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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Home in Hampton
4.83 out of 5 average rating, 6 reviews

You’re Grounded

Put your phone down, You’re Grounded Vintage finds and natural earth elements combined with motivating color to encourage you to be your best self. VCRs and vinyl Sunrises and coffee Games and conversations Be present and be grounded You’re Grounded 🏡 House windows are tinted for heat control, privacy, and to enjoy outside views Beds feature feather comforters and 100% cotton sheets and pillowcases 3 miles from Hampton Coliseum, zip to LAFB and NASA, and over the bridge to Norfolk&VB

Guest favorite
A grand deck is viewed, featuring two white rocking chairs overlooking a vibrant sunset over the water. The sky is filled with shades of pink and orange, reflecting on the calm ocean surface. A dark wicker seating area is visible to the right.
Home in Buckroe Beach
4.96 out of 5 average rating, 94 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!

Guest favorite
A spacious living and dining area features warm wooden flooring. The kitchen with dark wood cabinetry is equipped with modern appliances. A light-filled seating area is arranged with a dark sectional sofa and decorative cushions, complemented by a coffee table and nautical-themed decor.
Home in Buckroe Beach
4.93 out of 5 average rating, 74 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
A bright living area features a light-colored sofa, a woven coffee table, and a dining set with transparent chairs. Natural light filters in through the large windows with white curtains, while a ceiling fan provides air circulation. The kitchen is subtly visible in the background.
Apartment in Portsmouth
4.77 out of 5 average rating, 75 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.

A cozy outdoor area features multiple seating arrangements around a stone fire pit. Potted orange and yellow chrysanthemums add a pop of color, complemented by string lights above. The fenced yard offers ample space for relaxation and gatherings.
Home in Hampton
4.8 out of 5 average rating, 51 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
A living room features green sofas arranged around a large coffee table, creating a welcoming atmosphere. A wooden divider partially separates the space from the kitchen area. Natural light brightens the room, highlighting decorative plants and a television positioned on a media console.
Home in Norfolk
5 out of 5 average rating, 14 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 coastal vibes!

Guest favorite
A classic Cape Cod home is surrounded by well-maintained greenery. The brick exterior is complemented by a gravel pathway leading to the front steps. A concrete driveway provides access to an attached garage, while flags are displayed on the front porch, enhancing the home's welcoming appearance.
Home in Portsmouth
4.97 out of 5 average rating, 35 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
A beach house elevated on stilts features a welcoming porch with a vibrant striped roof. Surrounding greenery provides a natural backdrop, while a sandy area beneath emphasizes the home's coastal location. Large windows offer glimpses of the interior and enhance the exterior charm.
Home in Carova Beach
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. .

An aerial view captures a tranquil community centered around a serene pond with a fountain. Surrounding the pond, several white buildings can be seen, along with landscaped lawns and a swimming pool area featuring lounge chairs and a gazebo.
Apartment in Virginia Beach
4.67 out of 5 average rating, 3 reviews

Cozy Apartment In Virginia Beach

Welcome to this cozy and quite apartment located in the heart of Virginia Beach. This cozy apartment is equipped with everything you need for a stay in Virginia Beach. 5 minutes from Virginia Beach Town Center 15 minutes from Norfolk International Airport (ORF) 18 minutes from Virginia Beach Oceanfront 14 minutes from Norfolk State University 14 minutes from Norfolk Premium Outlets 25 minutes from Old Dominion University 20 minutes from Ocean Breeze Waterpark

Guest favorite
A cozy three-bedroom home is set amidst lush greenery, showcasing a brick facade and a welcoming front porch with white railings. The landscaped yard features a blend of grass and flower beds, evoking a peaceful ambiance in a residential neighborhood.
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.

A spacious deck area is adorned with string lights, creating a warm ambiance. Comfortable seating is arranged around a fire pit, surrounded by decorative planters with colorful flowers. In the background, a pool reflects the soft glow of the sunset, enhancing the tranquil atmosphere.
Home in Currituck
4.54 out of 5 average rating, 35 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
A spacious bedroom is presented, featuring a luxurious king size bed dressed in patterned linens. Comfortable seating options include a cozy armchair and a leather sofa. Natural light floods the room through large windows, with a private balcony offering views of the serene surroundings.
Guesthouse in Suffolk
5 out of 5 average rating, 24 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.

Popular amenities for Chesapeake smoking friendly rentals

When is the best time to visit Chesapeake?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$16,528 GYDG$20,712 GYDG$11,507 GYDG$12,762 GYDG$14,645 GYDG$12,762 GYDG$14,854 GYDG$16,528 GYDG$16,528 GYDG$13,390 GYDG$13,599 GYDG$20,712 GYD
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Quick stats about vacation rentals that are smoking-friendly in Chesapeake

  • Total vacation rentals

    Explore 30 vacation rentals in Chesapeake

  • Nightly prices starting at

    Chesapeake vacation rentals start at G$4,184 GYD per night before taxes and fees

  • Verified guest reviews

    Over 670 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Chesapeake vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chesapeake rentals

  • Nearby attractions

    Chesapeake's top spots, include Chrysler Museum of Art, Nauticus, and Cinemark Chesapeake Square

Destinations to explore