Milton holiday rentals

We found 5,160 holiday rentals — enter your dates for availability
Select from 109 homes, 12 cottages and other holiday rentals in Milton to find one that's perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include a garden and pool. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Milton

Showing deals for:18 Dec - 25 Dec

Property grounds
Interior
Private kitchen
Living area
Exceptional
(88 reviews)

MAJOR UPGRADES RECENTLY COMPLETED! Gorgeous Ocean View! Closest to the Water!

Bethany Beach

8% off
AU$7,020
for 7 nights, 1 home
AU$1,003 per night
includes taxes & fees
MAJOR UPGRADES RECENTLY COMPLETED! Gorgeous Ocean View! Closest to the Water!
Outside shower for your convenience
Private kitchen
Dining area open to kitchen
Swing on Screened Porch
Exceptional
(28 reviews)

Great access to quaint downtown Milton, dining, Broadkill and other beaches

Milton

8% off
AU$2,998
for 7 nights, 1 home
AU$428 per night
includes taxes & fees
Great access to quaint downtown Milton, dining, Broadkill and other beaches
Dining
Front Of Home
Living area
Outdoor dining
Exceptional
(207 reviews)

36 Person Rental HQ/Ocean Block/11 BR/10.5 BA - Full Renovation Completed 2023

Rehoboth Beach

5% off
AU$18,111
for 7 nights, 1 home
AU$2,587 per night
includes taxes & fees
36 Person Rental HQ/Ocean Block/11 BR/10.5 BA - Full Renovation Completed 2023
Private kitchen
Exterior
Living area
Exterior
Exceptional
(147 reviews)

New Beautifully Appointed Home Perfect for Large Groups - Dogs Considered

Lewes

8% off
AU$6,171
for 7 nights, 1 home
AU$882 per night
includes taxes & fees
New Beautifully Appointed Home Perfect for Large Groups - Dogs Considered
Kitchen
Exterior
Coastal Bedroom
Breakfast Room
Exceptional
(24 reviews)

Historic home in downtown Milton w/hot tub. Quick drive to the Delaware beaches!

Milton

12% off
AU$2,097
for 7 nights, 1 home
AU$300 per night
includes taxes & fees
Historic home in downtown Milton w/hot tub. Quick drive to the Delaware beaches!
Interior
ENJOY THE BOAT PARADE FROM YOUR OWN PRIVATE BALCONY!
Pool
Marina
Exceptional
(28 reviews)

LEWES BEACH-SPECTACULAR SUNSETS-WATERFRONT BALCONIES- 2-BED/2-BA CONDO-POOL-WIFI

Lewes

6% off
AU$3,651
for 7 nights, 1 apartment
AU$522 per night
includes taxes & fees
LEWES BEACH-SPECTACULAR SUNSETS-WATERFRONT BALCONIES- 2-BED/2-BA CONDO-POOL-WIFI
Livingroom (with new pullout sofa - queen size)
Welcome to Casa Cottage
Dinning
Livingroom (with new pullout sofa - queen size)
Exceptional
(37 reviews)

CasaCottage: 1 Block to Beach, Sleeps 14, Parking for 4 Cars!

Rehoboth Beach

24% off
AU$6,418
for 7 nights, 1 cottage
AU$917 per night
includes taxes & fees
CasaCottage: 1 Block to Beach, Sleeps 14, Parking for 4 Cars!
Private kitchen
View through the Living Room Doors
Front of House, from Street
Wooden Path to Dune/Beach
Exceptional
(187 reviews)

Waterfront Beach House! Secluded Retreat on the Bay.

