Vacation rentals in Milton

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Top-rated vacation rentals in Milton

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Guest favorite
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

Welcome to this beautiful, historic home in the quaint town limits of Milton, Delaware. This amazing 4-bedroom home comfortably sleeps up to 9 guests. This home boats 3.5 baths, plenty of space to relax and entertain, a true 'home away from home' with all the creature comforts you expect. A short walk into town where you'll be spoiled with things to do, from the Milton theater, coffee shops, shopping, a walk around Wagamon's pond while being just a short drive from area beaches and restaurants.

Guest favorite
A welcoming living room features two striped sofas facing a wooden coffee table, with decorative cushions enhancing the relaxed atmosphere. Natural light streams through the large windows adorned with blinds, revealing a soft area rug that covers the hardwood floor.
Home in Milton
4.98 out of 5 average rating, 100 reviews

Cedar Bay-Close to DE Turf/Sports at Bch & Beaches

Weekly Discount (7 days) & Discounted Weekday (Mon-Thurs) rates. Close to Lewes Beach(12 miles), Rehoboth(16 miles), Dewey Beach, Broadkill Beach (7 miles). Sports at the Beach (14 minutes), Sandhill Fields (15 minutes) and DE Turf (20 minutes). Near Dogfish Head Restaurant. Close to Hospitals (Beebe & Bayhealth). Short drive to Tanger Outlet for Tax-Free shopping. Walking/biking to Kings Ice Cream, Restaurants & Park. Near Rookery, Southern DE Golf & Shamrock Golf. TOWELS & LINENS PROVIDED

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
4.98 out of 5 average rating, 46 reviews

Heidi’s Milton Farmhouse

Welcome to a cozy single-family home in a quiet residential neighborhood. This peaceful place is a short drive to Rehoboth, Dewey and Lewes beach. It’s a three bed / two bath that can sleep six comfortably. Washer dryer available. Large stocked kitchen w/ Rehoboth’s famous Rise Up coffee. 5 minutes from Milton’s picturesque historic downtown and super close to Dogfish Head Brewery’s main Milton location. Strategically located between Dogfish and Dewey Beer Company w/ Nassau winery close too!

Guest favorite
Home in Milton
5 out of 5 average rating, 9 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.

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 out of 5 average rating, 55 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!

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
4.78 out of 5 average rating, 92 reviews

Milton bnb near the Sea close to Dogfish Brewery

Spacious & Stylish Home - just 1 Mile to Dogfish Brewery! 🏠 3 Bed, 2 bath single family home w/ yard 🍻 Brewery tours & tastings, available 6 days a week! 🎣Even closer is Wagamons Pond, a prime spot for bass fishing. 🌳Close to Historic Milton, dining, & kid & pet-friendly parks 🏖️ Lewes, & Cape Henlopen beaches just 20 mins away! ️‍🔥Unwind in our fenced backyard & firepit ⚾ For sports enthusiasts, 'Sports at the Beach' is a mere 15-minute drive. Thanks for looking, enjoy your stay!

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, 270 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.

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 out of 5 average rating, 48 reviews

Serene Cozy Couples Getaway

Forget your worries in this lovely private getaway that's close to numerous attractions: The upstairs apartment is comfortable with all the amenities needed to make your stay relaxing and enjoyable. We're close to beaches, dining, shopping, and outdoor activities. The charming deck is the perfect spot to relax and enjoy reading a book, having breakfast, dinner, or a nice evening drink. Not suitable for children, pets, Not handicap accessible. No one under 20. No Smoking on premises.

Superhost
An in-ground pool glistens under clear blue skies, surrounded by a wooden deck. Lounge chairs are positioned near the water, while an air-conditioned pool house offers shaded seating with umbrellas. Lush trees provide a natural backdrop, creating a private outdoor space.
Home in Milton
4.82 out of 5 average rating, 102 reviews

Teeny's Place: A Historic Milton Home.

Family friendly get-away filled with fun. All the amenities of a single family home, plus a backyard made for life at the beach. Proudly offering an in-ground pool, air-conditioned pool house with changing room, 3 season entertainment space, fire pit and deck spaces. The Pool is opened May 1st-October 1st. Walking distance to Downtown Milton's shops, restaurants, and -of course- Dogfish Head Brewery. Just a short drive to the Delaware Beaches. Newly renovated Pool House in 2024.

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, 209 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
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!

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, 209 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

Popular amenities for Milton vacation rentals

When is the best time to visit Milton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 2,316 ZARR 2,895 ZARR 2,895 ZARR 2,862 ZARR 3,193 ZARR 3,722 ZARR 3,391 ZARR 3,573 ZARR 2,895 ZARR 2,928 ZARR 2,531 ZARR 2,399 ZAR
Avg. temp3°C4°C7°C13°C18°C23°C26°C24°C21°C15°C9°C5°C

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.

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 R 993 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 1,740 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!

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