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.

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.

DC’s Capitol Charming Spacious 3Bedroom near Metro

DHarveyPitts designed and manages this Charming Artistic DC Themed 3 Level Home in Michigan Park, NE DC. Located 5 mins from Catholic University, National Basilica and 20 mins from all top DC Attractions.This space is perfect for groups, business travelers, families, or just a getaway to Metro. -3 Bedrooms 5 Queen Beds(Sleeps 10guests) -3.5 Bathrooms -Dining Room Seating up to 10 Guests -Pet Friendly -Enclosed Front Porch -2 Reserved Parking Spaces -Free Street Parking -Two 50 Inch TV’s

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.

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!

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.

Charming DC Retreat – Steps from Metro & Downtown

Stylish NW DC home with 3 levels, Wi-Fi, full kitchen, and a dedicated remote office. Walk to metro, restaurants, and shops. Perfect for business travelers, city explorers, or remote workers.