Smoking friendly vacation rentals in Chesapeake

Find and book unique smoking friendly rentals on Airbnb

Top-rated smoking friendly rentals in Chesapeake

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

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Guest favorite

Home in Norfolk

5 out of 5 average rating, 6 reviews

King Bed | Front Porch | End-Of-Street Property!

Monthly Fall - Spring discount! Cozy Home Just 2 Blocks from the Beach! Enjoy a stay where comfort meets coastal charm, plus a few thoughtful touches you’ll love: • A host who cares about your experience! • Relax with your morning coffee on the front porch while watching the birds and squirrels! • Tucked away on a quiet dead-end street for extra privacy • Just 1.5 miles from restaurants, breweries, and local activities • Pet-friendly — bring up to 2 pets Experience the teach coastal vibes!

Guest favorite

Place to stay in Virginia Beach

4.93 out of 5 average rating, 87 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 favorite

Home in Buckroe Beach

4.93 out of 5 average rating, 73 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

Apartment in Portsmouth

4.76 out of 5 average rating, 62 reviews

Shipside Suite~Modern~ Fast WI-FI~Cozy

2 bed 1 bath Duplex 950 Sq ft Welcome to Shipside Suite in Portsmouth Virginia! Our apartment has all that you need for your family or business trip. o Smart TV o Stocked Kitchen o Ultra cozy bedrooms o Kid and Pet friendly o Pet o Fast Wi-Fi 5 min walk to the Portsmouth Shipyard 10 min drive to downtown restaurants 10 min drive to Naval Medical center 15 min drive to downtown Norfolk 20 min drive to Outlet Shopping 20 min drive to Ocean View beach 30 min drive to Virginia Beach.

Guest favorite

Home in Hampton

4.8 out of 5 average rating, 50 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!

Guest favorite

Home in Portsmouth

5 out of 5 average rating, 31 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.

Superhost

Home in Corolla

4.82 out of 5 average rating, 17 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. .

Top guest favorite

Home in Virginia Beach

4.93 out of 5 average rating, 121 reviews

Adorable beach cottage 3 blocks from the beach

Time for some fresh ocean air in this spacious beach house 3 blocks from the beach!! Fully equipped kitchen, WIFI with beach chairs and buggy! Enjoy walking to many restaurants and activities along the boardwalk. Less than one mile to the Convention Center and Virginia Beach Sports Center. Norfolk international airport is 25 minutes away. Amusement parks and waterparks nearby. Veterans Loans Amphitheatre is 20 minutes away. Everything you need and close to everything!

Guest favorite

Home in Norfolk

5 out of 5 average rating, 13 reviews

Heutte House

Great 3 bedroom home with full amenities so you and your family can have the best stay! Our home includes 3 bedrooms, 2 bathrooms, an outdoor lounging space, and a fully loaded game room for the kiddos (or adults)! We are conveniently located 2 miles from the Norfolk airport, Botanical Gardens, Shopping Outlets, Norfolk Naval Bases, and most importantly the beach! 🐚 –We have a strict NO party or event policy. –Smoking or vaping outside only.

Home in Currituck

4.53 out of 5 average rating, 34 reviews

Bells Island, w/pool on the water.

Bring your boat, or jet ski and take off from the backyard. We are on the water and have a pool 2 kayaks and 4 bikes to keep everyone busy. Or relax on the hammock. This house accommodates 8-10 people easy. Kids will love the pool! Have bonfires roast marshmallows. Make great family memories here. It’s peaceful and safe fun for all. Water views surround. Walks are amazing here. We are 45 min from the beach in OBX dogs are welcome!

Guest favorite

Guesthouse in Suffolk

5 out of 5 average rating, 19 reviews

The Canvasback Cottage

This unique place has a style all its own. Cottages on the Point was launched in 2018 and offers timeless interior styling and stunning resort style outdoor views. The property features a seasonal (Mid-April to the end of October) 14,000 SF outdoor tiki bar with a shared saltwater pool with swim up bar, outdoor kitchen, and live music. The residences are adjacent to the tiki bar deck and include open layouts, terraces, and custom décor.

Superhost

Home in Norfolk

4.82 out of 5 average rating, 113 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. There are two decks with outdoor seating, modern washer and dryer, games and toys, and much much more. Can't wait to host you!