
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!

Crow’s Nest • 1 BR Lewes Guest Apt – Bike to Beach
Lovely 1 bed/1 bath detached upstairs guest apartment. The space provides privacy & convenience to Lewes activities with serene garden landscaping. It boasts beachy decor with locally sourced touches, a fully stocked kitchen, and a beautiful bedroom complete with a desk and a canopy bed to provide guests with the perfect escape. Enjoy al fresco dining under a pergola & lawn games. Just 3.7 mi to Lewes beach: walk or bike to Old World Bread Bakery, Beach Time Distilling & Lewes Brewing Company!

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.

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.

Eco-Friendly Waterfront Apt #3
Enjoy stunning water views right from your doorstep while being just minutes from Cape May's best restaurants, shops, and attractions. Of course, Dogs Welcome, No cats! (flat $75 pet fee) And welcome to your progressive-minded waterfront retreat! Our space celebrates diversity and welcomes guests from all backgrounds, identities, and lifestyles. Here, every person is respected and valued—this is a genuinely inclusive getaway designed to make everyone feel at home.
Popular amenities for Milford family-friendly rentals
Family-friendly home rentals with a hot tub

3 BR 1st floor condo, near beach, resort community

Classy Beach Getaway

Romantic Saltbox Bungalow! HOT TUB! Bay Sunsets!

Hot Tub Backyard Oasis, Private Beach, Local Pool

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

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

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

Relaxing Getaway
Family- and pet-friendly home rentals

Woodsong Suite & Getaway!

Pet friendly cottage 4 blocks to Beach

Steps to Beach. Peaceful. Pet-Friendly. + Linens

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

Cozy Riverside Cottage in the Woods

Romantic Hideaway- jacuzzi, beach day!

The 1934 Farmhouse (close to the beaches)

Perfect Rental for Dover Attractions & BayBeaches
Family-friendly home rentals with a pool

Family Friendly Top Floor Condo Near Boardwalk

Luxury water-view condo with high-end finishes

*Radcliffe Retreat* Studio, Pool & RB Parking Pass

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

2b 2b condo! 2 master bedrooms! rehoboth 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 $156 NZD 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!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Ocean City Beach
- Broadkill Beach
- Fortescue Beach
- Wildwood Crest Beach New Jersey
- Cape May Beach NJ
- Ocean City Boardwalk
- Betterton Beach
- Dewey Beach Access
- Willow Creek Winery & Farm
- Peninsula Golf & Country Club
- Big Stone Beach
- Pearl Beach
- Jolly Roger Amusement Park
- Crystal Beach Manor, Earleville, MD
- Cape Henlopen State Park
- Northside Park
- Poodle Beach
- Bayside Resort Golf Club
- Bear Trap Dunes
- Poverty Beach
- Higbee Beach
- Stone Harbor Beach
- Baywood Greens Golf Maintenance
- Miami Beach




