Smoking friendly holiday rentals in Southern Maryland

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.

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.

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!

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!!

Pristine 1BR, king bed, hot tub, close to IAD.

Absolutely amazing place! All private. Tranquil and serene. Exceptional location - one mile from the Metro, 10 minutes to IAD and Reston Town Center. Close to shops and restaurants. 2 outdoor patios and a small yard. Private use of the hot tub with over-sized towels & 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. Read our reviews. You will love it.

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.

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.