Holiday houses in Milton

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Top-rated holiday rentals in Milton

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Top Guest favourite
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.
Home in Milton
4.97 out of 5 average rating, 109 reviews

Gracious & Spacious- Near DE Turf Complx & Beaches

Welcome to our charming home with Modern French decor, conveniently located off Coastal Highway (SR1) in Milton. This tranquil retreat offers easy access to DETurf, Lewes Beach, and Rehoboth Beach, blending convenience and relaxation. With two bedrooms, two sofa beds, and two bathrooms, our spacious living area is warm and inviting. The kitchen is perfect for gatherings, and a utility room with a washer and dryer adds convenience. Experience the best of coastal living in this delightful getaway!

Top Guest favourite
A view of the serene Diamond Lake is visible through a wooden railing, showcasing calm waters surrounded by trees. A gentle slope leads down to the lake, with fallen leaves covering the ground, indicating the tranquil autumn season.
Home in Milton
4.96 out of 5 average rating, 24 reviews

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.

Guest favourite
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
4.74 out of 5 average rating, 19 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.

Top Guest favourite
A spacious living area features two large sofas, one being a queen sleeper bed. A wooden coffee table sits on a neutral area rug. A dresser and smart TV are positioned along the wall, with a dining area visible through an open layout.
Condo in Rehoboth Beach
5 out of 5 average rating, 101 reviews

Coastal 2BR • 10 min to Beach & Trails

Welcome to The Loft, a cozy Rehoboth Beach retreat. Feel right at home in this spacious 2BR, 2BA condo conveniently located East of Rt. 1 between Rehoboth Beach and Lewes Beach. The condo is also just minutes from Junction & Breakwater Trail, Georgetown Lewes Trail and Cape Henlopen State Park... perfect for walks and biking. Love shopping? There are 3 Tanger Outlets and an abundance of other stores. Explore endless dining options in downtown Rehoboth Beach, Lewes and all along Coastal Highway.

Guest favourite
Home in Milton
5 out of 5 average rating, 5 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.

Guest favourite
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, 267 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.

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
4.84 out of 5 average rating, 98 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.

Top Guest favourite
An aerial view of the Blue Bird Cottage is presented, surrounded by a lush expanse of mature trees. The quaint cottage sits on a spacious green lawn, illustrating the serene and private setting within a forested area.
Cabin in Lewes
4.95 out of 5 average rating, 108 reviews

Tiny Living: The Blue Bird Tree House 1BR/Den

Tiny Home with mature trees in the middle of the nature but close to the beaches! Tranquil woodsy getaway located on 3 acres of mature trees, 8 miles to beaches, and shopping! The Blue Bird is an older 1950's style tiny cabin on the 2nd floor (locked garage on 1st floor), with 1 bedroom Queen Bed, Den with single bed, 2 baths, fully equipped kitchen, large deck for relaxing. There is an entry exterior door Security Camera for safety. Not suitable for toddlers due to 14 steep stairs.

Guest favourite
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, 205 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.

Top Guest favourite
Home in Milton
4.99 out of 5 average rating, 107 reviews

BeachHaven: STEPS TO SAND, Pet-Friendly, +Linens

Peaceful, secluded, tranquil, yet close to attractions. Our home is located at the more private (i.e. no crowds) southern end of Broadkill. The boardwalk in front of our home leads to the beach path access across the street. You will enjoy views from both the front and back decks: including the beach & Prime Hook Wildlife Refuge. If this property is booked or you need multiple homes for a group, we host several nearby beach homes. Click on my host profile to see them.

Guest favourite
A spacious bedroom features a large bed with dark bedding, complemented by wooden nightstands and lamps on either side. A world map accent wall adds visual interest, while natural light from a window with sheer curtains brightens the room. An adjoining bathroom is visible in the background.
Apartment in Rehoboth Beach
4.97 out of 5 average rating, 639 reviews

Cozy condo / 3,5 miles from the beach.

Cozy condo in a perfect location, close to Rehoboth and Lewes. This is a spacious and bright ground level condo 2bedrooms/2 full bathrooms in Sandpiper Village. Is a perfect spot for having a great time with family, friends or couples. Sandpiper Village its located between Rehoboth Beach (3.5miles) and Lewes (4 miles). Our condo unit includes free parking, full kitchen, living room, dining room, washer/dryer, dishwasher, Youtube TV /wi-fi. We supply sheets and towels.

Top Guest favourite
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, 202 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 holiday rentals

When is the best time to visit Milton?

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Avg. price$237 NZD$297 NZD$297 NZD$293 NZD$327 NZD$381 NZD$347 NZD$366 NZD$297 NZD$300 NZD$259 NZD$246 NZD
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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 $102 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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