
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.

Nicencozy, near DE Turf, Bayhealth, beaches, AFB
Stay in peace at this smoke-free, quiet abode. Within 10 mins of Milford (Bayhealth Sussex, Walmart, shopping, pharmacies, restaurants, etc.). 15 mins: DE Turf, Milton, breweries. 20-30 mins: Bowers Bch, Pickering Bch, Sports at the Bch, Dover & Georgetown, theaters & casinos. 30-45 mins: other beaches and outlets. Please review Guide Book and House Manual after booking, and call us after a last minute booking, so we can tell you how to get in. Snacks, water, etc. provided while supplies last.

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)

19th Century Coastal Cottage with Modern Amenities
Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. Exposed wood beams and interior brick walls as well as all the luxuries required for a rural escape. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

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.

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.

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.

Beach Sunrise * Walk & Bike * Culinary Coast
Explore Lewes (loo-iss) from our walkable in-town spot. ✔ Walk Downtown - Restaurants, shops, parks - 2 minute walk ✔ Walk or bike to Lewes Beach - Less than a half mile ✔ Bike Trails - Plenty of options at your fingertips ✔ Cape Henlopen State Park - Less than 2 miles ✔ Easy electronic keypad entry ✔ Fast Gigabit X2 Speed Wi-Fi (2100 Mbps) ✔ Roku Smart TV - includes free YouTube TV with cable channels ✔ Parking is plentiful *Bonus* Two complimentary bicycles provided

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.

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE
2 Bedroom Condo Top Floor (3rd Floor) - Waterfront in Lewes/Rehoboth Beach DE Great Scenery Views - The Residence at Rehoboth Bay. *Community Pool available during in-season (8am-8pm) *No cleaning fee Nearby amenities and attractions include: Rehoboth Beach Boardwalk (6 Miles) Cape Henlopen State Park (8 Miles) Dewey Beach, DE (7 Miles) Bethany Beach, DE (18 Miles) Ocean City, MD (32 Miles) Shopping Outlets (4 Miles)

Tent Camp Site 4, 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.

Destination Location! Farm Animals, Tours, Beaches
✨Scratch tiny house living off your bucket list!✨ Wake up to the cheerful sounds of barnyard animals that surround this unique tiny house escape! The "Garden Hideaway" is thoughtfully curated to inspire joy and help you reconnect with the simpler things in life. Just a few minutes from the beach, this tiny home comfortably sleeps two (2) guests, with an option to add a third (3) for a small fee.

Spacious| Modern &Cozy| Pool| Close to the Beaches
Perfect getaway conveniently nested just off the Costal Highway and just few minutes from the Nassau Valley Vineyard. Less then 5 miles to Lewes Beach and 7 miles to Rehoboth and Dewey Beach to enjoy the Ocean! Cape Henlopen State Park, Great Restaurants, Breweries, Historic Downtown Lewes, Tax free shopping at the Tanger Outlets and much more.
Popular amenities for Sussex County family-friendly rentals
Family-friendly home rentals with a hot tub

Rehoboth getaway/HotTub/EV/2bd/3.7mi beach/outlets

Studio Bedroom in the Woods

Beautiful Beach-View Condo

Featured on HGTV! Bethany Beach Ocean Front Condo

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

Lewes Carriage House- Reflect. Recenter. Renew.
Family- and pet-friendly home rentals

Woodsong Suite & Getaway!

Serene Coastal Getaway: 3BR Townhouse

*Radcliffe Retreat* Studio, Pool & RB Parking Pass

The Winkler

Cheerful Country Bungalow - Near Dogfish Brewery

Secluded Coastal Cottage • Just 9 Min to the Beach

Stylish, Spacious & Dog-Friendly Studio Cottage

Rehoboth Beach Farmhouse Studio *Pet Friendly*
Family-friendly home rentals with a pool

Family Friendly Top Floor Condo Near Boardwalk

⛱ Quiet 3 Bed Twinhome just 3 miles from Beach! ⛱

Village at Five Points Condo Getaway

Villa Del Sol, Beautiful stay near beaches/outlets

Luxury Bay & Oceanview Condo in the Heart of Dewey

1st Floor 2BR/2BA | Pool | Quiet & Convenient

Luxury at the Beach.

Farm Cottage - POOL - 30 Min to BEACH
Destinations to explore
- Rentals with a hot tub Sussex County
- Rentals with breakfast Sussex County
- Rentals with a sauna Sussex County
- Rentals with a washing machine and dryer Sussex County
- Waterfront rentals Sussex County
- Bed and breakfasts Sussex County
- Flat rentals Sussex County
- Boutique hotel rentals Sussex County
- Townhouse rentals Sussex County
- Rentals with an accessible-height toilet Sussex County
- Rentals with an EV charger Sussex County
- House rentals Sussex County
- Rentals with lake access Sussex County
- Rentals with outdoor seating Sussex County
- Rentals with a patio Sussex County
- Rentals with a firepit Sussex County
- Rentals with a kayak Sussex County
- Villa rentals Sussex County
- Fitness-friendly rentals Sussex County
- Beachfront rentals Sussex County
- Cottage rentals Sussex County
- Apartment rentals Sussex County
- Guest house rentals Sussex County
- Rentals with a fireplace Sussex County
- Pet-friendly rentals Sussex County
- Rentals with beach access Sussex County
- Rentals with pools Sussex County
- Family-friendly rentals Delaware
- Family-friendly rentals United States
- Ocean City Beach
- Broadkill Beach
- Wildwood Crest Beach New Jersey
- Fortescue Beach
- Cape May Beach NJ
- Assateague Island National Seashore
- Ocean City Boardwalk
- Dewey Beach Access
- Willow Creek Winery & Farm
- Pearl Beach
- Jolly Roger Amusement Park
- Big Stone Beach
- Cape Henlopen State Park
- Peninsula Golf & Country Club
- Poodle Beach
- Poverty Beach
- Northside Park
- Higbee Beach
- Bayside Resort Golf Club
- Stone Harbor Beach
- Bear Trap Dunes
- Baywood Greens Golf Maintenance
- Towers Beach
- Assateague State Park