Milton

8% off
AU$3,249
for 7 nights, 1 home
AU$464 per night
includes taxes & fees
Waterfront Beach House! Secluded Retreat on the Bay.
Living area
Private deck off primary bedroom
Beach Cove Villas Unit 16
Large, fully stocked kitchen / dining room perfect for entertaining
Exceptional
(62 reviews)

Luxurious coastal getaway w/ magnificent bay views, beach access, pool, & WIFI

Bethany Beach

8% off
AU$2,710
for 7 nights, 1 home
AU$387 per night
includes taxes & fees
Luxurious coastal getaway w/ magnificent bay views, beach access, pool, & WIFI
Large living area with tons of natural light
Covered and screened porch off kitchen
Dining area. Seats for 8.
Brand new decks on front and rear including screened in porch off kitchen
Exceptional
(212 reviews)

Stay Play Dewey - ½ Block to Beach! 4BR TH w/ Rooftop Deck, Ocean + Bay Views.

Dewey Beach

12% off
AU$2,904
for 7 nights, 1 home
AU$415 per night
includes taxes & fees
Stay Play Dewey - ½ Block to Beach! 4BR TH w/ Rooftop Deck, Ocean + Bay Views.
breakfast bar
Outdoor dining
Sunny TV den/sunroom
Room
Exceptional
(64 reviews)

Gorgeous Bethany retreat! Dog friendly, 4 BR/3BA, near trails, <2 miles to beach

Bethany Beach

8% off
AU$3,746
for 7 nights, 1 home
AU$535 per night
includes taxes & fees
Gorgeous Bethany retreat! Dog friendly, 4 BR/3BA, near trails, <2 miles to beach
Comfortable bedrooms with linens & towels provided so you don't have to them
Fully stocked kitchen for easy dinners and entertaining
Safety features incl keyless entry, smoke and carbon monoxide detectors and more
Play a game, work on a puzzle, or simply enjoy the high-speed WiFi available.
Exceptional
(150 reviews)

Guest-Favorite Rehoboth Beach Retreat:10/10 Reviews - Book early!

Rehoboth Beach

8% off
AU$4,063
for 7 nights, 1 home
AU$580 per night
includes taxes & fees
Guest-Favorite Rehoboth Beach Retreat:10/10 Reviews - Book early!
Interior
Beach
Exterior
Living area
Exceptional
(8 reviews)

2 Minute walk to the Beach. Tranquil 2-bedroom bungalow with AC/ Broadkill Beach

Milton

8% off
AU$2,044
for 7 nights, 1 home
AU$292 per night
includes taxes & fees
2 Minute walk to the Beach. Tranquil 2-bedroom bungalow with AC/ Broadkill Beach
Room
Marina
Large king sofa, Large Smart TV, DVD player movie & music library
Living area
Wonderful
(24 reviews)

LEWES BEACH-WATERFRONT GETAWAY...WONDERFUL 2-BED/2-BA...POOL-WIFI- LARGE BALCONY

Lewes

7% off
AU$3,726
for 7 nights, 1 apartment
AU$532 per night
includes taxes & fees
LEWES BEACH-WATERFRONT GETAWAY...WONDERFUL 2-BED/2-BA...POOL-WIFI- LARGE BALCONY
Terrace/patio
Pool
Living area
Interior
Exceptional
(30 reviews)

Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10

Rehoboth Beach

13% off
AU$5,794
for 7 nights, 1 home
AU$828 per night
includes taxes & fees
Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10
Fully equipped kitchen
Your view!
2nd bedroom bath with entry to main hall
Living Room
Exceptional
(85 reviews)

Lakefront 3 bedroom townhouse in quiet community with pool

Rehoboth Beach

8% off
AU$4,138
for 7 nights, 1 home
AU$591 per night
includes taxes & fees
Lakefront 3 bedroom townhouse in quiet community with pool
Great view of the Swan Pond
If you're not familiar with Sea Colony, check out seacolony.com
All new kitchen, granite counters, K-cup coffeemaker (not pictured)
One of Sea Colony's 12 pools, all heated, in/outdoor.
Exceptional
(166 reviews)

Sea Colony, Walk to Beach & Tennis--Beautiful, Sparkling Clean Getaway!

