Holiday rentals with a pool in Downtown Baltimore

Spacious Forested Oasis

With a quiet, wooded setting just outside your door, this spacious 1-bath studio is the ideal serene retreat! Perfect for couple's getaways, nature & holistic wellness lovers, medical travelers & more. We sit near miles of scenic roads & rolling hills in Maryland's horse & farm country. Head out to historic sights in Baltimore's Inner Harbor, embark on a scenic hike at Patapsco State Park, or stroll through the shops nearby in quaint Glyndon. End your night under the stars around the fire pit.

Large Home with Pool & 7 bedrooms; sleeps 21

Relax at this large 7-bedroom spacious top-quality home that is ideal for large gatherings where all can be together in one place. All will be comfortable in large open areas both inside (4,125 sq ft, tall ceilings) & outside (1 acre). Enjoy a huge first-class kitchen with all the granite countertop space, cooking & serving supplies you will ever need. Enjoy the large fenced-in backyard with pool, grill, & fire pit. Ideal for family events, quiet getaways, sports teams, & business meetings

Pool House -Self Check-In- Private Secluded Pool

Secluded Tiny Guest House Retreat with Private Pool – Near Baltimore & Annapolis As you pull into the driveway, the city noise melts away—replaced by the serenity of trees and the inviting sparkle of your private in-ground swimming pool. This 320 sq. ft. Pool House is cozy. A large window fills the space with natural light to the ever-changing views of the wooded setting. Completely private stay – no shared spaces Self check-in with no contact Private pool exclusively yours during your stay

Tree house resort spa with sauna &heated salt pool

Escape to a Secluded Sanctuary in the Woods. Located just 6 minutes from Baltimore City, this home is part of a unique collection of 3 villas, each nestled on 3.5 acres of lush, wooded land, complete with private driveways. Relax in your own private guest suite with its own entrance, surrounded by nature’s serenity, and enjoy the heated pool. This peaceful retreat is designed to make you feel like you’re far away from the everyday, offering the perfect couples’ escape. Pool closed Oct. 10th.

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.

Gunpowder Retreat

Unwind and relax with friends & family at this peaceful mid-century modern home. Nestled along the Gunpowder Falls State Park you can enjoy long summer days lounging in the pool under a canopy of trees or take an adventure along the hiking trails easily accessible from the back yard. Although there is no reason to leave this oasis, shopping and restaurants are only a five-minute drive away. Enjoy the beauty of nature without giving up modern comforts in this 4 bedroom, 3 bath home.

Studio Apt | WhyHotel by Placemakr, Columbia

Welcome to WhyHotel by Placemakr, Columbia — where spacious, modern apartments meet hotel convenience. Enjoy open floor plans, fully equipped kitchens, luxury plank flooring, and a rooftop terrace overlooking Color Burst Park. Located in the heart of the Merriweather District, you’re steps from live music at Merriweather Post Pavilion and top dining like Dok Khao Thai Eatery. Whether you’re here for a weekend or an extended stay, this is more than a place to stay—it’s home.

Patterson Park Penthouse with Rooftop Deck!

Located overlooking the lovely Patterson Park and close to Canton & Fells Point this is a great spot for a Baltimore visit! This large and newly renovated Baltimore rowhouse less than 10 min from the Inner Harbor, Johns Hopkins main campus, Bayview, Fells Point, Canton. We invite you to stay in a lovely private apartment oasis on the top floor of the row house that has stunning views of the park and access to a balcony and large rooftop deck for lounging or dining.

Flohom 7 | 360° Harbor & Skyline Views

Discover Luxe Living on the Water Aboard FLOHOM 7 | Harbor Hideaway✨ FLOHOM 7 features two bedrooms and two bathrooms, comfortably accommodating up to four guests. Thoughtfully appointed with spacious interiors, modern amenities, and an expansive, fully equipped rooftop, this luxury houseboat creates an inviting atmosphere directly on the water. Docked at Lighthouse Point Marina & Resort, it provides stunning views of Baltimore’s Inner Harbor skyline.