Smoking friendly vacation rentals in Delaware

Find and book unique smoking friendly rentals on Airbnb

Top-rated smoking friendly rentals in Delaware

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

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Guest favorite

A well-maintained residence is set on a sprawling lawn, with a paved driveway leading to the entrance. The property features an inviting sign labeled 'Royalinski Reserve' and is surrounded by green trees that create a natural backdrop.

Guest suite in Georgetown

4.95 out of 5 average rating, 102 reviews

Rozanski Reserve @ the Sports at the Beach!

We live on 8 acres in the suburbs of Georgetown, De. A stroll through our nature trails, will welcome you to native flora and fauna to enjoy. We are 6 miles from Sports @ the Beach Complex. Our recently painted & renovated (Nov 2025) In-law Suite sleeps 2 in a QUEEN size bed & can add 2 adults/children in 2 cots upon request. A new folding table and chair set is available for your dining needs. We replaced the 32” TV with 58” ROKU Smart TV. Enjoy our Salt water pool & pick from our Veg garden!!

Guest favorite

An aerial view of the property features a spacious building surrounded by lush greenery. A gravel path leads to the entrance, and ample outdoor space offers room for relaxation. Nearby, a small shed is visible, nestled among the trees, enhancing the natural setting.

Apartment in Rehoboth Beach

4.88 out of 5 average rating, 405 reviews

Timmy's Treeside Studio Pets Welcome Peeps #420

Timmy’s Treeside in Rehoboth Beach, DE is one of two apts with private entry/deck, on 2 acres, one mile to Rehoboth-Lewes trail and 5min drive to boardwalk/Atlantic Ocean. Queen and a sofa bed for 2-3 humans and all your dogs. Your big deck is a tall perch for fresh air, star gazing, 420 fun, sunbathing, and a dog haven. 2gb Wifi, Roku TV, shower, mini-kitchen/grill/firepit and backyard trail. Tanger Outlets, dog friendly eateries, Revelation Brewery and The Pond are minutes. EZ parking+plugs

Guest favorite

A wooden sign featuring the name 'Sandy Paws Cottage' is displayed prominently. The artwork depicts the cottage with a landscape background and silhouettes of dogs, showcasing a rustic charm with subtle earthy tones.

Cottage in Milford

4.89 out of 5 average rating, 120 reviews

SandyPaws Cottage at Big Stone Beach on the DE bay

This is a newer cottage on the Delaware Bay near Milford, DE, only 25 minutes to Rehoboth Beach and the Atlantic Ocean. Sleeps 4, 2 bdr, 1 bath, a double and a queen bed. Large sunny great room with tv and DISH satellite. There is over 500 sq feet of deck space overlooking the bay and the freshwater marsh managed by the Nature Conservancy. Watch sunrise over the bay and sunset over the beautiful marsh filled with many species of birds. Dogs must be walked on a leash and do-do picked up!

Top guest favorite

The exterior of a two-story home is presented, featuring dark siding and white trim. Lush greenery and colorful flower beds border the walkway, leading to the front entrance. The well-maintained landscape contributes to the inviting appearance of the property.

Home in Lewes

5 out of 5 average rating, 68 reviews

Walk or bike to everything Lewes has to offer!

Relax with the whole family at this peaceful place to stay. Home is located in the historic district of Lewes, convenient to miles of bike trails, and under a mile to downtown shopping and town beach. The home has been completely renovated in 2021. Open concept first floor will give you a space to reconnect with friends and family. Enjoy meals out on the cozy and private patio and then close out the night chatting by the fire pit. 3 private bedrooms and 2 full baths on the second floor.

Home in Selbyville

New place to stay

Family Friendly Sunset Waterfront Retreat

Charming waterfront retreat in Selbyville - your gateway to Delaware's best beaches. Fire up the BBQ on the sunny upper deck, gather around the fire pit under the stars, or challenge the family to board game night. Pet-friendly and built for making memories. Minutes from Fenwick Island beaches, Ocean City boardwalk, jet ski rentals, fishing charters, kayaking, and fresh seafood dining. Surf, paddleboard, or cast a line - adventure is right around the corner. Come relax, play, and explore.

Guest favorite

The waterfront home is illuminated at night, showcasing large windows that reflect soft light onto the water. A wraparound deck can be seen, with outdoor seating and decorative plants. The surrounding canal creates a serene setting, enhancing the peaceful ambiance of the location.

Home in Ocean View

4.91 out of 5 average rating, 11 reviews

The Flying Dutchman Waterfront 420 Friendly

Relax with the whole family at this peaceful place to stay. Canoe, kayaks and paddle board available for your use. Delaware is a 420 friendly state. Local dispensaries within 30mins. We will make exceptions for extra guests. Just ask. Our property has 3 units. You have the entire 2 upper floors. 1st flr is owner occupied and cottage is also a rental. As it says common area so there will be others occupying the same 1st flr deck area. Our home is dog friendly so there will be dogs here.