Bethany Beach

8% off
AU$1,831
for 7 nights, 1 apartment
AU$262 per night
includes taxes & fees
Sea Colony, Walk to Beach & Tennis--Beautiful, Sparkling Clean Getaway!
Living area
Stay right on the beach!
Main bedroom king bed
Living room
Exceptional
(153 reviews)

3 nite min 2026 Aug16-20& 23-25 Sandy beach Bayfront Getaway & parking 4Br

Dewey Beach

8% off
AU$5,752
for 7 nights, 1 apartment
AU$822 per night
includes taxes & fees
3 nite min 2026 Aug16-20& 23-25 Sandy beach Bayfront Getaway & parking 4Br
Living space with 14 ft ceilings. Front door in background.
Deck to the front door
Kitchen completely renovated in fall 2025
Seating area outside the main bedroom.
Exceptional
(16 reviews)

Heron’s Haven- a dog friendly beach oasis

Milford

8% off
AU$3,411
for 7 nights, 1 cottage
AU$487 per night
includes taxes & fees
Heron’s Haven- a dog friendly beach oasis
Second Bedroom - Queen bed
Front of building. We are the top condo on the left
Living room with queen size pullout bed
Kitchen. All appliances, coffee maker, blender, toaster, dishes, etc..
Exceptional
(19 reviews)

Dewey Beach Condo sleeps 8 - Awesome Rates

Dewey Beach

13% off
AU$2,956
for 7 nights, 1 apartment
AU$422 per night
includes taxes & fees
Dewey Beach Condo sleeps 8 - Awesome Rates
Kitchen Delight: Modern appliances and bright decor make meal prep a breeze!
Living Room: Unwind in style with vibrant decor, natural light, and a warm ambiance!
Screened Porch: Sip your morning coffee with vibrant decor and serene views!
Fresh linens provided and beds professionally made before arrival—no linen rentals required. Primary Bedroom: Bright and airy retreat with a king bed, cheerful decor, and blackout curtains with an ensuite bathroom and large closet!
Exceptional
(109 reviews)

Spacious Rehoboth Beach Condo | Pool Views | Linens & Towels Included

Rehoboth Beach

12% off
AU$2,382
for 7 nights, 1 apartment
AU$340 per night
includes taxes & fees
Spacious Rehoboth Beach Condo | Pool Views | Linens & Towels Included
Living area
Pool
Exterior
Living area
Exceptional
(61 reviews)

Bear Trap Dunes: Spacious and Sparkling 3 Bedroom with All the Amenities!

Ocean View

8% off
AU$2,265
for 7 nights, 1 home
AU$324 per night
includes taxes & fees
Bear Trap Dunes: Spacious and Sparkling 3 Bedroom with All the Amenities!
Walnut dining table with seating for 8 so the whole family can eat together.
Living area
Kitchen with granite counter and seating for 3 at the breakfast bar.
Community pool with bathrooms and shower, open Memorial Day till mid-September.
Exceptional
(54 reviews)

Coastal Beach House with Pool Access - with Linens - 2 Kings, 1 Queen, 3 Twins

Rehoboth Beach

7% off
AU$2,681
for 7 nights, 1 home
AU$383 per night
includes taxes & fees
Coastal Beach House with Pool Access - with Linens - 2 Kings, 1 Queen, 3 Twins
Private kitchen
Interior
Pool
Living area
Wonderful
(26 reviews)

7 Bedrooms, Private Pool, Perfect Location!

Rehoboth Beach

20% off
AU$3,314
for 7 nights, 1 home
AU$473 per night
includes taxes & fees
7 Bedrooms, Private Pool, Perfect Location!

