Smoking-friendly holiday 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.

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.

This Old House

My space is old mixed with the new. Hence,"This Old House". A small cozy home surrounded by trees which give the home a very foresty feel. Trees are in open view sight. Kids friendly, with a playground just a stone throw away. Pack- n-play is discontinued by law. Sufficient UNRESERVED private parking on the lot. 2 persons/room. One extra twin mattress is available. Please note: An extra guest fee of $30.00 will be applied after 2 guests. 6 guests MAX. Please come enjoy my home. Thanks.

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.

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.

This Old House

Come stay in an original Maryland farmhouse, circa 1880. You will have complete privacy in this spacious and beautiful upstairs apartment. There is a full kitchen, open and airy living room, bright sunny bedroom with a new bed and blackout shades, and a spectacular bathroom. Overnight EV charging is available by prior arrangement at $10 per night, on site. Located one half mile from the hospital, Carroll County Agricultural Center and the Farm Museum. On site host.

Sauna, hot tub, great outdoor space!

Escape to our serene suburban retreat in Silver Spring, Maryland, where this 3-bedroom, 2-bathroom home awaits you on a fenced half-acre lot. Immerse yourself in comfort and luxury with amenities such as a private hot tub, sauna, gas fire pit and the expansive outdoor space. Pet friendly w/non-refundable pet deposit. No more than 6 guests at any time, no parties. Please include a list of all guests, per Montgomery county regulation, when you book. Thanks!

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.