
Family-friendly holiday rentals in Sussex County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Sussex County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Cutest-Quiet-bk rds-Bikes-Kayaks-Doorstep parking!
Beach Daze is a surprisingly spacious & bright “tiny house” nestled into a quiet zen-like hidden treasure of a neighborhood within the town of Rehoboth Beach, Delaware. It is walking or biking distance (on quiet, quaint streets) to so many delightful natural wonders including the beaches, the canal, the bay, and a nature preserve! Beach Daze is perfect as a couple's retreat or a family vacation! We provide PLENTY of TOYS… 2 kayaks, 2 bikes, 2 beach chairs & random array of games, toys & sporty.

Tiny house w/ Pool on water near Beaches / turf
Enjoy a peaceful waterfront stay in our custom-built tiny house, located on Cedar Creek just off Route 1. Conveniently situated only 10 minutes from Delaware Turf and 15 minutes from the beach. The home comfortably sleeps four and includes hot tub access. We live on-site and are happy to assist throughout your stay. Ideal for families, pets (please review rules under “The Space” section), contractors, and long-term renters. Perfect for travel nurses & remote workers – Monthly stays welcome!

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)

Guest Suite with Private Entrance
My wife Justine and I are pleased to host this guest suite with private secure entrance and private bathroom. We do live in the main part of the house full time so you may hear us rattling around from time to time and coming and going or working in the yard but most of our time is spent at the opposite end of the house. The room is completely private and inaccessible from the main house. The screened in porch is shared with the main house. We do not currently have WiFi access in the Airbnb.

First Floor Comfort and Convenience
This first floor condo is conveniently located in a family-friendly community with all you need within walking distance, including several restaurants and a grocery store. A short and easy 3-mile drive to Lewes Beach and the charming town of Lewes makes this an ideal location. Amenities include access to two pools, tennis courts, pickle ball courts and kids play area. The Georgetown Lewes Biking/Walking Trail, that connects to the town of Lewes, is literally steps from our front door.

Broadkill Beach, seafood, fishing, beach, birds
If you have never been to Broadkill, this is a must. If you are looking for a quiet place to relax, read your favorite book on an empty beach, fish or crab, visit the famous Rehoboth Boardwalk or shop at the outlets, this is the place for you. Located only 1 1/2 block from the beach. Bird watchers paradise. Home on dead end street with very little to zero traffic. Located next to Prime hook National Wildlife Refuge. The extra person charge is for adults only exceeding 4 guest.

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.

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.

*NEW * cozy wooded retreat 🌳 near Delaware beaches
Come relax after a busy beach day at the ⚓️Admiral’s hideaway⚓️. A newly renovated 2BR/1bath Villa in Lewes, DE. A perfect getaway for a couple or small family visit to all the beach attractions. The hideaway is close enough for easy access yet far enough for residents to sleep away from the heavy Route 1 traffic noises. The entire home is on a private lot (not a neighborhood) lined with 🌲 leading up to the house with a fenced in yard (perfect for your furry family members).

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.

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

The Book Nook - A Private Downtown Retreat
In the heart of downtown Milton, you will find a newly renovated guest cottage less than 10 miles to the beach! If you plan on staying local, simply park your car at the designated off-street parking space and travel by foot to the many shops, restaurants, and attractions offered in historic Milton. Whether you're walking the few short blocks to Dogfish Head Brewery or spending an evening at the theater, The Book Nook will serve as the perfect location!
Popular amenities for Sussex County family-friendly rentals
Family-friendly home rentals with a hot tub

Beach Getaway•Hot Tub + EV Charger•4 mi to Beach

McAvoy B & B

Sea Colony Beach And Tennis Resort

Featured on HGTV! Bethany Beach Ocean Front Condo

Broadkill Beach Bliss: Marshfront Coastal Escape!

HUGE bright 5BR, steps from the beach & downtown!

Lakefront slps 6; beach, pools, tennis, gym, view!

Dog friendly *HOT TUB* Close to outlets, Sleeps 7
Family- and pet-friendly home rentals

*Radcliffe Retreat* Studio, Pool & RB Parking Pass

Maplewood - Simply Comfortable, Dog Friendly

Quiet setting on private pond among the wildlife

Elegant Condo with a Spacious Porch

BnB’s Dog-Friendly Garden Cottage

Secluded Coastal Cottage • Just 9 Min to the Beach

Midway Magnolia-3BR/2BA Home, dog-friendly

The Bohemian Rhapsody
Family-friendly home rentals with a pool

Beauty On The Bay

Pool, dog friendly, deck, fenced yard, Lewes

Key West by the Bay Bungalow

Beachy days and starry nights-Now with EV charger

Steady Waves | Dog-Friendly Home w/ Pool |Rehoboth

Coastal Modern Condo • Pool, Balcony & Parking

Beach Getaway, minutes away from everything!!

Sunrise Studio - Ocean Front, on Boardwalk, Pool!
Destinations to explore
- Rentals with pools Sussex County
- Flat rentals Sussex County
- Tiny house rentals Sussex County
- Beachfront rentals Sussex County
- Apartment rentals Sussex County
- Rentals with a firepit Sussex County
- Townhouse rentals Sussex County
- Rentals with breakfast Sussex County
- Rentals with a washing machine and dryer Sussex County
- Boutique hotels Sussex County
- Rentals with a kayak Sussex County
- Bed and breakfasts Sussex County
- Guest house rentals Sussex County
- Rentals with lake access Sussex County
- Rentals with outdoor seating Sussex County
- Waterfront rentals Sussex County
- Rentals with beach access Sussex County
- Private suite rentals Sussex County
- Holiday home rentals Sussex County
- Rentals with a fireplace Sussex County
- Hotel rooms Sussex County
- House rentals Sussex County
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- Rentals with an accessible-height toilet Sussex County
- Cottage rentals Sussex County
- Fitness-friendly rentals Sussex County
- Rentals with a hot tub Sussex County
- Rentals with a patio Sussex County
- Rentals with an EV charger Sussex County
- Pet-friendly rentals Sussex County
- Family-friendly rentals Delaware
- Family-friendly rentals United States
- Ocean City Beach
- Ocean City Boardwalk
- Ocean City Boardwalk
- Cape May Beach NJ
- Wildwood Crest Beach New Jersey
- Chincoteague Island
- Broadkill Beach
- Assateague Island National Seashore
- Rehoboth Beach
- Willow Creek Winery & Farm
- Northside Park
- Assateague State Park
- Jolly Roger Amusement Park
- Delaware Seashore State Park
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Fenwick Island State Park Beach
- Dover Motor Speedway
- Ocean Pines Golf Club
- Dewey Beach Access
- Wildwood Boardwalk
- Roland E Powell Convention Center
- Gerry Boyle Park
- Mariner's Arcade





