
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.

Renovated Condo Near Outlets, 3.5 Miles to Beach
Enjoy your stay in this recently renovated and beautifully furnished two-bedroom, two-bathroom 3rd-floor condo conveniently located 3.5 miles from the Rehoboth Beach boardwalk, and 4.5 miles from Lewes Beach. The proximity to the beaches, stores, and restaurants make this condo a great spot to spend a fun-filled vacation at the beach. Our condo amenities include a community pool*( seasonal), free parking, free WiFi, smart TV, washer, and dryer. We supply all the sheets & towels for your stay.

Studio apt near DE turf, beaches, &hospital
Your family will be close to everything when you stay at our centrally-located place. We are just 2 minutes from bayhealth hospital Milford campus, 10 minutes from DE turf & 20-30 minutes from all beaches. Early check in available upon request for 12:00pm, fee $100. During the summer months we offer our pool for guest use! We welcome families & fur babies! We do have 5 dogs ourself that roam freely in our backyard. PLEASE READ CANCELLATION POLICY CAREFULLY Pets crated when unattended!

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 Cottage with Modern Amenities
Book your Hallmark Christmas stay today, fully decorated by Thanksgiving until the end of January!! Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. 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* Four complimentary bicycles provided

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.

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

McAvoy B & B

Beautiful Beach-View Condo

Classy Beach Getaway

Featured on HGTV! Bethany Beach Ocean Front Condo

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

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

Rehoboth Beach Gem – Hot Tub + EV Charger 2 BR

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

Luxury water-view condo with high-end finishes

Woodsong Suite & Getaway!

Pet friendly cottage 4 blocks to Beach

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

Patrick's Creekside: 4 Peeps-Ur Doggies! 420-Bark!

Sweet getaway - beach block, steps from the beach!

Romantic Hideaway- jacuzzi, beach day!

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

Steps to pool and bakery, baby friendly town home

Villa Del Sol, Beautiful stay near beaches/outlets

Gorgeous Bayfront, Pool, Hot Tub, Linens Included

Farm Cottage - POOL - 30 Min to BEACH

Dog Friendly Fenced 3BR King Bed

Spacious| Modern &Cozy| Pool| Close to the Beaches

Lewes Carriage House : Winter Luxe, Warmth & Quiet

2b 2b condo! 2 master bedrooms! rehoboth beach
Destinations to explore
- Rentals with lake access Sussex County
- Rentals with outdoor seating Sussex County
- House rentals Sussex County
- Tiny house rentals Sussex County
- Rentals with beach access Sussex County
- Rentals with a kayak Sussex County
- Guesthouse rentals Sussex County
- Hotel rooms Sussex County
- Rentals with a patio Sussex County
- Condo rentals Sussex County
- Rentals with a hot tub Sussex County
- Rentals with pools Sussex County
- Apartment rentals Sussex County
- Townhouse rentals Sussex County
- Rentals with an EV charger Sussex County
- Rentals with a fire pit Sussex County
- Boutique hotels Sussex County
- Rentals with breakfast Sussex County
- Holiday home rentals Sussex County
- Rentals with a fireplace Sussex County
- Pet-friendly rentals Sussex County
- Private suite rentals Sussex County
- Fitness-friendly rentals Sussex County
- Rentals with a sauna Sussex County
- Rentals with a washing machine and dryer Sussex County
- Bed and breakfasts Sussex County
- Waterfront rentals Sussex County
- Villa rentals Sussex County
- Beachfront rentals Sussex County
- Rentals with an accessible height toilet Sussex County
- Cottage rentals Sussex County
- Family-friendly rentals Delaware
- Family-friendly rentals United States
- Ocean City Beach
- Broadkill Beach
- Fortescue Beach
- Wildwood Crest Beach New Jersey
- Cape May Beach NJ
- Ocean City Boardwalk
- Assateague Island National Seashore
- Dewey Beach Access
- Willow Creek Winery & Farm
- Peninsula Golf & Country Club
- Big Stone Beach
- Pearl Beach
- Jolly Roger Amusement Park
- Cape Henlopen State Park
- Northside Park
- Poodle Beach
- Bear Trap Dunes
- Bayside Resort Golf Club
- Poverty Beach
- Higbee Beach
- Stone Harbor Beach
- Baywood Greens Golf Maintenance
- Miami Beach
- Towers Beach




