
Smoking-friendly holiday rentals near Chesapeake Bay
Find and book unique smoke-friendly rentals on Airbnb
Top-rated smoking-friendly rentals near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Pristine 1BR, king bed, hot tub, close to IAD
Luxurious, private and serene. Central location - 1 mile to the Metro, 8 minutes to IAD and Reston Town Center. Dedicated street parking. Close to multiple shops and restaurants. 2 private patios and a side yard. Private use of the spacious hot tub with over-sized towels & luxurious robes. Enormous king-size Sleep Number® bed is exceptional. Chef-worthy kitchen and washer/dryer all yours. Free Netflix, YouTubeTV, and Prime; your own thermostat and very fast WiFi. New construction in 2023. Enjoy!

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 DC & National Harbor

Private romantic pet friendly waterfront cottage
On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!

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.

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!

Luxe Romantic Heated Glamping Tent with Hot Tub
Looking for a romantic getaway and a new experience? Nestled in a serene space in the heart of Richmond, this beautiful tent with heat offers an unforgettable glamping experience. Ideal for your anniversary, birthday, or staycation. Unwind in private hot tub, fire pit & screened in gazebo. Glamping tent with heat, queen bed, heated blanket & electricity. Outdoor enclosed bathroom & outdoor hot shower. Mini fridge, coffee & microwave in gazebo. Easy parking & private locked entrance.

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.

"ON THE ROCKS CABIN" the perfect getaway for 2!
Cabin is very charming, but rustic. Kitchen has full size frig, microwave, toaster oven, hot plate, toaster+ keurig. Coffee, condiments, soap & shampoo provided. There is a gas grill. Guests provide their qs sheets, towels, campfire wood & drinking water. A variety of dvd’s & games, hot water in & outside shower & tub. Tubes for floating provided, swim your own risk. Fire pit, creek is stocked. Steps to deck overlooking the creek.Trash goes home with guests, smoking on the decks only.

Stargazer Tiny Cabin
(Winter: Stargazer has a diesel heater and a woodstove but is not insulated. The cabin can be kept quite warm into the low 30's if these heaters are running. Below freezing may freeze pipes, message for info) Rustic off grid tiny cabin tucked in the trees on the back side of a large field. The cabin has solar, kitchenette, shower, composting bathroom, heat, and Wifi! Enjoy being immersed in nature while staying comfortable in a quirky cabin built from local and reclaimed materials.

420-Friendly Suite Near Metro & Dispensary
Stay at this vibrant 1BD 420-friendly suite, offering the perfect blend of relaxation and adventure. With a queen bed, sofa bed, fully equipped kitchen, 55” Smart TV, board games, and a private backyard, it’s perfect for up to 4 guests. Enjoy free parking and walkable access to the metro, dispensaries, and top DC attractions like H Street Corridor, Union Market, and Nationals Park. Pet-friendly and professionally cleaned, this cozy retreat is your ideal home base for exploring DC.

Quiet Luxury Home - Modern - King - 20 Min from DC
Completely new renovations with an eye for details have created a space that feels like a custom built home. Made to provide you with a memorable luxury rental experience. Comfortable, bright, modern, unique and stylishly furnished mastering the mix of timeless elegance and modern simplicity. An open floor plan space that’s equally welcoming and sophisticated, incorporating natural elements, layered fabrics, and textures.
Popular amenities for smoking-friendly rentals near Chesapeake Bay
Smoke-friendly flat rentals

Mountain Top Suite minutes from Liberty Mountain.

Virginia Beach, Getaway

Quiet Cozy 1 Bdr Apt at BWI Airport

Charming 3 bedroom w/ prvt bath Apart. in Scott

Hideaway in the Middle of Everything AYC 2+BR apt

Thelma's Dawn Getaway. No Drama Zone

Private sunny 1 br apartment

Shipside Suite~Modern~ Fast WI-FI~Cozy
Smoke-friendly house rentals

Herring Bay Getaway Water view | Deale, Maryland

Get away home for the winter on the Chesapeake Bay

The Chesapeake St Retreat - Pet and Kid Friendly

Sauna, hot tub, great outdoor space!

