Smoking friendly holiday rentals in Southern Maryland

Find and book unique smoke-friendly rentals on Airbnb

Top-rated smoke-friendly rentals in Southern Maryland

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

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Guest favourite

Rental unit

4.97 out of 5 average rating, 99 reviews

Oasis w/ Pool, Hot Tub, Theater/Game Rm, Gym, Spa+

Have fun and relax at this stylish oasis! Packed w/ activities. Huge Pool w/multiple cabanas, new HOT TUB ( just added) 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. Brand new open kitchen/dining/living room. Cold DeerPark water fountain plus an ice machine. Updated bath and an outdoor shower. 20 mins from Downtown DC & 6Flags.

Guest favourite

Farm stay

4.98 out of 5 average rating, 140 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 favourite

Cottage

4.99 out of 5 average rating, 148 reviews

Waterfront Chesapeake Bay Sunrises w/Private Pier!

Gorgeous sunrises from your completely remodeled waterfront cottage! Experience fresh Maryland Crabs or fish caught from your private pier & enjoy the peace, serenity and bay breezes from your furnished deck and green space. Enjoy true nature and explore Selby Bay on the South River with our complimentary canoe! Super clean with water views from kitchen, dining, living room & enclosed porch! Situated in a quiet neighborhood within 45 minutes of DC & 15 minutes from Annapolis & the Naval Academy.

Superhost

Home

4.85 out of 5 average rating, 13 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, 4 kids kayaks and one paddle board on site available for your use. The large back deck also features Adirondack chairs and a hot tub. We also have a propane 36" Blackstone grill with utensils on site.

Guest favourite

Tiny home

5 out of 5 average rating, 65 reviews

Pristine Comfort, 1BR, king bed, close to IAD.

RTH is the perfect place to relax, restore and renew during the holidays. Completely private, you have your own house. Our location is exceptional, just one mile from the Metro, 10 minutes to IAD and Reston Town Center. Close to shops and restaurants. Private use of the hot tub with over-sized towels and luxurious robes. An enormous king-size Sleep Number® bed. Full kitchen and washer/dryer in the house. Free Netflix, YouTubeTV, and Prime; your own thermostat and very fast WiFi. Built in 2023.

Guest favourite

Houseboat

4.9 out of 5 average rating, 205 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 favourite

Home

5 out of 5 average rating, 125 reviews

Chesapeake Bay Waterfront ARTectural Home w/ Pool!

Welcome to this most relaxing home for your getaway. Perfect for vacations, retreats, meetings, anything that you can imagine. Travel just 4 short miles from the Bay Bridge to this 2 story home overlooking the Chesapeake Bay. Sunsets galore and constantly changing views of Ships, Sailboats, Osprey, Eagles, Heron and much more. Calm water and strong winds are all beautiful to watch from our two levels. 12' x 52' covered patio on main level and 12' x 52' three season room on the upper level.

Guest favourite

Home

4.82 out of 5 average rating, 11 reviews

Chic & Elegant Retreat Events Welcome Free Parking

Welcome to your luxurious getaway! Nestled within a cozy community this stately, brick-front colonial offers the perfect blend of elegance and comfort. Ideal for families, groups of friends, business professionals, nurses, and events and social gatherings. Whether you're seeking a family vacation, a productive business trip, or a memorable event venue, this exquisite retreat promises an unforgettable experience. Book your stay today and indulge in the ultimate blend of luxury and convenience!

Guest favourite

Home

4.88 out of 5 average rating, 60 reviews

The Haven at King Copsico - Comfortable and 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 water access just across the front yard. 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 many more.

Superhost

Apartment

4.82 out of 5 average rating, 131 reviews

Perfect Stay in Petworth

Step into this contemporary DC apartment designed with you in mind. Conveniently nestled between Petworth and Columbia Heights, this is the stylish oasis you have been searching for. Walkable (less than 10 mins) to two Metros and just blocks from the city's hottest restaurant scenes and Rock Creek Park, this 1 bedroom + den unit features a comfy queen size bed, a sofa bed, and a twin futon, full kitchen, two work stations, super-fast WiFi, and a stylish design to make this your perfect stay.

Guest favourite

Guest suite

5 out of 5 average rating, 260 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 favourite

Loft

4.99 out of 5 average rating, 208 reviews

*Star’s*OneLove *Exodus*420*Gift$BaG$InCluDed$

Welcome to Star’s 💖OneLove 💕Exodus🔥, one of the original 420 Airbnb’s w/ over 300+ 5⭐️reviews (Formerly known as Star’s 420 Oasis) DON’T BE FOOLED BY CORPORATE IMITATORS and IMPOSTERS 😎🚨🫶🏼🔥🏡 Loft apartment with; *SEPARATE back door KEYLESS ENTRANCE; *Queen bedroom w/ 55 in smart TV & electric fireplace. Private en-suite BR W/ large🚿 2nd BR/Den w/coffee/tea bar and 44 in smart tv w/ Queen sleeper sofa *private covered deck *COMPLEMENTARY 420😎 gifts@ check in.