Smoking friendly holiday rentals in 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.

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.

Glamping Clear Spring Maryland 3-Cabin Campground

Exclusive Private Glamping Cabins & Campground in Clear Spring Maryland About this space: The Best Cabin Glamping at Timber Valley Retreat in Clear Spring, Maryland. Make some memories at this unique and family-friendly place. Timber Valley Retreat is a private campground located at mile marker 108 along the C&O Canal. If you are looking to take your family and/or friends and "get away from it all," this is the place for you! When you rent, you get the entire site, including all three cabins.

Luxe Private Suite Close to DC!

Welcome to The Serene Green Suite! 20-25 mins to DC & 10 mins to Northwest Stadium! Perfect for solo travelers, business trips, or couples seeking comfort, calm, and style. Relax in a peaceful setting with easy access to local hotspots and enjoy a space designed for both rest and productivity. Amenities: ~Plush queen bed ~55" smart TV ~Washer/dryer ~Private patio with seating ~Kitchenette & coffee bar ~Dining table ~Driveway parking ~Local guidebook Book now for a stylish, relaxing stay!

Margaret's Downtown Vintage Flat-With Parking

Margaret's light-filled first floor Flat has been lovingly restored to maintain 1823 architectural features alongside modern updates. This is a shotgun style flat: please see layout drawing in photos. Think original woodwork, hand painted plaster designs, hardwood & marble floors, cook's kitchen, 'back stairs to nowhere', and a sleeping alcove under the front stairs. Please be prepared for an authentic 1800s experience: the original steam radiators are cozy but sometimes hiss and bang.

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!

Quiet Cozy 1 Bdr Apt at BWI Airport

Furbabies Welcome! Yard Oasis! 1 Bedroom Basement suite with private entrance - 12 min. to UM Baltimore Washington Hospital -15 min to Ft. Meade - Great for military - 6 min. drive to BWI Airport terminal -10 min. drive to Casino Live - Driveway parking for 2 vehicles or RV -Wifi/Smart TV with Netflix & YT -10 min drive to Downtown Baltimore -Fully equipped kitchen - Full bathroom w/Soap/Shampoo -Late checkout available w/Fee -Doggie basket -20 miles to Annapolis, Md NO CATS permitted.

Awesome studio tucked away & Centrally located !

Bayview is very close to Greektown, Little Italy, Fells Point and Canton. Each of these commercial developments are no more than 1-2 miles from Drew Street. Restaurants, the waterfront and shopping districts are all located in each of these developments and provide a wide array of tastes and treats. Therefore, if you are a foodie, like wine/beer, antique shops or like to hear a band or singer every once in a while, you can definitely find something to do and travel via Uber, Lyft or Taxi.

Wineberry at Evensong Farm

Camp under the stars at one of our private, outfitted campsites! Our canvas wall tent is all set up and ready for you to come and get away from it all. Drive right up to your site and enjoy the seclusion of 60 acres almost to yourself, with walking paths, creek access, and a campsite to make memories at. Whether you're looking perfect spot for a solo or couple's getaway, or a place for a family gathering, we would love to host you at Evensong Farm! Five star host of campers since 2021!

Blue Crab Bungalow

Our charming bungalow allows you to relax, refresh and truly unwind while taking in views of the bay. ​ Enjoy amazing sunsets, lots of stars, and the water view from the 2nd story deck, private pier, or around the fire pit. Try crabbing or fishing from the pier. No license needed! A small local beach for swimming and public boat ramp are less than 5 minutes away. We are a little over an hour to Ocean City, Chincoteague, Assateague, and Blackwater Refuge.

Sweet Retreat

Sweet Retreat is conveniently located in Ocean Pines, Maryland. The premiere residential and resort community of Ocean Pines is located eight miles inland from the ocean resort town of Ocean City. Ocean Pines has over 9 miles of waterfront property and 3,000 acres of wooded areas. Community amenities include beaches, a yacht club, golf course, community center, a Beach Club Pool and other community pools. Passes are available at ocean Pines Association.

Cozy Pine Tree Nest

This is a private, upstairs efficiency apartment over garage with stunning space features luxury laminate plank flooring, split unit a/c and heat, cherry wood beams harvested from the property, a full bathroom with tile/stone shower, pine ceilings, recessed lighting and a large deck to watch the amazing sun rises. Within minutes from Gambrill State Park, the Appalachian trail, restaurants, shopping, and downtown!