Smoking friendly vacation rentals in Southern Maryland

Herring Bay Getaway Water view | Deale, Maryland

New, cozy, clean & comfortable water view house is perfect for a relaxing family or couples getaway! Enjoy bay breezes , bird watching, ships & sunrises from your front porch. Beautiful starry nights by the newly custom built firepit & patio! Located in a quaint waterfront neighborhood with community pier, waterfront green space and yes, amazing sunrises! Great for guests on fishing charters, day tripping, SUP, water sports, cycling and play on the Chesapeake Bay. Peloton bike upon request!

RV Wilderness Refuge

Reconnect with nature at this unforgettable escape. 25 acres of walking and/or riding trails through the woods and creeks. A short walk to historic St Mary's City, St Mary's College is across the street. Point Lookout Park & Beach a bit south. Major shopping and big box restaurants within 10 miles. A full deli 2 miles away. Elms Creek Beach and Park 5 miles. An indoor shooting range 3 miles away. Fishing, boating and crabbing allowed on St Mary's River within a short walk. Unique privacy.

The Bird's Nest at Holly Bluff-Riverfront. Beach.

This is a spacious apartment above detached garage, with a roomy balcony. The property sits on the Rappahannock River- guests are welcome to use the beach and dock! Property has a private entrance. The bathroom which is located on the first floor. Apartment is up a flight of stairs above the garage. Plenty of parking. EV charger available. We have self check in and the host is extremely flexible.. We welcome all tenants! The Birds Nest is a perfect getaway destination for relaxing and fun.

Charming Rustic Boathouse right on the Water!

Welcome to the Boathouse!! By offering kayaks, swimming, crabbing/fishing opportunity, a beautiful ambiance for drinks and dinner straight on the water and having almost any water adventure right at your fingertips, this glamping (glamour-camping) bungalow on the water is perfect for just about anyone with an adventurous nature-loving spirit! We encourage you to eat what you catch! And even bring your own boat and stay in one of our boat slips! Minutes from Solomons Island by Boat or Car!

Private Getaway at Four Waters

Relax with the whole family at this peaceful place to stay. We are located at the point where four waters meet. Use the private beach for relaxation or use the private pier for fishing. The water is 5-6ft deep at the end of the pier and can be used for fishing or crabbing. There are 6 adult kayaks and 4 kids kayaks on site available for your use. The large back deck also features Adirondack chairs and a hot tub. We also have a charcoal grill with utensils on site. Charcoal is not provided.

Old World Cottage/Fabulous Sunsets/Polite Pets OK

Immaculate cottage with old world detail and large stone patio. Easement to water to enjoy the fantastic Southern Maryland sunsets dipping beyond the Potomac River. Situated in St Mary’s County near Piney Point and St George’s Island. A short walk to Tall Timbers Marina. Boats and polite pets are welcome with prior approval. Central heat & air conditioning, Front-yard fire-pit, Fast Internet, Smart TVs, Cable 2 Plastic Kayaks Fully stocked Kitchen, and bedding Crab net Fish Table

1 Bedroom Basement Retreat in the Heart of DC

Location! Location! Location! Located less than 10 minutes from the MGM Grand Casino, National Harbor, and 15 minutes from downtown DC this space boasts free street parking, keyless entry and on-site laundry. Public (Bus) transportation less than a block away with two metro stations within 2 miles. This is a side entry basement apartment, with one closed door bedroom, one full bathroom with step in shower, and a sitting area with bar, futon, and bar cooler. Kitchen use can be requested.

The Haven at King Copsico Comfortable, Clean, Cozy

Take a break and unwind at this peaceful oasis. A comfortable, cozy and clean cottage with beautiful water views of the Potomac from the bedroom and front sliders. Everything you need is here. Just bring your toothbrush, clothes and groceries! You'll love your stay with a dock and water access across the road. This home is located on one of the best rockfish locations on the Potomac called King Copsico. Fishing species including blue crabs, reddrum, flounder, bass, sea trout and more.

Kone Oasis- hot tub, pool, theater/game rm.

Have fun and relax! Near every amenity. Huge Pool w/multiple cabanas, hot tub, trampoline, playground, axe throwing, pool/ice hockey table, arcade,huge theater room, basketball court, grill, spa/library with sauna and full gym!! 5 comfy beds. Rooms split for privacy. Open kitchen/dining/living room. Cold DeerPark water fountain. Now offering RV for additional cost to add additonal sleeping space. Basement apt so there is some movement noise. 20 mins to DC & National Harbor

5-BR Home near DC Metro -Free Parking/Full Kitchen

RARE FIND — Main-Level Bedroom & Bath with No Steps! Welcome to your stylish D.C. retreat! This fully renovated 5-bedroom, 4-bathroom home offers 3,500 sq ft of open-concept living, just 3 minutes from the Metro and 10 minutes from the White House. Enjoy free street parking. Perfect for families or business travelers with a main-floor bedroom, chef’s kitchen, double living rooms, fast Wi-Fi, and smart TVs. Book your stay today and experience D.C. in comfort and style.

Baby Gull

Reconnect with nature at this unforgettable escape. 23.5 feet with an 8’3” beam on an alum. trailer with surge brakes. The trailer has new disc brakes and new last year tires. The boat has a porta potty with a curtain in the cabin, pressurized water with 25 gal capacity with a sink in cabin and a shower off the swim platform. Camper canvasses new cover and a farming 550 gps. It has a 5.0 v8 with a bravo 3 out drive. It has a Bimini top.

Top Floor oasis-Suites

Enjoy the top floor of a spacious home with nearly most of the house and most of floor to yourself, perfect for families/groups. This private retreat features 3 comfy bedrooms with small refrigerators, tvs in each room, fully equipped kitchen, a patio to enjoy, huge backyard, plenty of free parking in driveway, and large living room for relaxing or entertaining. There is one guest in the 4th room with their own private bathroom.