Holiday rentals with a pool in Downtown Baltimore

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

Beautiful 2 Bedroom Fully Furnished Apartment on H

Perfect for families with kids—your home away from home! This beautiful 2-bedroom apartment overlooks the Inner Harbor and comes fully furnished with all the comforts you need. Enjoy building amenities like a seasonal rooftop pool, gym, hot tub, and business center. Located within walking distance of top attractions, it's ideal for families or business travelers. The vibrant community offers stunning harbor views and a heated pool on the garden terrace. Your perfect Baltimore getaway awaits!

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.

A home away from home

This spacious 2 bedroom apartment is located in a lovely, safe suburban neighborhood. Guest will enjoy the lovely garden setting and patio. Only a short drive to The Inner Harbor, Annapolis, Camden Yards, M&T Bank Stadium,Johns Hopkins, just to name a few. Guests will definitely feel right at home with free wi fi ,HBO and Showtime. We are a retired couple who reside in the upper level of this house. The apartment is spacious and completely private with a well appointed full kitchen

Spacious 3-Levels Near BWI, Live Casino, & More!

Modern 4BR townhome near BWI (12 min) and Maryland’s largest mall & MD Live Casino (5 min). Conveniently walk to grocery stores, shops, restaurants. Perfect for families, groups, or business travel with multiple workspaces and private areas to relax. Fully equipped kitchen for cooking and entertaining. Guests enjoy access to a community center with gym, lounges, pool table, outdoor grill, and seasonal pool. Close to Baltimore, DC, Annapolis, and Columbia.

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.

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!