
Vacation rentals in Jessup
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Top-rated vacation rentals in Jessup
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Studio Apartment in Mount Vernon
Welcome to Your Private Home in the City ONE BED, ONE BATH STUDIO APARTMENT IN AN OWNER OCCUPIED HOME: This fully furnished in-law’s suite combines historic charm with modern luxury. Behind a single door off the fourth floor landing is your own private space with a full size bed, bathroom, and a kitchenette. Just bring your suitcase, everything else you need is already here, including; Cookware, dishes, high thread count sheets, towels, soaps, and detergents and more. Washer/dryer available on site. Space is very private and quiet. Ideal for use as extended stay housing. When booking the studio apartment, you get more than just a place to sleep. All guests are welcome to enjoy the entire first floor of the house. Relax and enjoy a book, or access the Wifi network with your portable device. LOCATION: The Calvert Guest House, located in Baltimore’s historic Mount Vernon neighborhood, offers visitors a unique blend of Victorian charm, modern elegance, and downtown Baltimore convenience. The Calvert Guest House is only steps from everything historic Mount Vernon has to offer, including restaurants, theatre, museums, symphony hall, and nightlife. TRANSPORTATION: The central location also makes The Calvert Guest House an ideal hub from which to explore the rest of the city, and the region. Stops for the MARC, Amtrak, Lightrail, The FREE Charm City Circulator (charmcitycirculator.com), as well as the Johns Hopkins shuttle, are all within walking distance. There's a Zipcar station around the corner, and two more within a couple of blocks. Interstate 83 is only a four blocks from the house.

Private Garden 1BR Oasis Near DC w/Parking & Patio
Tucked inside a quiet residential neighborhood minutes from the energy of Washington, DC, this spacious 1BR apartment offers the perfect balance of convenience, comfort, and tranquility. Surrounded by lush gardens and a peaceful koi pond, the space feels like a hidden oasis — yet only a short drive from downtown DC, University of Maryland, FDA, and major attractions. Whether you’re visiting for work or sightseeing, you’ll enjoy privacy, comfort, and easy access to everything the region offers.

Cozy 1-Bedroom Retreat Near Annapolis, Sleeps 4
**NEW HOT TUB BEING INSTALLED (available after 3/16)* This updated suite is designed for comfort & convenience. Enjoy a king bed and a LoveSac sofa that converts into a queen bed, perfect for 2-4 guests. The suite includes a private en-suite bathroom, high-speed internet, a fully furnished kitchen, and a coffee bar to make you feel right at home. Located just 4 miles from Annapolis, you're close to all the best spots. Whether you’re here to relax or explore, this suite has everything you need!

The Caretaker's Cottage-Historic Roundabout Hills
The Caretaker's Cottage was built in the 1770s by Ruben Merriwether, and sits near the manor house where he and his ancestors lived at Roundabout Hills. An exceptional space with a fabulous full kitchen perfect for those who like to cook, it is truly a one of a kind place to stay. The house, where John and Fiona live, and the cottage are secluded and private, but close to all of the art, culture, restaurants and dining in the nearby towns of Frederick, Columbia, Baltimore, and Washington, DC.

Pristine 1BR, king bed, hot tub, close to IAD
Luxurious, private and serene. Central location – 1 mile to the Metro, 8 minutes to IAD and Reston Town Center. Dedicated street parking. Close to multiple shops and restaurants. 2 patios and a side yard. Private use of the spacious hot tub with over-sized towels & luxurious robes. Enormous king-size Sleep Number® bed for exceptional comfort. Chef-worthy kitchen and washer/dryer. Free Netflix, YouTubeTV and Prime; your own thermostat and ultra-fast WiFi. No shared spaces. Built new in 2023.

Home away from home
This is a small house with private parking close to Baltimore and Annapolis. I have one queen size Murphy bed, one single pull out couch. It has an updated kitchen, updated bathroom, walk-in closet, Internet and heating and cooling. I also have a pellet stove. my kitchen is fully stocked with dishes, knives, forks, pots and pans. The bathroom has towels and rugs. I tried to add all the amenities to make it as comfortable as home. Look at pet rules under the other things to note section.

Urban Cottage, MD minutes from DC/National Harbor
Come and enjoy our spacious detached cottage,lounge on your private back deck overlooking private parkland forests. A real urban escape in an excellent location! Just a few blocks away from the MGM Resort / Casino, National Harbor, and shopping. Across the river from historic Alexandria and 10-minutes from Washington,DC. Great for a solo adventure,couples,and friends (up to 4 guests). Enjoy the seasonal steam house and personal wood-burning stove if you book in the cold months.

Gorgeous Mid-Century Gem near Lake Roland
We are located in a breathtaking park-like setting in stunning Lake Manor, near North Roland Park, and one block from Lake Roland Park. The space is a two bedroom, 2 bath apartment on ground floor with a large great room/living space, separate kitchen and private entrance, in a large beautifully preserved mid-century modern home. The owners live upstairs, but the spaces are distinct, private and separated by a heavy curtain. Very little noise bleeds through.

Sea Dreamer
Tranquil TIDAL, riverfront, split-level home. Rent the spacious lower level with 2 bedrooms, full custom kitchen, large living room (TVs, sleeper sofas, massage chair), dining/office space, and full bath with luxury shower. Includes soaps, towels, hairdryer. Kitchen equipped for cooking, includes full fridge. Patio with grill/fire-pit, lounging and kayaks. Convenient: 25 min to BWI, 45min to Annapolis, 60min to DC. Ideal for relaxing and exploring!

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!

Fox Cottage *Pet Friendly*
Fox Cottage is a modern addition to our 115 year old Victorian home. It’s a One Bedroom Queen size mattress & memory foam topper. There’s a Loft with a Full Size Memory Foam Mattress. The loft is a cozy space accessible by a vintage wooden ladder. It is not appropriate for people who cannot climb a ladder. There’s an outdoor seating area with a Chiminea to light a fire, enjoy a cup of coffee or wine, work or just listen to the birds.

The Crab House - a Private, Waterfront Guest House
Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190
Popular amenities for Jessup vacation rentals
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- Georgetown University
- Walter E Washington Convention Center
- National Mall
- M&T Bank Stadium
- Nationals Park
- The White House
- District Wharf
- National Museum of Natural History
- Capital One Arena
- Baltimore Convention Center
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Stone Tower Winery
- Arlington National Cemetery
- Howard University
- Betterton Beach
- Sandy Point State Park
- Georgetown Waterfront Park
- Washington Monument
- Patterson Park
- National Harbor
- Cunningham Falls State Park
- Smithsonian American Art Museum
- Great Falls Park




