Smoking-friendly vacation rentals in Baltimore

Pasadena Paradise

Relax in a peaceful Riviera Beach retreat with 3 bedrooms and flexible sleeping arrangements. This coastal home is walkable to a small beach and has boat launch access for water adventures. Enjoy a fully equipped kitchen, 2 full baths, and outdoor space with fully fenced yard (for pre-approved pets). Water access and family-friendly amenities make this an ideal base for exploring Maryland’s shore. Message host to inquire about space rental for special events, podcasting, video production, etc.

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.

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. Kids friendly, with a playground just a stone throw away. Pack-n-play discontinued. Sufficient UNRESERVED private parking on the lot. 2 persons/room and 3-seater couch in the livingroom. Please note: An extra guest fee of $30.00 will be applied after 2 guests. 5 guests MAX. PETS NOT ALLOWED IN BEDS OR FURNITURE $60.00/pet stay. Additional pet $40.00.

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.

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.

Relaxing Home Away From Home in Parkville Area

This space is all about comfort, convenience, and a laid-back vibe that makes you feel at home the moment you walk in. It’s clean, thoughtfully set up, and designed for both relaxing and getting things done—whether you’re here for a quick trip or a longer stay. What really makes it stand out is the balance: you get a quiet, peaceful spot to unwind, while still being just minutes away from everything around the Towson area. ALSO THE TOWSON MALL IS 10MINS AWAY😃❗️

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!

Historic 1905 Row House | Sleeps 8+ Pets & parking

This 1905 row house combines historic character with modern updates. With 5 beds and 1.5 baths, it comfortably accommodates up to 10 guests: Bedroom 1: Queen bed Bedroom 2: Two full-size beds & a full size floor mattress Bonus Room: Twin bunk beds Living Room: Futon Recent updates make the home cozy and inviting, while still preserving the unique charm and history that make it special. Pets are welcome, so your fur babies can enjoy the stay too!

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!