Holiday houses 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.
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.
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!
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.
Guest Suite with Private Entrance
My wife Justine and I are pleased to host this guest suite with private secure entrance and private bathroom. We do live in the main part of the house full time so you may hear us rattling around from time to time and coming and going or working in the yard but most of our time is spent at the opposite end of the house. The room is completely private and inaccessible from the main house. The screened in porch is shared with the main house. We do not currently have WiFi access in the Airbnb.
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!
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.
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.
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.
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.
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!
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 holiday rentals
Stay near Milton's top sights
Other great holiday rentals in Milton
Sandcastle directly ON the beach
Modern 3BR Near Lewes & Beaches
Cedar Bay-Close to DE Turf/Sports at Bch & Beaches
Beachfront Home with Unobstructed Water Views
Bayshore Cottage, Steps to the beach!!
Small wonders
Peaceful off the beaten path on the Delaware Bay
Luxurious Fine Linens/Salt Water Pool/Spa Hot Tub
When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $244 NZD | $305 NZD | $305 NZD | $302 NZD | $336 NZD | $392 NZD | $357 NZD | $377 NZD | $305 NZD | $309 NZD | $267 NZD | $253 NZD |
| 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 $105 NZD 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 and kid-friendly amenities
Pet-friendly accommodation
Find 10 rentals that welcome pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
30 of Milton holiday 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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