Family-friendly holiday rentals in Sussex County

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!

Kitchen · Indoor spaces · Wi-Fi

Beach Highway Hobby Farm

We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)

Family · Kitchen · Biking

Basil Cottage at Good Earth, near Bethany Beach

Welcome to the "Basil Cottage" at Good Earth. The cottage is the perfect size for a family, with 2 bedrooms (1 queen bed, and 2 single beds) a kitchen, and a living area. You'll be staying on our 10-acre property, 4.7 miles from Bethany Beach. Convenient amenities include an on-site restaurant, market, theater, and ample parking. Our AIRBNB "Village" includes 2 tiny houses, a lofted apartment, two cottages, a "glamper", and 4 tent sites. Staying at Good Earth is more than just a beach trip.

Family · Kitchen · Laundry

Glennie's Place Quiet Historic Street/Town

A small historic home in the city of Milton, De. Milton offers small USA hometown charm that is close the world famous Delaware beaches. This home was lovingly upgraded, renovated by Glennie's grandson. Enjoy the sunshine off of the back deck while preparing your BBQ. Take a short walk to Milton's city park which is a few minutes from the house off of the Broadkill River. Check out some of the gift shops, eateries, The Milton Theatre, or a tour of the world renown Dogfish Head Brewery.

Family · Kitchen · Laundry

Modern & Cozy Retreat | Pool | Close to Beaches

Enjoy a relaxing Lewes getaway nestled just off Coastal Highway, with easy access to beaches, dining, and local attractions. Less than 5 miles to Lewes Beach and less than 7 miles to Rehoboth and Dewey Beach, making it easy to enjoy the ocean, boardwalk, and everything the area has to offer. Just minutes from Nassau Valley Vineyards, Georgetown-Lewes Trail, Cape Henlopen State Park, historic downtown Lewes, great restaurants, breweries, and tax-free shopping at Tanger Outlets.

Indoor spaces · Kitchen · Hot tub

Cozy Woodland Cottage

Enjoy the sounds of nature when you stay in this unique place. Located less than 5 miles from downtown Lewes and Delaware Beaches. The cottage guest house is nestled in the woods adjacent to a tree house overlooking a tranquil pond with a calming fountain sounds. On the main property guests have access to a in ground swimming pool (seasonal) with a 60 foot lap lane and slide, schedule times with hosts.. The backyard also includes an organic garden, playground and 🐔 chickens.

Family · Indoor spaces · Layout

The 1934 Farmhouse (close to the beaches)

The 1934 Farmhouse not only has local history but plenty of space for everyone. Originally a century family farm with only few owners since being developed. It hosts 4 bedrooms, 2 1/2 baths, 2 dining rooms, large kitchen, a huge living room all sitting on 2 1/2 acres for the kids and pets to run have everything you need. Close to everything (Sports at the beach) just minutes away. The beaches Lewes, Rehoboth and Ocean City all within 30-40 minute drives. Thank you for booking.

Kitchen · Indoor spaces · Outdoor spaces

Downtown Milford | Near DE Turf & Beaches

Experience Riverwalk Retreat, a beautifully renovated home in historic downtown Milford. Walk to restaurants, breweries, coffee shops, boutiques, and the scenic Riverwalk. Perfect for beach trips, sports tournaments, casino weekends, or relaxing getaways. Private parking, fully equipped kitchen, fast Wi-Fi, Roku TV, washer/dryer, and dog-friendly. Minutes from DE Turf, Sports at the Beach, Killens Pond, Dover, and Delaware’s beaches. Please note our home is dog-friendly. 🐶

Kitchen · Indoor spaces · Heating

Delightful Skoolie Near Bethany Beach

Try tiny living! Come to the Delaware beach for a unique glamping experience. The Coastal Cruiser is a 1985 Thomas School Bus turned tiny home. Spend your days exploring the Delaware Coast and come home to a rustic Skoolie with a full kitchen & outdoor area. You have access to fire pit, grill, and outdoor seating area. We’ve renovated- there is a bunk bed, and a full bathroom with toilet, shower, and sink. The bathroom is in a separate building about 20 ft from the bus.

Indoor spaces · Family · Nearby

Beachfront Home with Unobstructed Water Views

Beachfront/Bayfront home with 4 bedrooms and 3 full bathrooms located in the quiet and relaxing community of Broadkill Beach. The property is just steps from the beach and features stunning, unobstructed water views from almost every room. The home has a coastal design with natural light, soft-tones and a clean aesthetic so that it feels like summer all year-round. We hope that you'll book your vacation with us and enjoy all that Broadkill Beach has to offer!

Indoor spaces · Family · Biking

Beachin' Inn Milton

Welcome to Beachin' Inn Milton! This cozy apartment located in the quaint, historical town of Milton, DE is the perfect getaway. Our apartment is light and airy with a beach theme. Enjoy the entire apartment to yourself with a keyless private entrance, full bath, washer/dryer, free Wifi and stocked assorted coffee pods. There is no stove/oven, however, we offer a microwave, toaster oven, Air Fryer and induction burner.There is private parking right out front.

Kitchen · Family · Skiing

Beautiful Waterfront Home-Private, Clean, Relaxing

A beautiful and peaceful get-away all year round! Bright and sunny 3 bed/2 bath waterfront home with wrap-around deck. Fully stocked, community pool, walking trails, kayaks and more! Visit Rehoboth or Lewes Beaches (10 miles away), Cape Henlopen and tax-free outlet shopping (6 miles away)! Great for families, water lovers, and bird lovers! Sunday to Sunday weekly rentals *only* and no pets from June 14 to Labor Day.

Indoor spaces · Kitchen · Laundry