Exclusive Beachfront Home w/ 180° Views & Hot Tub!

The Haven at King Copsico Comfortable, Clean, Cozy

3BR Condo w/ Parking, 15 min to National Mall!

Countryside Home in Princess Anne
Smoke-friendly apartment rentals

The Pod

Phoenix-94th St-Luxurious View-Convenient-Spacious

Chic Oasis in the Heart of Alexandria!

In-Town Rehoboth Beach Condo

Greenbelt Maryland Smoker Friendly

Stylish Annapolis Retreat | Personalized Gift

WATER FRONT CONDO W GREAT SUNSET VIEWS

Cozy Urban Condo near DC
Other smoking-friendly holiday rentals

Locklies Innlet, A unique waterfront experience!

Cozy Historic Cabin on the Water

Bill's Island

Rutledge on Pine Grove Farm

Parkfront Hot Tub Haven for Families & Pets

Luxe Private Suite Close to DC!

"Cozy" Waterfront Cottage with Private Pier

Blue Crab Bungalow
Quick stats about holiday rentals that are smoking-friendly near Chesapeake Bay

Total holiday rentals
Explore 150 holiday rentals in Chesapeake Bay

Nightly prices starting at
Chesapeake Bay holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 5,360 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
120 of Chesapeake Bay holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chesapeake Bay rentals

4.8 Average rating
Chesapeake Bay stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Tiny house rentals Chesapeake Bay
- Rentals with a cinema Chesapeake Bay
- Rentals with outdoor seating Chesapeake Bay
- Cabin rentals Chesapeake Bay
- Waterfront rentals Chesapeake Bay
- Boutique hotels Chesapeake Bay
- Bed and breakfasts Chesapeake Bay
- Boat rentals Chesapeake Bay
- Loft rentals Chesapeake Bay
- Rentals with a sauna Chesapeake Bay
- Townhouse rentals Chesapeake Bay
- House rentals Chesapeake Bay
- Motorhome rentals Chesapeake Bay
- Villa rentals Chesapeake Bay
- Beach apartment rentals Chesapeake Bay
- Bungalow rentals Chesapeake Bay
- Guest house rentals Chesapeake Bay
- Rentals with beach access Chesapeake Bay
- Rentals with a hot tub Chesapeake Bay
- Beach house rentals Chesapeake Bay
- Rentals with a kayak Chesapeake Bay
- Pet-friendly rentals Chesapeake Bay
- Apartment rentals Chesapeake Bay
- Rentals with a patio Chesapeake Bay
- Holiday home rentals Chesapeake Bay
- Flat rentals Chesapeake Bay
- Campsite rentals Chesapeake Bay
- Beachfront rentals Chesapeake Bay
- Hotel rooms Chesapeake Bay
- Rentals with an accessible-height bed Chesapeake Bay
- Rentals with pools Chesapeake Bay
- Family-friendly rentals Chesapeake Bay
- Rentals with lake access Chesapeake Bay
- Resort rentals Chesapeake Bay
- Private suite rentals Chesapeake Bay
- Rentals with breakfast Chesapeake Bay
- Farm stay rentals Chesapeake Bay
- Rentals with a fireplace Chesapeake Bay
- Rentals with a firepit Chesapeake Bay
- Rentals with a washing machine and dryer Chesapeake Bay
- Cottage rentals Chesapeake Bay
- Fitness-friendly rentals Chesapeake Bay
- Rentals with an EV charger Chesapeake Bay
- Rentals with an accessible-height toilet Chesapeake Bay
- Smoking-friendly rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Chincoteague Island
- Water Country USA
- First Landing State Park
- Buckroe Beach
- Jamestown Settlement
- Outlook Beach
- Norfolk Botanical Garden
- Cape Charles Beachfront
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- The NorVa
- Nauticus
- Old Dominion University
- First Landing Beach
- Colonial Williamsburg's Merchants Square
- Hampton University
- Children's Museum of Virginia
- Norfolk Scope Arena
- USS Wisconsin (BB-64)
- Neptune's Park
- Chrysler Hall
- Town Point Park




