
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!

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!

Waterfront Studio • Pool • Near DE Turf & Beach
Discover a stunning studio nestled along the Cedar Creek, steps from Route 1. Perfectly situated, it’s only a 10-min. drive to the DE Turf Complex, & charming shops and restaurants of Milford. A quick 15-min. trip to the beach. This cozy retreat accommodates four guests, with room to stretch upto 6! Enjoy waterfront views right from your unit. Unwind in our year-round hot tub or take a dip in the seasonal pool and spa during the summer months. Warmly welcome families, pets & contractors!

Perfect Rental for Dover Attractions & BayBeaches
15 minutes from Dover Nearby casinos, beaches, and the racetrack. Bowers and Slaughter beaches are about 10-15 mins from us, whereas, the major beaches like Rehoboth, Lewes and Dewey are 45mins to an hour from us. We are 5 mins from Highway 1 and located 15 mins from DE Sports Complex 10 mins from Highway 13 (Dupont Ave) Near the mall, casino, racetrack, shopping, and many restaurants. Killens Pond State Park is a 10 min drive. Harrington Casino the Del. State Fair is 15 mins from us.

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.

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.

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
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

2 houses from Bay with hot tub, fully fenced in!

Hot Tub Holiday Escape! Fireplace + Close to all!

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

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

Relaxing Getaway

Cape Mindy Sleeps 8 Outdoor Shower Dog &EV HOT TUB

The Villa By the Bay-Private Heated Pool & Hot Tub
Family- and pet-friendly home rentals

Woodsong Suite & Getaway!

Delightful Skoolie Near Bethany Beach

*Radcliffe Retreat* Studio, Pool & RB Parking Pass

Pet friendly cottage 4 blocks to Beach

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

Stylish, Spacious & Dog-Friendly Studio Cottage

Beach Bum Bungalow (Dog Friendly)

The 1934 Farmhouse (close to the beaches)
Family-friendly home rentals with a pool

Family Friendly Top Floor Condo Near Boardwalk

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

Sand & Surf Condo with Pool

Cozy condo in the Villages of Five Points, Lewes

Beautiful Waterfront Home-Private, Clean, Relaxing
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 $159 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!
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