Photo by Kiri Romero

Philipstown holiday rentals

We found holiday rentals — enter your dates for availability

Discover a selection of 29 homes and other holiday rentals in Philipstown that are perfect for your trip. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as a hot tub and a washer and dryer. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Philipstown getaway

Learn about the unique charm of Philipstown with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Philipstown

Do you want to discover things to do during your stay? Venture out of your cosy holiday rental and check out everything that makes Philipstown a one-of-a-kind holiday spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • SplashDown Beach (8.9 mi / 14.4 km)
  • Putnam County Golf Course (10.2 mi / 16.5 km)
  • Ice Time Sports Complex (10.7 mi / 17.2 km)
  • Brotherhood Winery (11 mi / 17.7 km)
  • Benmarl Vineyards and Winery (11.8 mi / 19.1 km)
  • Casperkill Golf Club (15.5 mi / 25 km)

Exploring the natural landscape of Philipstown

Whether you're an active traveller or just want to take in the scenery, Philipstown is a great place to get outside. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Hudson Highlands State Park (1.3 mi / 2.1 km)
  • Storm King State Park (2.2 mi / 3.6 km)
  • Storm King Art Center (5.6 mi / 9.1 km)
  • Oscawana Lake (5.6 mi / 9.1 km)
  • Fishkill Ridge (5.9 mi / 9.5 km)
  • Algonquin Park (8.8 mi / 14.2 km)

Transport options to and around Philipstown

The nearest airport is in Newburgh, NY (SWF-Stewart Intl.), located 8.8 mi (14.2 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Danbury, CT (DXR-Danbury Municipal), which is 24.3 mi (39.1 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Philipstown?
Houses are the most popular style of holiday home in Philipstown, according to our data. Even if you have a different idea about what you’d like, Stayz has properties in a variety of sizes and shapes. Browse our many options to find your perfect pad.
How much does it cost to rent a holiday home in Philipstown?
Property type, length of stay and time of year are among the factors that can determine the price of a holiday home. Simply add your dates of travel to find your perfect escape. From cosy country cottages to expansive villas, all Stayz holiday homes provide unbeatable value.
How much does it cost to rent a beach house in Philipstown?
Prices for beach houses in Philipstown may differ depending on the size and type of the property and time of year you’re travelling. All you need to do is enter your travel dates into Stayz and the number of guests to view your home options and prices. From there you can use our filters to tailor your search by amenities, nearby activities, ratings and more.
Are there pet-friendly holiday homes in Philipstown?
With 27 properties that welcome four-legged guests, your little buddy can join you on your Philipstown getaway. Use the filter tool to search our pet-friendly holiday homes and find a holiday home that’ll set tails wagging on Stayz.
Can I rent a house with a pool in Philipstown?
Mark the “pool” box in our handy filter tool and you’ll find nine houses with private pools in Philipstown on Stayz. Morning dip, sunset soak or midnight swim? Leisure activities are up to you when your holiday property boasts a swimming pool.
What are popular home amenities in Philipstown?
When it comes to home amenities that guests are searching for in Philipstown, tennis, a garden and a barbecue grill are the most popular. With Stayz holiday homes, there are choices to fit your style and taste, whether you’re travelling with family, friends or even pets.
Are there large group holiday homes in Philipstown?
Philipstown has seven holiday homes that can host 10 or more guests. These stays come with enough space to enjoy good times with your favourite people.
Are there holiday homes in Philipstown that welcome kids?
Philipstown has 27 family-friendly holiday homes. And tracking down a stay that welcomes kiddos is super easy with Stayz’s “Properties good for families” filter. On top of having the whole place to yourselves, you’ll also enjoy access to perks and amenities like multiple bedrooms, kitchens and pools.
What are the top attractions for families in Philipstown?
Keep the kids busy at these fantastic family-friendly attractions in Philipstown:

  • SplashDown Beach
  • Motorcyclepedia Museum
  • Hudson Highlands Nature Museum

Are there one-bedroom holiday homes in Philipstown?
Philipstown has five one-bedroom homes on offer. Typically located in prime spots due to their smaller size, a one-bedroom property is great if you’re travelling with your partner or a buddy. And with comforts such as wireless internet and more privacy than a standard hotel, you’ll be able to kick back and relax while exploring this awesome destination.
Are there holiday homes with WiFi in Philipstown?
Pick from 10 holiday homes with WiFi in Philipstown. If you want to disconnect from daily life during your break, but still need to be connected to the web, these properties are for you. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in Philipstown?
Philipstown has 23 holiday homes where you can relax in air-conditioned comfort. To book a stay on Stayz with this perk, enter your desired travel dates and use the convenient filters to select the “air conditioning” box.
How old do you have to be to rent a holiday home in Philipstown?
You should check with the Philipstown holiday home you’re looking at on Stayz as the minimum age differs. However, it’s normally 16, 18 or 21.
How long can I rent a holiday home in Philipstown for?
The amount of time you can rent a Philipstown holiday home for varies depending on the property. Just put in your dates of travel to see options that offer long-term stays. They come with all you need to make your extended getaway more enjoyable and convenient, like laundries and air conditioning. Some holiday homes may also offer discounted weekly or monthly prices, so you can hang around longer for less.

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