooms. Conveniently located just 30 minutes from Washington, DC, and only 15 minutes from Baltimore and BWI Airport. Perfect for families, business travelers, and small groups looking for a quiet and relaxing stay Please note: No parties, events, or gatherings are allowed at the property. We kindly ask all guests to respect the home, neighbors, and quiet atmosphere during their stay.

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, 119 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

Guest favourite
A green front door is adorned with a circular welcome sign, featuring a warm greeting on a decorative banner. The door's glass accents provide an inviting glimpse of the entryway.
Home in Laurel
4.9 out of 5 average rating, 155 reviews

Remedy Cottage

Welcome to Remedy Cottage, a place that holds deep sentimental significance for our family. It is a split foyer, two levels with steps leading in each direction from the foyer. It was built in 1978, every inch was renovated in 2022, featuring a brand new kitchen appliances. The interior boasts a modern farmhouse and minimalist design. This location is ideal for visitors to the nation's capital, the NSA, Andrews Air Force Base, and a short driving distance to three major airports in the area.

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
4.94 out of 5 average rating, 124 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.

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.
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.

Superhost
Townhouse in Jessup
5.0 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
Home in Severn
4.91 out of 5 average rating, 45 reviews

Elegant & Cozy 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
4.96 out of 5 average rating, 105 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.

Superhost
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.
Guest house in Savage
4.91 out of 5 average rating, 44 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)

Superhost
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
5.0 out of 5 average rating, 45 reviews

Spacious Upscale Townhome Near Hanover and BWI

Spacious townhome 5 minutes from Arundel Mills, 9 from Fort Meade, 12 from BWI, 20 from Columbia, 25 from Baltimore — the ideal base for extended work, group, and family travel. Full kitchen, in-unit washer/dryer, dedicated office, and room for 8 across 3 levels, including a first-floor guest suite with its own bath and kitchenette. Gym access. Walkable to shops, grocery stores, and eateries.

Popular amenities for Jessup holiday rentals