Milton holiday rentals

We found 294 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Milton that are perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and a hot tub. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Milton

Showing deals for:25 Dec - 1 Jan

A cozy bedroom boasts a unique charm with its stone wall and wide plank flooring. Queen size bed with luxury linens you'll find it hard to leave. For your comfort we installed a MiniSplit system for heating and AC. Creating warm ambiance to enjoy.
Dining
A Special Place for Your Special Times! 4 bedroom, 3.5 baths, Full Kitchen, Kitchenette, 2 Living Areas, 2 Dining Areas, Full access to backyard with dining area, fire pit with adirondack chairs, BBQ grill, hammock on 2 acres of land.
For those moments when you prefer a more private escape, we've created a tranquil area in the front yard.
Exceptional
(27 reviews)

Spacious 4BD Country Gem - Fire Pit & Chill Vibes

Highland

7% off
AU$7,538
for 7 nights, 1 home
AU$1,077 per night
includes taxes & fees
Spacious 4BD Country Gem - Fire Pit & Chill Vibes
Sit together outside, enjoy fresh Hudson Valley air, share stories and memories
Whip up delicious meals in the spacious, bright kitchen with ample counter space
Comfortably seats 8 and also doubles as a large board game table.
View of valley and lush evergreens. Queen bed. Spacious closet
Exceptional
(40 reviews)

Beautiful Home - 4BR/2.5BA - Hot tub and Patio - Minutes from New Paltz

Highland

8% off
AU$8,458
for 7 nights, 1 home
AU$1,208 per night
includes taxes & fees
Beautiful Home - 4BR/2.5BA - Hot tub and Patio - Minutes from New Paltz
Living room through Mahogany pocket doors
View of the dining room
Walk way to back yard from side of the house
Hallway with pocket doors on main floor
Exceptional
(17 reviews)

Stunning historic Victorian house in Newburgh. Pet friendly

Newburgh

21% off
AU$8,480
for 7 nights, 1 home
AU$1,211 per night
includes taxes & fees
Stunning historic Victorian house in Newburgh. Pet friendly
Second bedroom with two full size beds and large walk-in closet.
Main house. Apt is downstairs to the left.
Private entrance to apt.
Private kitchen
Exceptional
(22 reviews)

Lower level unit in Spectacular Log Home Estate

Marlboro

12% off
AU$2,394
for 7 nights, 1 apartment
AU$342 per night
includes taxes & fees
Lower level unit in Spectacular Log Home Estate
Dining
Property grounds
Living area
Outdoor dining
Exceptional
(9 reviews)

Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm.

Marlboro

11% off
AU$2,222
for 7 nights, 1 home
AU$317 per night
includes taxes & fees
Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm.
Interior
Interior
Living area
Interior
Exceptional
(5 reviews)

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Poughkeepsie

6% off
AU$3,928
for 7 nights, 1 home
AU$561 per night
includes taxes & fees
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Room
Living area
Dining
Outdoor dining
Exceptional
(29 reviews)

Hudson River Retreat

Newburgh

8% off
AU$2,273
for 7 nights, 1 apartment
AU$325 per night
includes taxes & fees
Hudson River Retreat
Compact but well around~
Time flies in Cloud house~
Looks small but actually very spacious~ Come and check it out~
Exterior detail
Exceptional
(12 reviews)

Cloud House -1 Bd & 2 baths in New Paltz

New Paltz

7% off
AU$2,067
for 7 nights, 1 apartment
AU$295 per night
includes taxes & fees
Cloud House -1 Bd & 2 baths in New Paltz
Through the front door to spectacular lake beauty
Breathtaking View, Situated on Orange Lake
Winter beauty
Front of house. Lake in back.
Exceptional
(330 reviews)

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Newburgh

8% off
AU$5,831
for 7 nights, 1 home
AU$833 per night
includes taxes & fees
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

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Why people love visiting charming Milton

The riverfront, waterfalls and beaches are the perfect backdrop to your holiday home in Milton. This city is romantic and relaxing, recognised for its shopping, restaurants and spas. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Milton

Are you searching for attractions to see in the area? Venture out of your cosy holiday rental and check out everything that makes Milton a fun spot to go on holiday. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Benmarl Vineyards and Winery (4.8 mi / 7.7 km)
  • SplashDown Beach (8.2 mi / 13.2 km)
  • Robibero Winery (11.2 mi / 18.1 km)
  • Ice Time Sports Complex (12.3 mi / 19.7 km)
  • Mohonk Golf Course (12.3 mi / 19.8 km)
  • Casperkill Golf Club (1.9 mi / 3 km)

Exploring the natural features in Milton

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Milton. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Walkway Over the Hudson State Historic Park (3.5 mi / 5.7 km)
  • Bowdoin Park (4.3 mi / 6.9 km)
  • Algonquin Park (10.8 mi / 17.4 km)
  • Mohonk Lake (12.7 mi / 20.4 km)
  • Mohonk Preserve Visitor Center (12.9 mi / 20.8 km)
  • Shawangunk Mountains (14.4 mi / 23.2 km)

Transport options to and around Milton

The nearest airport is in Newburgh, NY (SWF-Stewart Intl.), located 12.9 mi (20.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Danbury, CT (DXR-Danbury Municipal), which is 31.4 mi (50.6 km) away.

