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

💖 Edi’s Suite *Privacy & Comfort Away From Home*
THIS IS A SMOKE-FREE PROPERTY w/ a Spacious apartment connected to my home. Large bedroom w/ queen sized bed, queen sized air mattress, living room, dinning nook, kitchenette & bathroom. Just off of the Rt. 1 exit, it's 5 miles from Dover Downs & DSU, 3 miles from Wesley College, minutes from Dover AFB, & 15 min (13.5 mi) via DE-1 S to DE Turf Sport Complex. Rehoboth Beach is 53 min (42.9 mi) via DE-1 S. Bethany Beach is 1 h 7 min (54.0 mi) via DE-1 S Dewey Beach is 53 min (43.2 mi) via DE-1 S

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.

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!

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!

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.

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.

Stylish 2BR • Near DE Turf, Beaches & Dining
This brand new 2 bedroom apartment is right in the heart of downtown Milford, walking distance from local boutiques, night life & restaurants. Our apartment is dog & family friendly! We are located 20 minutes from beaches and shopping & about 10 minutes from the DE turf complex! We own a local restaurant & distillery (EasySpeak) and restaurant called Fondue. where you'll receive 20% off at during your stay! WE ARE PET FRIENDLY READ RULES IN "THE SPACE SECTION" BEFORE BOOKING

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.

Cheerful Country Bungalow - Near Dogfish Brewery
Welcome to our charming retreat on the outskirts of Milton, where comfort meets simplicity! Perfect for families and friends, our home features two inviting bedrooms, a cozy sofa bed, and a bathroom for a peaceful escape from city life. Just a short walk or bike ride away, you’ll find downtown Milton's attractions, including Dogfish Head Brewery, great dining options, and the historic Milton Theatre. Enjoy a delightful blend of relaxation and adventure in this inviting haven!

Cozy 2 bedroom home on wooded private lane
Take it easy at this unique and tranquil getaway. Located on a quiet country lane this 2-bedroom home offers comfort and privacy on a wooded lot. Plenty of parking. Enjoy all that the Eastern Shore has to offer from this central location convenient to Easton, Dover, Chestertown, Rehoboth, Denton and Ocean City. Beautiful views from front and back porches, full kitchen, two full baths. Great getaway for 1 or 2 couples. Pets allowed with prior permission and additional deposit.

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

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

Classy Beach Getaway

Wigwam Lodge ~ HotTub ~ MasterSuite~Woodland Views

Romantic Saltbox Bungalow! HOT TUB! Bay Sunsets!

Hot Tub Backyard Oasis, Private Beach, Local Pool

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

Dog friendly *HOT TUB* Close to outlets, Sleeps 7

Relaxing Getaway
Family- and pet-friendly home rentals

Woodsong Suite & Getaway!

"Sandy Feet" Broadkill Beachfront Home

Pet friendly cottage 4 blocks to Beach

Romantic Hideaway- jacuzzi, beach day!

ON THE BEACH. PET-FRIENDLY. LINENS INCLUDED.

Perfect Rental for Dover Attractions & BayBeaches

Modern Dog Friendly Condo!

Beautiful Waterfront Home-Private, Clean, Relaxing
Family-friendly home rentals with a pool

Luxury water-view condo with high-end finishes

Family Friendly Top Floor Condo Near Boardwalk

*Radcliffe Retreat* Studio, Pool & RB Parking Pass

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

Villa Del Sol, Beautiful stay near beaches/outlets

Farm Cottage - POOL - 30 Min to BEACH

Mimi’s Place @ The Villages of 5 Points in Lewes

Renovated Condo Near Outlets, 3.5 Miles to Beach
Quick stats about holiday rentals that are family-friendly in Milford

Total holiday rentals
Explore 20 holiday rentals in Milford

Nightly prices starting at
Milford holiday rentals start at $134 AUD per night before taxes and fees

Verified guest reviews
Over 960 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Milford holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Milford rentals

4.9 Average rating
Milford stays are highly rated by guests—averaging 4.9 out of 5!
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