Holiday rentals with a pool in Baltimore

Private Art-Filled Guesthouse near Naval Academy

Slip under a colorful quilt and get a great night's sleep in a secluded walk-up guesthouse. An intriguing blend of antique curios and Americana populates the room. The result is a comforting space that also has a modern kitchen and updated bathroom. Homeowners on site and available to book your Treetop Getaway! Key code access will be provided. Check in time is 3pm. Check out time is 11am. Contact me via phone or through messages here and I will respond as soon as possible. The guesthouse is in West Annapolis, a residential neighborhood bounded by Weems Creek and the Severn River. It's close to downtown, the Naval Academy, and the Stadium. Quaint shops and restaurants are just around the corner.

#Cozy *King Suite* in the heart of #Towson

Indulge in stylish comfort at this centrally-located king suite in Towson, offering easy access to the vibrant Towson Mall, diverse dining options, and the nearby Cinemark theater. Enjoy the convenience of being just minutes away from Towson Uni, Morgan State Uni, John Hopkins Uni, Baltimore Inner Harbor, and BWI Airport. Entertainment is at your fingertips with a smart TVs featuring live TV and streaming apps, while added perks include an in-suite washer/dryer and complimentary on-site parking.

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

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!

The Pier Home with Amazing Views!

Located in the lively South Baltimore area, your future home is surrounded by an array of local attractions, restaurants, and entertainment options. You're just a short distance from the Inner Harbor, known for its beautiful waterfront views, museums, and eclectic dining choices. Explore the unique charm of the neighborhood by taking a stroll or checking out the spirit of Baltimore. All guests must provide a valid government issued ID for security purposes. See house rules for more details.

Luxury BWI/Hanover 3-Level With Bonus Living Space

Modern suburban 4BR townhome near BWI (12 min) , Arundel Mills Mall & MD Live Casino (5 min), and Ft. Meade (5 min). Conveniently walk to a grocery store, shops, restaurants. Perfect for multigenerational families, groups, or business travel with multiple spacious areas to gather and relax. Large kitchen equipped for cooking meals. Guests enjoy access to a community center with a gym, lounges, pool table, outdoor grill, and outdoor pool. Close to Baltimore, DC, Annapolis, and Columbia.

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.

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 In Your Private Pool & Hot Tub

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.

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

Flohom 1 | Breathtaking Skyline 360° Views

Welcome aboard FLOHOM 1 | Bay Escape—a coastal-eclectic designed luxury houseboat for up to four guests. Docked at Inner Harbor Marina in the heart of Baltimore’s Inner Harbor, FLOHOM 1 boasts extraordinary views of the downtown skyline and offers easy access to the city’s diverse, world-class dining & entertainment scene. From peaceful sunrises to vibrant sunsets and the calming waterfront ambiance, your stay promises relaxation, exploration, and a deep connection to the water.