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

The theatrical area of Milton awaits your stay

The area's theatre scene and museums are just some of the reasons to come on holiday to Milton. Travellers to this welcoming city praise the seafood restaurants, beaches and camping. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Milton

Are you searching for attractions to see in the city? Venture out of your cosy holiday rental and experience everything that makes Milton a fun place to get away to. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Baywood Greens (11.3 mi / 18.3 km)
  • Jungle Jim's River Safari Water Park (12 mi / 19.4 km)
  • Baywood Greens Golf Course (13.3 mi / 21.4 km)
  • Funland (13.3 mi / 21.4 km)
  • Bear Trap Dunes Golf Club (20 mi / 32.1 km)
  • Fifer Orchards Local-Fresh Market - Dewey Beach (13.6 mi / 21.8 km)

Exploring the natural landscape of Milton

Whether you're an outdoor enthusiast or just want to take in the scenery, Milton is a great place to spend some time outside. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Slaughter Beach (10.1 mi / 16.2 km)
  • Lewes Beach (10.1 mi / 16.3 km)
  • Cape Henlopen Beach (11.3 mi / 18.2 km)
  • Rehoboth Beach (13.2 mi / 21.2 km)
  • Dewey Beach (14 mi / 22.6 km)
  • DE Turf Sports Complex (16.8 mi / 27 km)

How to get to and around Milton

Fly into Georgetown, DE (GED-Sussex County), the closest airport, located 6.7 mi (10.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Cape May, NJ (WWD-Cape May County), which is 26.7 mi (43 km) away.

