Family-friendly vacation rentals in Milton

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Top-rated family-friendly rentals in Milton

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
The spacious living area features two comfortable gray couches and a central coffee table, surrounded by natural light from large windows. A textured accent wall and decorative plants enhance the room's ambiance, while neutral-toned stools provide additional seating.
Home in Milton
4.97 out of 5 average rating, 107 reviews

Gracious & Spacious- Near DE Turf Complx & Beaches

Welcome to our charming home with Modern French decor, conveniently located off Coastal Highway (SR1) in Milton. This tranquil retreat offers easy access to DETurf, Lewes Beach, and Rehoboth Beach, blending convenience and relaxation. With two bedrooms, two sofa beds, and two bathrooms, our spacious living area is warm and inviting. The kitchen is perfect for gatherings, and a utility room with a washer and dryer adds convenience. Experience the best of coastal living in this delightful getaway!

Top guest favorite
Guesthouse in Lewes
4.95 out of 5 average rating, 119 reviews

Crow’s Nest • 1 BR Lewes Guest Apt – Bike to Beach

Lovely 1 bed/1 bath detached upstairs guest apartment right off the bike trail. The space provides privacy & convenience to Lewes activities with tropical 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: bike to Old World Bread Bakery, Vino Del Mar & Lewes Brewing Company

Top guest favorite
A welcoming space is featured, showcasing a luxurious jacuzzi with a wooden tray holding candles and decor. Nearby, a cozy living area with a modern couch is highlighted against an artistic forest mural. An adorable Highland cow stands nearby, adding a touch of rustic charm.
Ranch in Selbyville
4.98 out of 5 average rating, 292 reviews

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.

Top guest favorite
The exterior of a two-story wooden structure is presented, featuring a staircase leading to a covered balcony. The building is surrounded by trees displaying fall foliage, creating a serene outdoor atmosphere. A gravel area is noted at the base, with a vibrant red and white camper positioned nearby.
Apartment in Greenwood
4.97 out of 5 average rating, 658 reviews

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 favorite
The exterior of a historic blue home is captured in this image. The house features two levels, with a gable roof and a welcoming front door. Brick accents are visible near the foundation, complemented by a neatly maintained yard and surrounding greenery.
Home in Milton
4.83 out of 5 average rating, 267 reviews

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.

Guest favorite
A two-story yellow house is featured, with a spacious front porch framed by wooden railings. Stairs lead up to the entrance, where a screened-in porch is visible. Surrounding greenery adds to the peaceful ambiance of the exterior.
Home in Milton
4.93 out of 5 average rating, 203 reviews

Broadkill Beach, seafood, fishing, beach, birds

If you have never been to Broadkill, this is a must. If you are looking for a quiet place to relax, read your favorite book on an empty beach, fish or crab, visit the famous Rehoboth Boardwalk or shop at the outlets, this is the place for you. Located only 1 1/2 block from the beach. Bird watchers paradise. Home on dead end street with very little to zero traffic. Located next to Prime hook National Wildlife Refuge. The extra person charge is for adults only exceeding 4 guest.

Guest favorite
A cozy sleeping area features a spacious bed with a quilted grey coverlet. Two decorative yellow pillows are positioned at the head of the bed. A small bedside table holds a lamp and books, while a colorful area rug adds warmth to the space.
Tiny home in Lewes
4.94 out of 5 average rating, 196 reviews

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.

Top guest favorite
Home in Milton
4.99 out of 5 average rating, 106 reviews

BeachHaven: STEPS TO SAND, Pet-Friendly, +Linens

Peaceful, secluded, tranquil, yet close to attractions. Our home is located at the more private (i.e. no crowds) southern end of Broadkill. The boardwalk in front of our home leads to the beach path access across the street. You will enjoy views from both the front and back decks: including the beach & Prime Hook Wildlife Refuge. If this property is booked or you need multiple homes for a group, we host several nearby beach homes. Click on my host profile to see them.

Top guest favorite
A serene view of the sunset over the water, with golden light reflecting on the surface. Grassy banks extend along the shoreline, and the distant horizon showcases gentle landforms. The scene exudes calm, complemented by soft clouds in a pastel sky.
Cottage in Milford
4.99 out of 5 average rating, 145 reviews

"Mary's Place" Sunsets, walks on the beach , bird watching & more

Welcome to Mary's Place! Wait until you see the amazing views from the roof deck, which overlooks the Prime Hook Wildlife Refuge. The Sunsets are spectacular, and it's a bird watchers dream! Mary's Place has a large screened porch and a large outdoor shower. Enjoy walks on the beach along the Delaware Bay, which is directly across the street. Bikes are available for your enjoyment. Dogfish Brewery and several restaurants are less than 10 miles away in the town of Milton.

Guest favorite
A spacious bedroom features a large bed with dark bedding, complemented by wooden nightstands and lamps on either side. A world map accent wall adds visual interest, while natural light from a window with sheer curtains brightens the room. An adjoining bathroom is visible in the background.
Apartment in Rehoboth Beach
4.97 out of 5 average rating, 635 reviews

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.

Top guest favorite
A blue decorative anchor rests on a white surface, featuring a rustic rope detail. The soft lighting highlights the anchor's design, creating a nautical theme. A blurred background suggests a bright and airy space, complementing the apartment's beach-inspired decor.
Apartment in Milton
4.97 out of 5 average rating, 200 reviews

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.

Top guest favorite
A spacious common area features tall ceilings and large windows, allowing natural light to fill the room. Bookshelves line the walls, filled with a diverse collection of books. A comfortable white sofa and glass coffee table create a cozy seating area, with a TV positioned nearby.
Guesthouse in Milton
4.97 out of 5 average rating, 207 reviews

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!

Popular amenities for Milton family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Milton

  • Total vacation rentals

    Explore 20 vacation rentals in Milton

  • Nightly prices starting at

    Milton vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

  • Verified guest reviews

    Over 1,260 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Milton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Milton rentals

  • 4.9 Average rating

    Milton stays are highly rated by guests—averaging 4.9 out of 5!