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Vacation rentals in Milton

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Quick stats about vacation rentals in Milton

  • Total vacation rentals

    Explore 30 vacation rentals in Milton

  • Nightly prices starting at

    Milton vacation rentals start at $90 per night before taxes and fees

  • Verified guest reviews

    Over 1,780 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Milton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Milton rentals

  • 4.9 Average rating

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

Top-rated vacation rentals in Milton

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Milton
5.0 out of 5 average rating, 15 reviews

Historic Milton Gem w Deck & Modern Touches!

Step into charm & comfort at this renovated 1840s home in the heart of Milton. Blending historic character w/ sleek upgrades, this vacation rental sets the scene for a memorable coastal escape. This home offers: 🌳 Deck & outdoor dining area 📺 Smart TV & living space 🍽️ Fully equipped kitchen w/ stainless appliances 🛏️ 4 comfy queen bedrooms including loft suite 📚 Books, workspace & vintage-meets-modern flair Perfect for families or friends exploring Delaware’s beaches & downtown Milton.

ValueFamilyWalkability

Top guest favorite
A comfortable living room features a brown leather sofa with decorative pillows and a matching recliner. A wooden coffee table sits on a spacious area rug, surrounded by natural light from large windows with sheer curtains. A decorative plant adds a touch of greenery.
Home in Milton
5.0 out of 5 average rating, 62 reviews

The Atlantic House

Welcome to our home located in the historic town of Milton. Our home located on a quiet corner lot, plenty of room for outdoor activities. You'll be in walking distance to restaurants, grocery stores, coffee & antique shops. A short drive to: Lewes beach (12mi ), Rehoboth (15 mi), Sports @ the Beach (7mi), Sandhill Fields (6mi), DE Turf (19mi) Milton Theatre - 0.6 miles Enjoy coffee on the back patio & S'mores at the fire pit. We know you'll enjoy your stay....we will make sure of it!

ValueFamilyAccuracy

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, 279 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.

ValueFamilyGrill

Guest favorite
A light-filled seating area features a cozy armchair and ottoman, complemented by two decorative side tables with lamps. A circular mirror hangs above a dark wooden dresser, and a textured rug rests on the floor, enhancing the inviting space.
Bungalow in North Cape May
4.97 out of 5 average rating, 370 reviews

Baybreeze Bungalow Luxury Couple’s Retreat

Baybreeze bungalow by the bay, is just blocks from the beautiful Cape May sunsets and the Cape May-Lewes Ferry. The entire bungalow is your home during your stay. It is a short walking distance to the beach and a close drive or bike-ride to the center of Cape May. This lux bungalow sleeps 2 comfortably and is great for adult getaways. All amenities for a great, worry-free, and relaxed stay are provided for you. We do not allow dogs/pets in the bungalow. There will be a $100 penalty.

LocationFamilySleep quality

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
4.92 out of 5 average rating, 216 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.

LocationFamilyCondition

Top 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, 227 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.

LocationValueBreakfast

Guest favorite
An outdoor seating area features a sectional sofa with navy blue cushions and white striped accents. A light-colored table is positioned in the center, surrounded by natural wood decking. A large navy umbrella provides shade, and greenery is visible in the background.
Home in Milton
4.88 out of 5 average rating, 118 reviews

Cheerful Bungalow- Near Dogfish + Milton Theatre

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!

FamilyValueBathroom

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, 154 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.

LocationFamilyParks

Top guest favorite
A three-story beach house is set on stilts, surrounded by greenery. The exterior features horizontal wood siding painted in dark tones. Multiple balconies with white railings offer outdoor space. A gravel path leads to the entrance, providing easy access to the home.
Home in Milton
5.0 out of 5 average rating, 103 reviews

Beachcomber's Paradise is steps from the water

Welcome! Broadkill Beach is family friendly and offers lots of activities from fishing, golfing, biking, water sports and bonfires on the beach. Relax & enjoy the shabby chic decor in our home with all the modern conveniences. Our home is steps from the water with unlimited views of the dunes and Delaware Bay. Prime Hook Wildlife Refuge surrounding Broadkill has a family oriented hiking trail with an observation deck. Great views with lots of wildlife to see.

