Smoking friendly holiday rentals in Chesapeake

Find and book unique smoke-friendly rentals on Airbnb

Top-rated smoke-friendly rentals in Chesapeake

Guests agree: these smoking-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Loft

4.98 out of 5 average rating, 46 reviews

Bull Island Getaway!

Welcome to the Bull Island Getaway! This cute loft is located right by the famous 185 Restaurant. This space is on the second floor and has private access and plenty of parking. The Bull Island Getaway is perfect for a quick weekend with family or a short term work trip; (If you are requesting a long term stay you can have access to washer and dryer). The Bull Island Getaway comes equipped with your own full bathroom, microwave/oven/air fryer combo, Keurig, fridge and smart TV!! Enjoy your stay!

Guest favourite

Home

4.96 out of 5 average rating, 69 reviews

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

If you enjoy majestic ocean views from almost every room & your own exclusive beach just steps below, Bay Bliss is for you! The panoramic views from this luxury home are unmatched & sure to relax you! Sip coffee from the grand deck or take a soak in the hot tub w/ breathtaking views. Cook/eat in the high-end chef's kitchen or watch a movie on a 75" TV all with stunning views! Wake up in the plush, king-sized bed and enjoy views of the water without having to get up. Your bliss at the bay awaits!

Flat

4.8 out of 5 average rating, 5 reviews

Beach Side Studio #1 - Pet Friendly Wi-Fi, Parking

For anyone looking for a "budget conscious" beach front stay. If you are traveling light (with no need for an overabundance of space) this Beach Side Studio is just perfect. We are located just steps away from the beach, no streets to cross. This studio has a combined Living room and Bedroom with a Queen Size Bed. It has a full bathroom with a combined bathtub/shower; full size kitchen with a dining table for two; fully stocked with Pots/Pans and dishes/cups/silverware; Smart TV and WiFi.

Guest favourite

Home

4.87 out of 5 average rating, 47 reviews

Downtown Hampton Spacious Waterfront

NOSTALIC yet MODERN waterfront home, people-watching porch, large bedrooms, ample parking, deck and gazebo, & 2023 two-zone HVAC system. Downtown Hampton & walking distance to the Historic Hampton Post Office (weddings) & the Landing Hotel. Minutes from Hampton University, Yacht Club, Buckroe Beach, Fort Monroe, Christopher Newport, Hampton Coliseum, NASA, & Langley Air Force Base. 20 to 30 minutes to the College of William & Mary, Virginia Beach, Norfolk, Airports, Bush Gardens, & Water County

Guest favourite

Place to stay

4.93 out of 5 average rating, 76 reviews

North End Home with pool, beach & state park.

*NO PARTIES, NO PEOPLE IN THE HOUSE OUTSIDE THE RESERVATION, NO MORE THAN EIGHT ON THE PROPERTY* *THIS IS A QUIET NEIGHBORHOOD; STRICT OBSERVANCE OF 9PM to 9AM QUIET HOURS ARE EXPECTED OF YOU* *OFFENDERS WILL BE KICKED OUT WITHOUT REFUND* *NOT READING THE RULES AND BOOKING YOU STILL AGREE TO THESE TERMS* *DUPLEX STYLE CONDO OWNER OWNS BOTH* *THIS IS CONSIDERED A HOME SHARE HOWEVER YOUR EXPERIENCE IS THAT OF A PRIVATE RESIDENCE* Please do not treat my house like a frat house. Thank you.

Guest favourite

Home

4.92 out of 5 average rating, 66 reviews

King Bed - 2023 Beach Vacation Fun !

Welcome to your perfect beachside retreat! This expansive 2400 sq ft vacation rental, with a huge gated yard, is ideal for family gatherings, friend reunions, or corporate getaways. Whether you're planning a weekend escape or an extended stay, this stylish and spacious home has everything you need. This tranquil residential neighborhood promises a peaceful stay. Your hosts live nearby and are readily available to assist with any needs. Book your stay today and experience this beach community!

Superhost

Home

4.85 out of 5 average rating, 41 reviews

Peaceful~Private~Classic Pet Friendly|Ocanoe Houz

Imagine relaxing with the whole family while playing games in the sunroom or backyard! Maybe a girl's getaway by the Bay! Or are the guys hanging out by the fire pit, sipping their favorite spirit with their cigars lit? Our historic home is designed for getaways. Located at Hampton Roads water's edge in Historic Olde Wythe at the end of Virginia's Lower Southeast Peninsula, your stay is less than a minute's walk away to the Indian River Creek and a 5-min walk to the beautiful Chesapeake Bay!

Superhost

Home

4.83 out of 5 average rating, 88 reviews

The Chesapeake St Retreat - Pet and Kid Friendly

The kid and pet friendly retreat your family will love! This beautiful 2,200 sqft, four bedroom home is PERFECT for your beach get away and is less than a 5-minute walk from the beach. This home features a stylish design, a dining room table that can seat up to 10!, a fenced in back yard for your furry friends, beach chairs, wagon and umbrellas for guest use. There are two decks with outdoor seating, modern washer and dryer, games and toys, and much much more. Can't wait to host you!

Home

4.76 out of 5 average rating, 34 reviews

Private Oasis with everything you need to relax!

Looking for the perfect getaway? Feeling like you need to recharge? Come enjoy our vacation home! We have a pool, fire pit, grill, and plenty of space for you to walk around and enjoy nature! Our property is family friendly, including pets, because they’re family as well! Additionally, you can catch the popular “Jamestown-Scotland Ferry” and take a trip over to Colonial Williamsburg, Busch Gardens, the Prime Outlets and much more! Come by yourself, come as a couple, or come as family!

Guest favourite

Home

5 out of 5 average rating, 16 reviews

The Bartlett Inn

Welcome to The Bartlett Inn, a charming Cape Cod home built in 1948, nestled in the serene Green Acres neighborhood of Portsmouth, VA. Enjoy the timeless appeal of hardwood floors, traditional Cape Cod architecture, and the peaceful ambiance of a well-established yard and neighborhood. Conveniently located near parks, shopping, and dining options, casino, hospitals, bases and so much more! The Bartlett Inn offers a delightful blend of nostalgia and comfort that welcomes anyone home.

Home

4.47 out of 5 average rating, 116 reviews

Entertainment/Family/Guest Friendly house

You have FINALLY found the perfect air bnb! What makes this home different from the rest you ask, well we are the ONLY home that allows you to have gatherings. Do you like to kick your feet up, relax & smoke your hookah, cigars, etc. We are the ONLY home with a smoke lounge inside the home. Yes you read that right & you're one click away from enjoying & experiencing it all! Booking with us is a whole vibe that you will never forget. Book to get the perfect vacation & so much more!

Home

4.83 out of 5 average rating, 6 reviews

Ocean Sounds & Wild Horses!

Welcome to your secluded oasis on the pristine shores of the Outer Banks, nestled along the tranquil 4x4 beach. The accommodation boasts 2 bedrooms, each designed with your comfort in mind. Sink into plush bedding after a day of sun-soaked adventures and fall asleep to the gentle lullaby of the ocean. Accessible only by 4x4 vehicles, your beach house offers unparalleled seclusion, ensuring a peaceful and exclusive retreat away from the hustle and bustle of everyday life. .