Guest favorite

A view of a backyard featuring a saltwater pool surrounded by lounge chairs, with a wooden deck in the foreground. Decorative planters and garden furniture are visible, creating an inviting atmosphere. A couple of decorative birds are situated on a wooden post, adding a playful touch.

Place to stay in Dover

5 out of 5 average rating, 9 reviews

Mini Aruba Glamper

We offer a very unique property, trailer for 2 and tent if needed for over 2 people. Located just outside of downtown Dover, you step into an outdoor paradise. Overnight guest have full access to the saltwater pool, fire pit and gazebo with Tiki bar. Our little place can be a weekend get away for 2 or we have an additional 6 person tent if in need extra space for the family for an additional 25.00 per person a night fee plus 30.00 setup fee. Visitors not allowed access to amenities.

The image features a community pool area surrounded by lounge chairs and an additional kiddie pool. A poolside hut is visible, offering information, while a backdrop of residential buildings provides a sense of the community's layout. Bright sunlight reflects off the water.

Townhouse in Bethany Beach

4.67 out of 5 average rating, 3 reviews

Luxury Bethany Beach Townhouse 3 Blocks To Beach

Located in a private townhome community 3 blocks from beach/ 4 blocks from boardwalk, this is an ideal place for a family. The resort has a pool, kiddie pool, hot tub, picnic area and private parking. The townhouse has covered parking for 2 cars, a washer dryer, 2.5 baths, a balcony, a patio, a private sauna, WiFi, Cable TV, a modern kitchen with pots/dishes/utensils, sheets and towels for 4, and a private outdoor shower. Avail: 8/21-8/28 and/or 8/28-9/4 for $1600 PER WEEK

Guest favorite

Two individuals are pictured in a grassy area with a backdrop of a farm. One person kneels while holding a small dog, and the other reclines on the ground with another dog in their lap. A vibrant sign reading 'Huck Buck Farm' is visible in the background.

Campsite in Smyrna

5 out of 5 average rating, 31 reviews

Tiny Home on a Farm

Escape to nature in our cozy 12x12 A-Frame tiny home cabin at Huck and Buck Farm, perfect for two guests. Enjoy a queen bed, mini fridge, microwave, and Keurig for your convenience. Relax in your private hot tub, lounge in the hammocks, or gather by the fire pit under the stars. A short walk leads to a luxury bathhouse with a hot shower and flushing toilets. Pet-friendly with free parking, surrounded by farm animals, gardens, and fresh seasonal food for a peaceful getaway.

Top guest favorite

A cozy outdoor space is illuminated by string lights, enhancing a welcoming atmosphere. Comfortable seating is arranged around a sandy area bordered by greenery. Decorative elements, such as a hanging basket and patterned rug, complement the rustic charm of the setting.

Tiny home in Ocean View

4.97 out of 5 average rating, 167 reviews

The Bohemian Rhapsody

*Thoroughly read all descriptions,click photos,read captions BEFORE inquiring to book* Rustic "glamping" in 2 Bohemian themed sheds. Less than 5 miles from Bethany Beach, DE!Private driveway/entrance, outdoor bathhouse w/space.We can host up to 6 humans (upon approval) & 2 canine kids.Electric,Wifi,fire pit,sandyard,outdoor grill.Close to area beaches, boardwalks, restaurants & more! No cleaning fees!

Two wooden Adirondack chairs face a peaceful pond, positioned on a grassy area. A small table is placed between the chairs, each adorned with a cup. The surrounding area features lush greenery and trees, creating a serene outdoor atmosphere.

Tent in Ellendale

The secret dragonfly pond

Enjoy the sounds of nature when you stay in this unique place. So many possibilities with this large outdoor space with an attached pond. Bring your tent and cooler and enjoy the peaceful outdoors. Soak up the sun in a relaxing hammock. Make delicious s’mores under the stars. A massive lot for all types of games and activities. So many options with this space. Ask us about bathroom facility options.

Guest favorite

A sturdy wooden picnic table is positioned on a grassy area surrounded by trees. A fire pit, made of stainless steel, is situated nearby, complementing the outdoor setting. Natural greenery creates a serene backdrop for outdoor meals and gatherings.

Campsite in Ocean View

4.92 out of 5 average rating, 144 reviews

Tent Camp Site 1, Good Earth near Bethany Beach

Welcome to Good Earth's Camping Field! - Market and restaurant onsite - 4.7 miles from Bethany Beach - Bathhouse and outdoor shower - small RVs and Vans ok but no hook ups - Solo stoves and picnic tables. - Dogs welcomed, must be leashed - Some shade in the afternoon - There is a lot of stuff going on the property (people around) it’s not a secluded campground but a beautiful open field area.