Smoking friendly holiday rentals in Baltimore

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

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.

COZY 2 BEDROOM RENTAL UNIT CLOSE TO ATTRACTIONS

We are thrilled to present The Belair House. If you’re opting for clean and uncluttered energy, you’ll find this property equipped for the most diverse guests. This unit is located upstairs. There are two fully furnished bedrooms, a full bath and a fully equipped eat-in kitchen. There’s space to comfortably accommodate up to 4 people. The whole group will enjoy easy access to most Baltimore attractions from this central location .

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.

sunny 2nd fl room walkable to park and waterfront

Sunny private bedroom with queen-size bed and bathroom on 2nd floor walk-up. Short walk to Patterson Park and the waterfront promenade. Bars, restaurants, and grocery store all within walking distance.. Guests share 2nd floor washer/dryer, and 1st floor kitchen, living room, and terrace with myself and my husband, Ruben, when he is around (travels 1/2 the year for work). We have a cat named Milo.

RV for Rent- Flexible Location

Hi and welcome to Glamper Gurl! We would love to help you have an amazing time on your next trip! Let us know where you will be staying, and within a 30 mile radius, we will deliver and pick her up! We can hook everything up, all you do is show up and enjoy your stay 🩷. Message us if you have any questions 🩷 (Further Delivery radius is available for an additional fee🩷)

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.

Newly renovated apartment

Bring the whole family to this great place with lots of room for fun. There is a balcony for smoking. 2 full bedrooms and bathrooms. A pool and gym on site just walk the bath next to the apartment building. Security on premises and a family friendly neighborhood.

Parkfront Hot Tub Haven for Families & Pets

Centrally located and walking distance to Baltimore's best bars & restaurants, this bright, historic Baltimore rowhouse is perfect for small groups, fun-loving dogs and hot tub aficionados.