Vacation rentals with a pool in Downtown, Baltimore

Emerald suite resort*pool table & 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-Apr.

Pool & Tennis Access: Modern studio by Interstates

Indulge in tranquility at our spacious studio apt. with its own private entrance. Prepare meals in the modern kitchen & enjoy your own washer/dryer. Relax in the living room, w a pull-out sofa. Guests have access to the community pool & tennis court. Pet-friendly, it's perfect for those visiting the DMV for work, leisure or extended stays. Nestled in a golf course community, it offers a peaceful ambiance with quick freeway access to major cities w/ nearby ice skating & sporting facilities.

Mins to Annapolis from Waterfront home Pool, Pier

Welcome to this beautiful waterfront home in the quiet Cool Spring Cove of the Magothy River in Arnold, MD. Not only does this home have beautiful views, but it also has a pool and pier. Enjoy your morning beverage on the private deck overlooking the pool and water views. Use the propane grill to host a waterfront BBQ on the pool deck or under the umbrella on the deck. The home has 4 Queen Bedrooms, 3 of which have water views, and 3 full baths. Pool opens mid-May and closes mid-October.

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.

Celebrate Summer by Your Private Pool

Lovely 2 acre waterfront lower level attached apartment with separate private entrance. Exceptional amenities include an inground pool, a pier with kayaks and paddle boards, pickleball and basketball courts, a swing set with a rock wall for kids, a gas grill, and a pool table. This amazing water front home is conveniently located only seven miles from the Naval Academy and downtown Annapolis. We do not host parties or events. Only registered guests are permitted on the property.

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.

Towson Luxury Apartment

Welcome to our charming apartment in the heart of Towson, Maryland! This stylish and inviting retreat is the perfect home away from home, offering a delightful blend of comfort and convenience. House Rules: 🚫 No pets (If validated, a pet fee of $150 will apply). 🚭 No smoking (If validated, a smoking fee of $500 will apply). 🎉 No parties (If validated, a party fee of $1,000 will apply). Book your stay today and experience the best of Towson!

Rare Find 5 Star, No Cleaning fee, Salt Water Pool

Located just 4.5 miles from historic Annapolis the Coastie Cottage is the perfect homebase for your next visit to the Annapolis! . The open floor plan, coastal décor, and elevated amenities will have you feeling refreshed and relaxed. Thoughtful touches throughout the cottage provide all the comforts of home for your stay. Welcome to the Coastie Cottage!