Family-friendly vacation rentals in Milford

4.9 out of 5 average rating, 136 reviews

A wooden sign featuring the name 'Sandy Paws Cottage' is displayed prominently. The artwork depicts the cottage with a landscape background and silhouettes of dogs, showcasing a rustic charm with subtle earthy tones.

Cottage in Milford

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!

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4.97 out of 5 average rating, 695 reviews

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

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)

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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.

4.96 out of 5 average rating, 134 reviews

Gracious & Spacious- Near DE Turf Complx & Beaches

🏡✨ Welcome to our charming home with Modern French decor, tucked just off Coastal Highway (SR1) in Milton. 🌿 A tranquil coastal retreat with easy access to DE Turf 🥍, Lewes Beach 🏖️, and Rehoboth Beach 🌊 — convenience meets calm. Two bedrooms 🛏️, two sofa beds 🛋️, and two bathrooms 🛁 anchor a sunlit, spacious living area that feels warm, refined, and inviting. The kitchen is made for gathering 🍽️🥂, with a washer and dryer for added ease. Coastal living at its absolute finest! 🌅

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4.94 out of 5 average rating, 108 reviews

The exterior of a multi-level home is displayed, featuring a large front porch with white railings and a peaked roof. The house is set amidst a natural landscape with a gravel driveway and sparse tree growth, showcasing a peaceful and secluded environment.

Home in Milford

Beautiful New Beach House-1 minute drive to beach!

Secluded new home a 1 minute drive from a quiet fishing beach in Slaughter Beach, this home is fronted by 10,000 acres of Prime Hook National Wildlife Refuge and covered by Marvel Salt Marsh Preserve to the rear. Refuge, water and wildlife views are abundant, with a 25 minute drive putting you in the Lewes and Rehoboth Beach district. Close to the outlets, restaurants and boardwalk...but far enough away to be peaceful as well. Relax with the whole family at this peaceful place to stay.

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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.

4.83 out of 5 average rating, 281 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.

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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.

4.91 out of 5 average rating, 219 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.

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4.9 out of 5 average rating, 192 reviews

A spacious living area features a large sectional sofa with a cozy blanket draped over it. A dog relaxes comfortably on the couch. Two windows allow natural light to enter, while a mounted TV and decorative wall art enhance the inviting atmosphere.

Apartment in Milford

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

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4.94 out of 5 average rating, 221 reviews

A modern kitchen features sleek white cabinetry and stainless steel appliances, including a refrigerator, microwave, and dishwasher. A granite countertop provides ample workspace, complemented by bar seating with black stools. Natural light enters through a nearby window and the entrance door, enhancing the bright atmosphere.

Home in Milford

Downtown Milford | Near DE Turf & Beaches

Experience Riverwalk Retreat, a beautifully renovated home in historic downtown Milford. Walk to restaurants, breweries, coffee shops, boutiques, and the scenic Riverwalk. Perfect for beach trips, sports tournaments, casino weekends, or relaxing getaways. Private parking, fully equipped kitchen, fast Wi-Fi, Roku TV, washer/dryer, and dog-friendly. Minutes from DE Turf, Sports at the Beach, Killens Pond, Dover, and Delaware’s beaches. Please note our home is dog-friendly. 🐶

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4.97 out of 5 average rating, 228 reviews

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

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.

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Superhost

The exterior of a rustic beachfront home is depicted, featuring weathered wood siding and multiple large windows. The structure is two stories, with a sloped roofline and steps leading to the entrance. A sandy path and grassy area are visible, creating a natural coastal setting.

4.94 out of 5 average rating, 103 reviews

Beachfront Home with Unobstructed Water Views

Beachfront/Bayfront home with 4 bedrooms and 3 full bathrooms located in the quiet and relaxing community of Broadkill Beach. The property is just steps from the beach and features stunning, unobstructed water views from almost every room. The home has a coastal design with natural light, soft-tones and a clean aesthetic so that it feels like summer all year-round. We hope that you'll book your vacation with us and enjoy all that Broadkill Beach has to offer!

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Superhost

The exterior of a two-story house is shown, featuring white siding and a gray shingled roof. A prominent brick chimney rises alongside the structure. A set of four black chairs is situated on a patio area, with large windows providing views of the surrounding landscape.

Home in Frederica

4.95 out of 5 average rating, 141 reviews

THE RIVERHOUSE @ DE TURF

THE RIVER HOUSE @ DE TURF ! 6 bedrooms and 3 full baths, this home accommodates large groups traveling to Delaware Turf for soccer, lacrosse and field hockey tournaments. Four living areas and a central kitchen, multiple families can use this home at the same time. 2 sets of bunks in each bunk room! The river view is outstanding from the picture window in the family room! This home is less than a mile from the turf fields and 30 minutes to the resort beaches!

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