FamilyValueView

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, 224 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.

FamilyValueAccuracy

Guest favorite
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.
Home in Milton
4.94 out of 5 average rating, 101 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!

FamilyLocationHospitality

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, 225 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!

ValueLocationHospitality

Popular amenities for Milton vacation rentals

GymBBQ grillLaptop-friendly workspaceWifiAir conditioning

Stay near Milton's top sights

Milton Theatre

50 locals recommend

Irish Eyes Pub & Restaurant

35 locals recommend

The Backyard

33 locals recommend

Other great vacation rentals in Milton

Top guest favorite
An open-concept living space is presented, featuring a dining area with a wooden table and chairs. Comfortable seating arrangements are located in the foreground, complemented by natural light entering through nearby windows. Wood accents and nautical decor add to the atmosphere of the room.
Home in Rehoboth Beach
4.98 out of 5 average rating, 41 reviews

Beach Getaway, minutes away from everything!!

ValueLocationQuiet

Top guest favorite
A comfortable living area boasts a gray sofa adorned with bright yellow decorative pillows. A wooden coffee table rests in front of the sofa, complemented by an antique trunk nearby. The warm yellow walls are accented with artwork and natural wood doors, creating a welcoming environment.
Vacation home in Milton
5.0 out of 5 average rating, 55 reviews

Serene Cozy Couples Getaway

ValueLocationKitchen

Top guest favorite
Guesthouse in Lewes
5.0 out of 5 average rating, 32 reviews

Lewes Home | Pool, Dogs Welcome, Fenced Yard

ValueFamilyGetting around

Top guest favorite
Home in Milton
5.0 out of 5 average rating, 25 reviews

BeachView: ON BEACH. Pool Table. Pet-Friendly.

FamilyLocationTV

Top guest favorite
A two-story coastal home features a light blue exterior, elevated on stilts. A staircase leads to a spacious porch with railings. A sleek car is parked nearby, with tall grasses swaying in the foreground, and a soft evening light casts a warm glow over the scene.
Home in Milton
5.0 out of 5 average rating, 23 reviews

Broadkill Beach Bliss: Marshfront Coastal Escape!

LocationFamilyAccess

Superhost
The exterior of a historic two-story home features a combination of blue and yellow siding. A charming front porch with white railing is adorned with seasonal decor. A distinctive conical roof and weathervane highlight the architecture. Surrounding greenery and shrubs create a welcoming atmosphere.
Home in Milton
4.76 out of 5 average rating, 21 reviews

A Modern Step back in Time in Downtown Milton

FamilyLocationLong stay

Top guest favorite
The large kitchen features modern appliances, including a stainless steel refrigerator and a built-in microwave. A center island provides additional seating with two bar stools. A dining table with six chairs is set for meals, and abundant natural light fills the space through multiple windows.
Home in Milton
4.96 out of 5 average rating, 54 reviews

Heidi’s Milton Farmhouse

LocationFamilyAmenities

Guest favorite
A sleeping area is furnished with a spacious bed dressed in soft, muted linens. A wooden headboard features vertical slats, while a bedside table holds an antique-style clock. Warm lighting is provided by wall-mounted fixtures on either side of the bed.
Home in Milton
4.79 out of 5 average rating, 96 reviews

Milton bnb near the Sea close to Dogfish Brewery

FamilyLocationNearby

When is the best time to visit Milton?

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Avg. price$140$175$175$185$207$233$205$216$175$177$153$145
Avg. temp37°F39°F45°F55°F64°F73°F78°F76°F70°F59°F48°F41°F

Frequently Asked Questions

  • What are the best places to stay in Milton?

