Smoking friendly vacation rentals in Baltimore

Pet friendly and perfect for families in Annapolis

Your family will be close to everything when you stay at this centrally located Eastport home. Less than 2 miles to the Naval Academy and downtown Annapolis. Perfect family friendly home with plenty of space to visit your midshipmen at the Naval Academy or attend a game at the Navy-Marine Corps Memorial Stadium. Close enough to walk to the waterfront to enjoy the many bars, restaurants, boat tours, or sailing excursions. We have enough space to sleep 12 and a fenced in back yard for your dog.

Stylish Annapolis Retreat | Personalized Gift

Every stay includes a thoughtful, personalized gift! Stylish top-floor condo located in Spa Creek outfitted with king sized beds, espresso bar, 65” 4K smart TV, Nintendo Switch, vinyl listening station, full kitchen, dedicated workplace, book nook, and covered balcony. Community perks include pool, gym, and grills. Walk to parks, courts , water & trails nearby. Just 7 mins to downtown Annapolis & the Naval Academy. Perfect for work or play—resort-style amenities and cozy comfort all in one.

Sweet Seven@The Brick House

Relax with the whole family at our peaceful step down apartment. Sweet Seven in The Brick House in historic Riverdale Park is 11 minutes by MARC train to Capitol Hill and the Mall. Riverdale Park is Uber/Lyft-rich, perfect for a business stay or a weekend getaway. Less than a mile from University of Maryland/College Park campus, Discovery District, historic College Park Airport, the Northeast Branch Trail and around the corner from the Calvert Family's historic home, Riversdale House Museum.

Quiet Cozy 1 Bdr Apt at BWI Airport

Furbabies Welcome! Yard Oasis! 1 Bedroom Basement suite with private entrance - 12 min. to UM Baltimore Washington Hospital -15 min to Ft. Meade - Great for military - 6 min. drive to BWI Airport terminal -10 min. drive to Casino Live - Driveway parking for 2 vehicles or RV -Wifi/Smart TV with Netflix & YT -10 min drive to Downtown Baltimore -Fully equipped kitchen - Full bathroom w/Soap/Shampoo -Late checkout available w/Fee -Doggie basket -20 miles to Annapolis, Md NO CATS permitted.

Awesome studio tucked away & Centrally located !

Bayview is very close to Greektown, Little Italy, Fells Point and Canton. Each of these commercial developments are no more than 1-2 miles from Drew Street. Restaurants, the waterfront and shopping districts are all located in each of these developments and provide a wide array of tastes and treats. Therefore, if you are a foodie, like wine/beer, antique shops or like to hear a band or singer every once in a while, you can definitely find something to do and travel via Uber, Lyft or Taxi.

Garden apartment in Roland Park, Victorian mansion

An expansive private garden suite within a restored Victorian mansion, offering privacy, comfort, and refined design. Over 1,500 sq ft includes two full baths, a serene primary bedroom with sitting area, flexible sleeping accommodations, a private walk-out entrance, a new kitchen, and premium in-suite laundry—ideal for short or extended stays. Located in historic Roland Park, surrounded by tree-lined walking trails and landscaped parkways, minutes from Lake Roland and Cross Keys dining.

Modern 3-Level Stay| Hot Tub | Game Room | Parking

Spacious 5BR home near D.C. with hot tub, fire pit, and game room—perfect for families or groups! Enjoy 3 levels of comfort, a full kitchen, fast Wi-Fi, smart TV, and self check-in. Relax in the private backyard, grill out, or unwind in the hot tub. Pet-friendly and sleeps 12 comfortably. Located in a quiet neighborhood just minutes from downtown Silver Spring and Washington, D.C. Free parking, kid-friendly, and ideal for work trips or weekend getaways. Book your stay today!

New Listing! Rare gem Tikibar, Jacuzzi & Rooftop

Rare gem with roof top lounging area with an amazing view of the city. Tiki bar in the downstairs patio, jacuzzi in master bedroom. Be transported to the land of Aphrodite as you relax in the cozy Greek themed master bedroom. Whether you want to unwind for a peaceful relaxing time in the jacuzzi or have good times with good friends our cool unique vibe will fit whatever it is your looking to do. Walking distance from M & T stadium, Horseshoe Casino, Top Golf, & the harbor.

Cozy Retreat in Laurel, MD!

Welcome to this comfortable, 2 bd, 2 bth 2nd floor apartment with sleeper sofa for additional guests-modern retreat in the heart of Laurel that offers the perfect blend of tranquility and convenience. You’ll have easy access to both DC and Baltimore, making it ideal for exploring the best of both cities! Inside: stocked kitchen, cozy living area with wood-burning fireplace, fast WIFI, not some, but all premium channels, and your own private balcony!

Garden View, a spacious 1 bedroom with loft.

Relax and unwind at this peaceful and charming retreat, nestled in a quiet neighborhood. Located just minutes from Route 50, I-95, and Downtown Annapolis, Garden View is ideally situated for exploring Naval Academy sports, the Renaissance Festival, Boat Shows, and golf at The Preserve. If you prefer staying in, the fully equipped kitchen and free Wi-Fi make it easy to work or cook from the comfort of your space.

Luxury Living w/Parking close to Everything

Make memories at our unique and family-friendly abode. Literally 2 blocks away from the Ravens stadium, Orioles stadium, Horseshoe casino, Paramount, Top Golf, Cross street market, the inner harbor, the port of Baltimore & more - our 4 bed 4.5 bath has everything to offer from a rooftop patio, a balcony, landscaped yard, attached two car garage, fire place, fire pit, and so much more!

Hideaway in the Middle of Everything AYC 2+BR apt

Clean, Spacious Eastport cottage next to Annapolis Yacht Club family center, Spa Creek Bridge, and great restaurants, on Severn Ave in Eastport. City Dock and the USNA are 10-15 min walk. Wifi, 2 Queen beds, 1 pull out couch (queen). Comfortably fits 3 adult couples, or a any combination of up to 6 people.