Smoking friendly vacation rentals in Southern Maryland

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.

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.

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.

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!!

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,

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.

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.

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.

Grand Capitol Villa: 7BR, 5BA•Sleeps 16+ •Parking

Why squeeze into a tiny rental when you can stretch out in style at Hillcrest House? This 4-level gem sleeps 20 with 7 bedrooms and 5 full baths, designer finishes, and parking for 6 cars. Just 15 mins to the Capitol, National Mall, Wharf, and even closer to FedEx Field to catch a football game. Enjoy a welcome bottle of wine and free travel concierge service to plan your perfect D.C. stay. Big on space, comfort, and location—Hillcrest House is where your unforgettable D.C. trip begins!

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.

Suburban Paradise: Minutes to DC

THE POOL IS CURRENTLY CLOSED FOR THE 2025 SEASON Escape to this serene Airbnb just outside Washington, DC. Enjoy modern interiors with a spacious living area, a fully equipped kitchen, and comfortable beds for a restful stay. Unwind in the private outdoor space featuring a sparkling pool and cozy firepit. Located less than half a mile from Backlick Park and a short drive from DC's top attractions, this home offers the perfect blend of tranquility and convenience.

Herring Bay Getaway Water view | Deale, Maryland

New, cozy, clean & comfortable waterview house is perfect for a relaxing family or couples getaway! Enjoy bay breezes , bird watching, ships & sunrises from your front porch. 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. Always a relaxing getaway. Super Clean ! New Peloton added this year!