
Family-friendly holiday rentals in Sussex County
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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.

Ranch Stay- Farm Animals, Jacuzzi, Arcade, Beaches
Welcome to the Swedish Cowboy, your ultimate escape! This unique BARNDOMINIUM home is designed to offer a memorable retreat for up to four (4) guests, with the flexibility to accommodate two (2) additional guests for a small fee. Enjoy the charming backyard where you can meet a variety of fuzzy and feathered friends or head inside and play on the arcade or relax in the jacuzzi. Perfectly situated near popular beaches and bustling boardwalks, you'll have plenty of options for fun and relaxation.

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)

Dewey Beach Condo 2BR+sleeper. Walk to the beach!
2 BR, ground floor condo on the south side of Dewey Beach! 1.5 blocks to the beach, 1 block south to beautiful bayside dining. Discounts for stays over 3 nights! The HOA maintains a relaxing, clean, family friendly atmosphere. Self check-in keypad code auto-sent upon booking. Professionally cleaned and beds made before your check in. Bed linens, shower towels/essentials, 2 Dewey Beach Street Parking Passes, and beach chairs are provided free of charge. Max occupancy of 6 at all times.

Beach Camp: In-Town Lewes Walk to All
The perfect in-town Lewes (loo-iss) location. Explore scenic Coastal Delaware. ✔ 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 with free YouTube tv cable channels ✔ Parking is plentiful *Bonus* Two complimentary bicycles provided

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.

Cozy condo / 3,5 miles from the beach.
Cozy condo in a perfect location, close to Rehoboth and Lewes. This is a spacious and bright ground level condo 2bedrooms/2 full bathrooms in Sandpiper Village. Is a perfect spot for having a great time with family, friends or couples. Sandpiper Village its located between Rehoboth Beach (3.5miles) and Lewes (4 miles). Our condo unit includes free parking, full kitchen, living room, dining room, washer/dryer, dishwasher, Youtube TV /wi-fi. We supply sheets and towels.

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 and kids play area. The Georgetown Lewes Biking/Walking Trail, that connects to the town of Lewes, is literally steps from our front door.

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

1st Floor Beach-town Condo in Lewes
Come stay at our favorite little beachtown condo in Lewes! This 1st floor 2 bedroom, 2 bath condo has everything you need for an enjoyable and relaxing vacation! You will be just a few miles to the beach and outlet malls, have access to the community pools (May-Sept), park, and sport courts, and will be within walking distance to several great restaurants and shops. While we are "pet friendly" only 1 pet (dog or cat, 40lb maximum) is allowed per the HOA rules.

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!

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)
Popular amenities for Sussex County family-friendly rentals
Family-friendly home rentals with a hot tub

Uncle Buck's

Beautiful Beach-View Condo

Featured on HGTV! Bethany Beach Ocean Front Condo

Rehoboth Beach Gem – Hot Tub + EV Charger 2 BR

Romantic Luxe Escape:Champagne, Roses, Spa & Bath

Bayside - Best Deal in Bayside!

Piece of Peninsula Heaven

Beach house on lake!
Family- and pet-friendly home rentals

Luxury water-view condo with high-end finishes

"Sandy Feet" Broadkill Beachfront Home

Maplewood - Simply Comfortable, Dog Friendly

Elegant 3-Bedroom Condo in Lewes with Pond Views

Beach Path Access. PET-FRlENDLY. LlNENS lNCLUDED

Riverwalk Retreat - Family & Dog Friendly

Studio apt near DE turf, beaches, &hospital

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

Baby friendly, walk to pool and bakery town home

Family Friendly Top Floor Condo Near Boardwalk

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

1 Bedroom 1 Bath Condo on Silver Lake

Sand & Surf Condo with Pool

Sunrise Studio - Ocean Front, on Boardwalk, Pool!

2BR 2BA condo - 1 mile to the beach!

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool
Destinations to explore
- Beachfront rentals Sussex County
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- Rentals with pools Sussex County
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- Rentals with a fireplace Sussex County
- Holiday home rentals Sussex County
- Rentals with beach access Sussex County
- Fitness-friendly rentals Sussex County
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- Bed and breakfasts Sussex County
- Rentals with lake access Sussex County
- Rentals with outdoor seating Sussex County
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- Hotel rooms Sussex County
- Apartment rentals Sussex County
- House rentals Sussex County
- Boutique hotels Sussex County
- Rentals with a firepit Sussex County
- Pet-friendly rentals Sussex County
- Rentals with an EV charger Sussex County
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- Rentals with a hot tub Sussex County
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- Family-friendly rentals Delaware
- Family-friendly rentals United States
- Ocean City Beach
- Broadkill Beach
- Wildwood Crest Beach New Jersey
- Ocean City Boardwalk
- Cape May Beach NJ
- Chincoteague Island
- Assateague Island National Seashore
- Willow Creek Winery & Farm
- Jolly Roger Amusement Park
- Bayside Resort Golf Club
- Bear Trap Dunes
- Cape Henlopen State Park
- Northside Park
- Killens Pond State Park
- Assateague State Park
- Lewes Public Beach
- Fenwick Island State Park Beach
- Delaware Seashore State Park
- Gordons Pond State Park Area
- Gerry Boyle Park
- Trimper Rides of Ocean City
- Funland
- Mariner's Arcade
- Hawk Haven Vineyard & Winery