    Stays near Milton's historic downtown, the riverside, or in quiet residential neighborhoods are often suggested for their walkability and local charm. Areas close to parks or natural preserves can suit those seeking a peaceful environment.

  • What are the best things to do in Milton with kids?

    Families with kids often explore local parks, spend time at the public library, or discover hands-on educational centers around Milton. Outdoor activities like birdwatching at nearby preserves are frequently suggested.

  • What are some of the best things to do in Milton?

    Explore the historic downtown, tour a local craft brewery, or walk along nature trails in area preserves. Milton is known for community events, independent shops, and opportunities for riverside relaxation.

  • How is the weather in Milton?

    Milton experiences moderately cold winters near 28–46°F (-2–8°C) and warm, humid summers around 66–87°F (19–31°C). Rainfall is spread throughout the year, with slightly wetter months in the summer.

  • When is the best time to visit Milton?

    Late spring through early fall is often recommended for comfortable temperatures, outdoor activities, and frequent community festivals. Mild weather and blooming landscapes make this time popular among visitors.

  • What are the best places to visit in Milton?

    Visitors often explore Milton's historic downtown, local art galleries, and public parks. Tasting rooms at craft breweries and nearby nature preserves are also popular spots.

  • What are some hiking trails in Milton?

    Hiking enthusiasts can explore trails in area nature preserves, which wind through forests and wetlands with opportunities for birdwatching. Boardwalk paths and riverside routes provide gentle terrain suitable for all ages.

  • What are some family activities we can do in Milton?

    Milton has local parks for picnics and play, public libraries for story times, and nature preserves where families can explore walking trails and learn about local wildlife. Seasonal events, like outdoor concerts or community festivals, often bring families together.

  • What are some of the best day trip ideas from Milton?

    Many travelers explore nearby beaches, visit wildlife refuges, or experience the arts in surrounding coastal towns. Outdoor recreation areas and local farms offer highlights for families and nature enthusiasts.

  • Are there any pet friendly accommodations available in Milton?

    Many vacation rentals around Milton welcome guests traveling with pets. Local parks and riverside paths make it easy to enjoy time outdoors together.

  • What are some local tips for visiting Milton?

    Locals suggest bringing comfortable walking shoes for the historic district and exploring early in the day for a relaxed atmosphere. Sampling regional beverages and checking community boards for pop-up events can enrich your stay.

  • What is Milton known for?

    Milton is known for its historic downtown with preserved Victorian architecture, locally rooted community traditions, and its role as a gateway to nearby natural preserves. The town has a reputation for craft beverages and a welcoming small-town atmosphere.

  • What are the best hidden gems to explore in Milton?

    Milton has quiet riverfront spots, small art galleries, and independent shops nestled in its historic downtown. A visit to less-trafficked nature areas or community gardens around town can reveal locally loved spaces.

  • What are the best foods to try in Milton?

    Milton has locally made craft beers, fresh seafood dishes, and baked goods from independent shops. Crab cakes, regionally inspired sandwiches, and farm-fresh produce are frequently suggested by locals.

  • What should I bring for a trip to Milton?

    Pack layers for shifting temperatures, especially if visiting in spring or fall. Bring comfortable shoes for walking the historic downtown, a rain jacket, and a reusable water bottle for outdoor activities.

  • What is the nightlife in Milton like?

    Milton's nightlife centers around local pubs, craft breweries, and seasonal outdoor events. Look for live music nights or community gatherings in independent venues and relaxed restaurants.

  • What are the most popular events or festivals in Milton?

    Milton frequently celebrates with seasonal festivals such as summertime outdoor concerts, craft fairs, and holiday parades. Events linked to local heritage and the annual traditions around local craft beverages are also often recommended.

  • Are there family friendly vacation rentals in Milton?

    Milton has a range of family friendly vacation rentals, including homes near parks, the riverside, or within the historic district. These options often include amenities such as yard space or nearby walking paths.

Destinations to explore