
Holiday rentals in Milton
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Top-rated holiday rentals in Milton
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Diamond Lake Retreat
Welcome to our tranquil lakeside house in Milton, Delaware! We're delighted to host you in this serene getaway where you can enjoy the beauty of nature, explore the charming town of Milton, and indulge in local attractions like the famous Dogfish Head Brewery and nearby beaches. We are also a short driving distance to both Sports at the Beach and The Turf. For travel health providers, we are about 17 minutes to Bayhealth (Milford) Hospital and about 20 mins to Beebe Hospital, traffic depending.

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

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.

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

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!

Modern 3BR Near Lewes & Beaches
Welcome to your home away from home in the heart of Milton! This 3-bedroom, 2-bath home offers a comfortable and convenient base just minutes from Delaware’s best beaches and attractions. Whether you’re visiting for a beach getaway, work trip, or relaxing retreat, you’ll have everything you need for a smooth and enjoyable stay. Located in a quiet residential neighborhood, you’re a short drive to Lewes Beach, Cape Henlopen State Park, Rehoboth Beach, local breweries, and great coastal dining.

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.

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!

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!

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! 🌅

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.

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.
Popular amenities for Milton holiday rentals
Stay near Milton's top sights
Other great holiday rentals in Milton

The Lily Pad- Near DE Turf, Lewes & the beaches

Sandcastle directly ON the beach

Beachfront Home with Unobstructed Water Views

The Little Blue Cottage

The Garden Apartment

Milton Hide Away

Small wonders

Cozy Family Townhouse • King Bed • Private Patio
When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $182 SGD | $227 SGD | $227 SGD | $224 SGD | $250 SGD | $292 SGD | $266 SGD | $280 SGD | $227 SGD | $230 SGD | $198 SGD | $188 SGD |
| Avg. temp | 3°C | 4°C | 7°C | 13°C | 18°C | 23°C | 26°C | 24°C | 21°C | 15°C | 9°C | 5°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 holiday rentals in Milton

Total holiday rentals
Explore 30 holiday rentals in Milton

Nightly prices starting at
Milton holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 1,740 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Milton holiday rentals include wifi 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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