Frequently asked questions

What is the best area to stay in Milton when booking a holiday rental?
When looking for the best area to stay in Milton, New York, a great choice is the neighbourhood surrounding the historic village centre. This charming area is known for its quaint streets and vibrant community atmosphere. You'll find a good selection of holiday rentals here, ranging from cosy cottages to spacious homes, making it ideal for various group sizes.Nearby, you can explore the stunning landscapes of the Hudson Valley, with attractions such as the beautiful Minnewaska State Park Preserve, great for hiking and enjoying breathtaking views. Additionally, the area is close to the Walkway Over the Hudson, a spectacular pedestrian bridge offering panoramic views of the river that is not to be missed.Staying in this part of Milton allows you to immerse yourself in the local culture while enjoying easy access to outdoor activities and scenic beauty.
Where are the best Milton ski resort rentals?
For ski resort rentals near Milton, New York, the closest major ski area is at Belleayre Mountain, located roughly an hour's drive away. In the vicinity of this resort, travellers can find a variety of accommodations in nearby towns such as Pine Hill and Fleischmanns. These areas offer a mix of cabins and mountain lodges, often equipped with essential amenities like full kitchens, fireplaces, and comfortable living areas, great for unwinding after a day on the slopes.Fleischmanns, in particular, is known for its charming, rustic properties that provide a homey atmosphere, with many featuring outdoor spaces like decks or patios where you can enjoy the serene mountain views. Some rentals may also come with additional perks such as hot tubs or access to community amenities like game rooms.For those looking to explore further afield, the Catskill region offers numerous hiking trails and scenic spots, allowing for year-round outdoor activities. Rentals in this area often provide easy access to both winter sports and summer adventures, making it a versatile destination for nature lovers.
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 several available throughout the area. These properties typically offer spacious living arrangements, including multiple bedrooms and fully equipped kitchens, making them ideal for families or groups. Many holiday houses feature outdoor spaces, such as gardens or patios, where guests can relax and enjoy the natural surroundings.
Are there any family house rentals in Milton?
In Milton, New York, there are several family-friendly house rentals available, making it a suitable destination for those travelling with children. The area boasts spacious homes that often include amenities such as full kitchens for preparing family meals, comfortable living rooms for relaxation, and outdoor spaces where kids can play.Visitors can enjoy the quaint charm of Milton while being close to local attractions. Nearby, the scenic Hudson River provides opportunities for outdoor activities like hiking and boating, while the picturesque towns of Rhinebeck and Kingston offer charming shops and restaurants. The proximity to parks and recreational areas adds to the appeal, ensuring that families have plenty of options for entertainment and exploration.
Can I rent a holiday home with a pool or hot tub in Milton?
In Milton, New York, there are several holiday homes available for rent that feature pools and hot tubs, making it an excellent choice for travellers seeking relaxation and leisure. The area offers a range of properties, from charming cottages to spacious family homes, many of which include amenities such as private pools, hot tubs, and outdoor entertaining spaces.Visitors can expect fully equipped kitchens, comfortable living areas, and often additional features like barbecue facilities and gardens, ideal for enjoying the outdoors.
Are there any remote work holiday rentals in Milton?
In Milton, New York, there are several holiday rentals available that cater to remote work needs. These properties typically offer amenities such as dedicated workspaces equipped with desks and chairs, along with free Wi-Fi to ensure a seamless working experience. Many rentals also include comfortable living areas for relaxation after work hours.The town is situated close to the scenic Hudson River, offering opportunities for outdoor activities during breaks, such as hiking and enjoying the natural beauty of the area. Additionally, local shops and cafes can be found nearby, making it convenient for those looking to blend work with leisure. 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 include kitchens, which allow guests to prepare their own meals, and living areas with fireplaces that create a warm, inviting atmosphere. Many properties also feature balconies or patios where visitors can relax and enjoy the surrounding scenery. Additionally, some rentals offer travel cribs for families travelling with young children, ensuring a comfortable stay for all.
When is the best time to visit Milton for a holiday rental?
April marks the peak season in Milton, New York, as the arrival of spring brings a burst of activity and natural beauty to the area. This period, spanning from March to May, attracts many visitors eager to enjoy outdoor pursuits, including hiking, cycling, and exploring the scenic landscapes that blossom with vibrant colours.In April, temperatures typically range from 5 to 15 degrees Celsius, creating a comfortable climate ideal for sightseeing and outdoor adventures. Visitors can take advantage of the pleasant weather to wander through the charming downtown area, visit local vineyards, or stroll along the picturesque Hudson River. The region is particularly appealing for those who appreciate nature, as the blooming flora provides a stunning backdrop for photography and leisurely walks.For those seeking a more budget-friendly option, November presents an excellent opportunity to experience Milton without the crowds. This month offers a tranquil atmosphere, superb for enjoying the crisp autumn air while exploring local parks and enjoying the changing scenery.Ultimately, the best time to book a holiday rental in Milton depends on whether you prefer the lively energy of spring's arrival or the peaceful charm of late autumn.
What are the top attractions in Milton?
In Milton, New York, visitors can explore a variety of attractions that highlight the area's natural beauty and local culture. One of the key points of interest is the scenic Hudson River, which offers opportunities for outdoor activities such as kayaking and fishing. The nearby Walkway Over the Hudson State Historic Park is a must-see, providing stunning views of the river and the surrounding landscape from its elevated walkway.For those interested in history, the Milton Historical Society offers insights into the town's past, while the charming local shops and eateries provide a taste of the community's character. Additionally, the region is known for its wineries, with several vineyards located just a short drive away, making it a great destination for wine enthusiasts.
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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