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Vacation rentals in Jessup

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Top-rated vacation rentals in Jessup

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Guest suite in Millersville

4.81 out of 5 average rating, 135 reviews

The Lower Level Loft

Unwind in this tranquil, stylish in-law suite, updated for your comfort. Located on the lower level of a townhouse just minutes from BWI, this space offers a private entrance.Inside, you'll find an inviting dining area, a spacious bathroom, and a cozy bedroom featuring a brand-new queen-sized bed and a high-definition TV. There are two dedicated parking spaces that are well-lit. The kitchenette has a fridge, microwave, coffee maker, etc., providing all the essentials for a comfortable stay.

Guest suite in Laurel

4.96 out of 5 average rating, 187 reviews

Whiskey Bottom Saloon by LLOYD SUITES

Whether you're a service member transferring to the area or here for business or pleasure, our 'Saloon' themed apartment is the perfect retreat. We're 25 mins from DC and 20 mins from Baltimore. Just a gallop to I-295, I-95 and Fort-Meade. Are you flying in from BWI Airport? We are only 15 mins away. If you would like to try your luck, we are 20 mins from Maryland LIVE Casino and Horseshoe Casino. Within walking distance is the famous Laurel Park Horse Race Track with live & simulcast races.

Guesthouse in Glenwood

4.95 out of 5 average rating, 177 reviews

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.

Guest suite in Odenton

4.93 out of 5 average rating, 105 reviews

Deluxe Odenton Suite Minutes From BWI/Annapolis/DC

Escape to a luxurious retreat in Odenton. Boasting a stylish 2-bed design, stainless steel appliances, a rainfall shower with massage jets, and a bidet. This space has all the comfort you'll ever need. High-speed WiFi, smart TV, coffee maker, washer and dryer, and work desk space. Perfect location for exploring! Minutes to restaurants: Mamma Roma, Ruth's Chris, and The Prime Rib. 10-15mins to Arundel Mills, Live Casino, BWI Airport, Annapolis Naval Academy, Waugh Chapel Towne Centre, and more!

Home in Glen Burnie

4.97 out of 5 average rating, 425 reviews

Secluded acre near BWI and Baltimore

Secluded suburban acre 8 minutes from BWI Airport, 15 minutes from Baltimore's Inner Harbor and from Fort Meade, and 45 minutes from Washington DC. Private house attached to host house has 1220 square feet of cozy comfort--4 times the size of a hotel room! House includes 2 bedrooms (one queen, one double), 1.5 baths, living room, foyer, dining room, full kitchen, and washer/dryer. The one-acre lot has hundreds of trees and is great for pets. Level 2 charging station is good for all EVs.

Cottage in Glen Burnie

4.92 out of 5 average rating, 166 reviews

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.

Rental unit in Glen Burnie

4.85 out of 5 average rating, 401 reviews

Quiet One Bdr Apt at BWI Airport

Furbabies Welcome! Yard Oasis! 1 Bedroom Basement suite with private entrance - 12 min. to UM Baltimore Washington Hospital -15 min to Ft. Meade - Great for military - 6 min. drive to BWI Airport terminal -10 min. drive to Casino Live - Driveway parking for 2 vehicles or RV -Wifi/Smart TV with Netflix & YT -10 min drive to Downtown Baltimore -Fully equipped kitchen - Full bathroom w/Soap/Shampoo -Late checkout available w/Fee -Doggie basket -20 miles to Annapolis, Md NO CATS permitted

Guest suite in Catonsville

4.94 out of 5 average rating, 502 reviews

Rollingside: Two-Room Guest Suite

Two-room guest suite with private entrance located in picturesque Catonsville, MD on a pre-Colonial road originally used for rolling tobacco to the harbor. Downtown Baltimore is 20 minutes away, BWI airport and Amtrak station 15 minutes, and our street is located on a bus route. Beautiful 3.5 mile walk to historic Ellicott City and an hour from Washington, D.C. Individuals and families with children are welcome, but the Airbnb member renting the property must be over the age of 25.

Guest suite in Severn

4.83 out of 5 average rating, 276 reviews

Fun and Cozy

Nice cozy basement apartment, with a separate entrance in a nice calm neighborhood. It is a one bedroom apartment with a big living room, dining section and brand new furnitures. It has a queen size bed, microwave and refrigerator. NO KITCHEN. 10 minutes away from the BWI airport and 4 minutes from Arundel Mills Mall and Live Casino. Centered between Baltimore and Washington DC and close to most major highways in Maryland. There is lots of road side parking available.

Guesthouse in Highland

4.98 out of 5 average rating, 277 reviews

Woodland Retreat

Welcome to our private woodland retreat! This stylish and secluded mid-century modern guesthouse is nestled on five acres in horse country in Highland, Maryland. Totally separate from our owners home, our guesthouse combines the serenity, privacy, and safety you crave with all the conveniences of modern life including: a full bath; kitchenette; internet; and a screened porch with access to our beautiful lighted and heated swimming pool and adjacent walking trails.

Guest suite in Silver Spring

4.91 out of 5 average rating, 194 reviews

Private guest suite in a newly remodeled home

You'll find a spacious and bright basement apartment that has a bedroom with a queen-size bed, a couch, toilet, bathroom and kitchenet, all in the suite. It has its own entrance and self check-in. It is complete with a flat-screen TV and an office desk for your work. None of the amenities are shared. The fully-equipped kitchenet has everything you'll need to cook and warm your meals, including a fridge, microwave, stove, and all the pots, pans, and utensils.

Guesthouse in Catonsville

4.97 out of 5 average rating, 232 reviews

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.

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Popular amenities for Jessup vacation rentals

Free parking on premises

Air conditioning

Stay near Jessup's top sights

National Cryptologic Museum10 locals recommend

IHOP9 locals recommend

Autobahn Indoor Speedway & Events - Baltimore, MD/BWI8 locals recommend

Timbuktu Restaurant7 locals recommend

Food Lion7 locals recommend

Dorsey MARC Station4 locals recommend

Other great vacation rentals in Jessup

Guest suite in Columbia

4.95 out of 5 average rating, 63 reviews

Inviting, Restful Home in Columbia

Rental unit in Severn

4.9 out of 5 average rating, 48 reviews

Near BWI and Annapolis. Great for long term stay.

Home in Severn

4.96 out of 5 average rating, 50 reviews

Luxury Townhouse | Arundel Mills | Prime Location

Home in Glen Burnie

5 out of 5 average rating, 64 reviews

Glen Burnie Escape

Rental unit in Columbia

5 out of 5 average rating, 36 reviews

Chic style space near Columbia

Home in Columbia

5 out of 5 average rating, 17 reviews

A fully furnished basement

Home in Columbia

4.77 out of 5 average rating, 48 reviews

Basement Apartment-Private Entry

Guesthouse in Hanover

5 out of 5 average rating, 15 reviews

New spacious private guest suite

Destinations to explore