Frequently asked questions

What is the best area to stay in Milton when booking a holiday rental?
When considering a holiday rental in Milton, Delaware, one of the most appealing areas to stay is the charming historic district. This area is characterised by its quaint streets and beautifully preserved architecture, providing a delightful backdrop for your stay. You'll find several properties here, ranging from cosy cottages to larger family homes, which cater to various preferences and budgets.In the historic district, you will be close to some of the town's top attractions. One top highlight is the Milton Historical Society, where you can delve into the rich local history and learn about the area's development over the years. Additionally, nearby is the scenic Broadkill River, superb for leisurely walks or enjoying a picnic by the water.Another lovely neighbourhood to consider is the area surrounding the local parks, which often feature holiday rentals with easy access to nature. Here, you can explore the beautiful landscapes and take part in outdoor activities. Plus, the proximity to local dining options and shops makes it a convenient choice for visitors.
Where are the best areas for renting a beach house in Milton?
For renting a beach house in Milton, Delaware, look towards the nearby coastal areas of Broadkill Beach and Lewes. Broadkill Beach offers a tranquil environment with charming beach cottages that often feature amenities such as outdoor decks for soaking up the sun, private access to the beach, and well-equipped kitchens superb for family meals. The properties typically provide a relaxed atmosphere, with some boasting stunning views of the Delaware Bay.In Lewes, a short drive from Milton, there are numerous options for beach rentals. This historic town features homes that often come with spacious living areas, multiple bedrooms, and outdoor spaces for barbecuing or relaxing after a day at the beach. Many properties in this area are within walking distance to the beach and local attractions, including the quaint shops and restaurants of the Lewes Historic District.Additionally, the nearby Cape Henlopen State Park is a fantastic spot for outdoor enthusiasts. Rentals in this vicinity might include access to amenities like kayaks or bicycles for exploring the park's scenic trails and sandy shores.
What is the most popular type of holiday rental accomodation in Milton?
In Milton, holiday houses are the most popular type of holiday rental, with approximately 432 available throughout the area. These properties are often situated in peaceful neighbourhoods, offering families and groups spacious rooms that typically include multiple bedrooms, fully equipped kitchens, and outdoor areas for relaxing or entertaining. Additionally, there are about 52 cottages, which provide a charming and cosy option for travellers seeking a rustic feel. Although there are only 12 apartments and several condos, these options cater to those looking for a more compact living space.
Are there any family house rentals in Milton?
In Milton, Delaware, there are a variety of family-friendly house rentals available, with around 101 options to choose from. The area is known for its charming atmosphere and proximity to beautiful natural attractions. Many of these homes offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces great for children to play in. Amenities such as Wi-Fi and air conditioning are typically included to enhance comfort during your stay.Visitors can easily explore the nearby Cape Henlopen State Park, which features stunning beaches, hiking trails, and opportunities for birdwatching. The quaint downtown area of Milton also provides access to local shops and restaurants, making it convenient to experience the local culture.
Can I rent a holiday home with a pool or hot tub in Milton?
In Milton, Delaware, there are several holiday homes available for rent that feature pools and hot tubs. This charming town, known for its picturesque landscapes and proximity to the Delaware beaches, provides a lovely setting for a relaxing getaway. Many of the properties come equipped with amenities such as private pools, outdoor seating areas, and fully furnished kitchens, making them ideal for families or groups looking to unwind.Travellers can expect to find homes that offer spacious outdoor areas, superb for entertaining or enjoying a quiet evening under the stars. Additionally, being close to the coastal attractions means easy access to local shops, restaurants, and the natural beauty of the nearby beaches.
Are there pet-friendly house rentals in Milton?
In Milton, Delaware, there are numerous pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these rentals come equipped with essential amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces, making them ideal for families or groups.The town offers a quaint atmosphere with easy access to nearby attractions. For pet owners, the nearby Prime Hook National Wildlife Refuge is an excellent spot for outdoor adventures, where you can enjoy walking trails and scenic views while exploring the natural beauty of the area. Additionally, the charming downtown area of Milton features local shops and eateries that often welcome pets, ideal for visitors.
Are there any remote work holiday rentals in Milton?
In Milton, Delaware, there are numerous remote work holiday rentals available, with around 488 options to choose from. This charming town offers a variety of properties that cater to those needing a productive work environment while enjoying a getaway. Many of these rentals come equipped with amenities such as free Wi-Fi, dedicated workspaces, and comfortable desk chairs, ensuring a conducive atmosphere for remote work.Milton's location near the scenic Delaware coastline adds to its appeal, with access to beautiful beaches and outdoor recreational activities. The town itself is rich in history, featuring quaint shops and restaurants that provide a taste of local culture. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Milton?
In Milton, popular rental amenities typically include kitchens, allowing guests to prepare their own meals during their stay. Many properties also feature decks or patios, great for enjoying the outdoors and relaxing after a day of exploring. Onsite parking is commonly available, making it convenient for those travelling by car. Additionally, rentals often come equipped with coffee and tea makers, ensuring that guests can easily enjoy their morning beverages.
When is the best time to visit Milton for a holiday rental?
The best time to visit Milton for a holiday rental is during the peak season from June to August, with July being the most popular month. This vibrant period invites visitors to enjoy the warm summer weather, ideal for outdoor activities such as cycling and hiking along the picturesque trails of the nearby Delaware State Park. The charming coastal town offers an array of local events, from farmers' markets to summer festivals, creating a lively option that many travellers cherish.During these months, temperatures typically hover around 25 to 30 degrees Celsius, ensuring comfortable conditions for exploring the natural beauty of the area. With plenty of sunshine, you can indulge in leisurely strolls through Milton's historic district or relax at nearby beaches.For those looking for a more budget-friendly option, consider visiting in December. While this month falls outside the high season, it offers a unique charm with festive decorations and fewer crowds. Enjoy the tranquillity of the town as you take in the winter scenery and perhaps even partake in seasonal events.
What are the top attractions in Milton?
In Milton, Delaware, visitors can enjoy a range of attractions that showcase the town's charm and natural beauty. The historic downtown area features quaint shops and local eateries, superb for a leisurely stroll. Nearby, the Milton Arts Guild offers a glimpse into the local art scene, hosting various exhibitions and events throughout the year.The town is also close to the scenic Broadkill River, where outdoor enthusiasts can indulge in kayaking or fishing. Just a short drive away, the expansive Cape Henlopen State Park offers beautiful beaches, hiking trails, and opportunities for birdwatching. For those interested in history, the nearby Milton Historical Society provides insights into the town's rich past.
Are all fees included in the Milton holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Milton holiday homes with parking?
Stayz offers a wide selection of holiday homes in Milton with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Milton holiday homes?
You can find great discounts on holiday homes in Milton on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Milton holiday home booking on Stayz?
To find Milton holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Milton?
A long-stay holiday home in Milton is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Milton holiday home?
Book your Milton holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Milton?
Prices for holiday homes in Milton vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Milton to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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