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Smoking friendly vacation rentals in Southern Maryland

Find and book unique smoking friendly rentals on Airbnb

Top-rated smoking friendly rentals in Southern Maryland

Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite
Apartment in Upper Marlboro
4.94 out of 5 average rating, 163 reviews

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

Have fun and relax at this stylish oasis! Packed w/ amenities. Huge Pool w/multiple cabanas, HOT TUB, trampoline, playground, axe throwing, pool/ice hockey table, arcade,huge theater room and outdoor projector too, 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. Basement apt so there is some movement noise. Updated bath and an outdoor shower. 20 mins from Downtown DC & 6Flags.

Guest favorite
A spacious bedroom features a wooden ceiling and walls, accentuated by natural light from large windows. A single bed is draped in a deep blue coverlet, paired with a plush chair and leafy plants. A vibrant piece of wall art adds a pop of color to the serene space.
Farm stay in Accokeek
4.97 out of 5 average rating, 166 reviews

Frolic Fields: A Woodsy 14 Acre Homestead w/ Sheep

Easily escape to the woods on a 14 acre homestead that's only 20 miles from DC. Surrounded by the forest with amazing views, designed by artists, this secluded hideaway is a celebration of Nature and Art. Recharge amongst these ancient trees and all the singing critters that soundtrack the night. Enjoy a fire, frolic in the fields, read on a hammock, strum a guitar, and feel the pressure of modern life melt away. Explore the many bucolic trails nearby. Perfect for retreats and workshops.

Guest favorite
A traditional two-story home features a white exterior with maroon shutters. A welcoming front porch is accessed by a set of steps, surrounded by green landscaping and vibrant flower beds. A flag gently flutters in the breeze, adding character to the entrance.
Home in Smith Island
4.95 out of 5 average rating, 19 reviews

Kayak friendly home on Chesapeake with golf cart

Relax in this 1910 era Smith Island home. Has one large upstairs bedroom with second twin bed separate from main bedroom. Comfortable family room with seating for 5. Updated enclosed patio is ideal in the summer. Large kitchen fully stocked to cook your meals. New front deck. Large bathroom with dual rainhead shower. Easy access to the water. Bikes and SUP available in the shed. Kayaks are covered outside by shed. Island is only accessible by boat. Enjoy the tranquility of this unique place.

Superhost
A spacious green lawn extends towards the water, dotted with vintage wooden structures. Nearby, a collection of boats is visible on the water, alongside modern and traditional buildings in the background, creating a serene waterfront setting.
Campsite in Cambridge
4.91 out of 5 average rating, 11 reviews

RV Parking on Cambridge Creek

Waterview RV parking with 30amp electric and water hook up! No septic hook up. Located in a business parking lot on Maryland Ave, the gateway to Cambridge! Close to downtown! Just 4 blocks from Route 50 and only 2 blocks from the Choptank River! This space is within walking distance to seafood restaurants, shops, public boat ramp, beach, and parks! Close to all local attractions including the Choptank River Lighthouse, Sailwinds Park, Harriett Tubman Underground Railroad and Blackwater Refuge!

Superhost
A child stands on the deck of a houseboat, reaching toward a vibrant rainbow arching over the water. The scene captures a serene moment with calm waters reflecting the sky and greenery in the background.
Houseboat in Arlington
4.88 out of 5 average rating, 272 reviews

Warm and Spacious Houseboat with free parking

Enjoy the sights and sounds of nature when you stay in this unique place. Experience the beautiful sunrises and sunsets while the gentle waves help embrace your soul. Well-appointed temperature controlled houseboat. WARM in winter!! Stay at a marina in the DC area. Will send address after booking . Location can vary, usually near Nationals baseball stadium (zip 20024). Average time to Reagan Airport is 15 mins by Uber. Nice bar/restraunt just steps away and bicycle rental end of dock.

Guest favorite
A welcoming living area features a floral-patterned couch and a woven chair, enhancing the cozy atmosphere. Light reflects off the polished wooden floors, while a staircase leads to the upper level. Natural light enters through a nearby window, illuminating the space.
Home in Fishing Creek
4.91 out of 5 average rating, 66 reviews

Bay-“View” Peaceful, Scenic, Enjoy Crabs N Fish

Welcome to our unique water view home by the bay. Everyone here on Hoopers Island is very friendly and like family. Watch the local waterman as they come in with their catch!. Where fresh crabs, soft crabs, fish n oysters are plentiful!!!! All seafood is local and caught that morning right off the boat!! Having a memorable experience is what its all about. Where you can catch your own crabs and fish. Osprey, bald eagles, Heron and wildlife are plentiful!! It’s peaceful, relaxing and scenic!!

Superhost
Home in Fort Washington
5 out of 5 average rating, 4 reviews

Spacious Six Bed Room 8 Bed Near Dc & Oldtown VA

Just minutes from Washington, D.C., our house sits 2.5 miles away from the Potomac and the National Harbor waterfront district, where happening night spots, retail shops, and premier restaurants are plenty. Perfect for Gaylord convention stays, you can settle in and enjoy the National Harbor, Alexandria old town or if you want to explore our nation’s capital, don't miss the National Mall where world-renowned Smithsonian museums, the Lincoln Memorial, the Washington Monument, the White House,

Guest favorite
Home in Heathsville
4.94 out of 5 average rating, 33 reviews

Waterfront Dock Kayak Fish Firepit Woods Peaceful

Welcome to our Nnk waterfront home! Such a relaxing, peaceful & serene vacation home. We want our guests to be able to enjoy the time spent here. It's located on a protected cove, just around the bend from the beautiful Potomac River and Chesapeake Bay! Nothing has been overlooked in this properties details, allowing guests to have a relaxing time. Bring the family or bring the friends! It's also a true fisherman's dream location with easy access to the Potomac River & the Chesapeake Bay.

Top guest favorite
A charming white house with a plantation-style porch, framed by lush greenery and flowerbeds. Two American flags and a Maryland state flag adorn the front. A well-maintained lawn leads to the entrance, providing a welcoming view on a clear, blue sky day.
Home in Deale
4.99 out of 5 average rating, 86 reviews

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!

Top guest favorite
A scenic view of the Rappahannock River reveals a wide pathway lined with paving stones leading towards a wooden dock. Lush green grass frames the waterfront, complemented by flowering plants in a decorative pot. The sky above is partly cloudy, enhancing the tranquil setting.
Guest suite in Dunnsville
5 out of 5 average rating, 285 reviews

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.

Guest favorite
A view from inside the boathouse showcases a wooden dock extending into the water, with trees lining the bank in the background. Soft lighting is provided by hanging lanterns, and decorative plants add a natural touch to the scene.
Houseboat in Hollywood
4.78 out of 5 average rating, 104 reviews

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!

Superhost
The image depicts a serene body of water, reflecting the clear blue sky above. In the foreground, a sandy and shell-strewn shoreline extends along the water's edge, while tall grasses frame the water's perimeter, enhancing the natural beauty of the peaceful environment.
Home in Avenue
4.88 out of 5 average rating, 26 reviews

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.

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