Holiday rentals with a pool in Towson

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

Cozy 2 bdrm*Pool Heart of Towson

Experience stylish comfort in this centrally located 2-bedroom suite in the heart of Towson. Just steps away from Towson Mall, a variety of restaurants, and Cinemark, this prime location offers easy access to Towson University, Morgan State University, GBMC, the Baltimore Inner Harbor, and BWI Airport. Relax with entertainment on a smart TV, featuring live TV and streaming apps for your enjoyment. Perfect for groups, this suite ensures seamless access to everything Towson has to offer.

Cozy Comfort Close to Annapolis & USNA

Private first-floor 2- bedroom guest apartment, a quiet retreat in a lovely residential neighborhood 7.5 miles to Annapolis & USNA. Large living room, mini sit-in kitchen, bathroom, and laundry room. It’s ideal for travelers who want privacy, and a little more space than the usual stay. Sip your morning coffee in the gazebo and unwind after day trips fireside on the comfy sectional. The kitchen is ideal for enjoying light cooking or take outs. Comfy queen sized beds with crisp linens.

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 (weather permitting) and adjacent walking trails.

Celebrate Summer by Your Private Pool

Lovely two 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 waterfront home is conveniently located only eight miles from the Naval Academy and downtown Annapolis. We do not host parties or events. Only registered guests are permitted on the property.

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.