Smoking friendly holiday rentals in Delaware

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!!

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

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!

In town Lewes-walk to shopping, dining, beaches!

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.

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.

Beach passes, pool, golf, chairlift, sleeps 26

Large family reunion house located in the Salt Pond Community at 730 Foxtail Drive with access to an indoor and outdoor pool, baby pool, exercise room, restaurant grill, tennis courts, golf course, pickle ball, basketball, playground & golf driving range. Chairlift for disabled persons to easily access upstairs Two ocean beach parking passes available Eight pool/facility passes available for adults. Children under age 16 get in free. Parking for 7 cars plus extra parking at clubhouse

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.

Mini Aruba RV/ Glamping Tent

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.

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

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.

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.

The Bohemian Rhapsody

*Thoroughly read all descriptions,click photos,read captions BEFORE inquiring to book* Rustic "glamping" 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!