
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!

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.

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.

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.

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.

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

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

Luxury, Urban, & Elegant Oasis! Centrally-Located!

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

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

Waterfront Dock Kayak Fish Firepit Woods Peaceful
Smoke-friendly apartment rentals

The Pod

Chic Oasis in the Heart of Alexandria!

Greenbelt Maryland Smoker Friendly

Stylish Annapolis Retreat | Personalized Gift

Cozy Urban Condo near DC
Other smoking-friendly holiday rentals

Bay-“View” Peaceful, Scenic, Enjoy Crabs N Fish

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
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 £7 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
- Rentals with breakfast Chesapeake Bay
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- Smoking-friendly rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Chincoteague Island
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Buckroe Beach
- Outlook Beach
- Norfolk Botanical Garden
- Cape Charles Beachfront
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Nauticus
- First Landing Beach
- The NorVa
- Chrysler Hall
- Virginia Living History Museum
- Old Dominion University
- Colonial Williamsburg's Merchants Square
- Hampton University
- Harbor Park
- Town Point Park
- USS Wisconsin (BB-64)
- Virginia Zoological Park




