Photo by Kiri Romero

Philipstown holiday homes

We found 316 holiday rentals — enter your dates for availability

Discover a selection of 32 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.

Holiday rentals with weekly discounts - Philipstown

Showing deals for:12 Dec - 19 Dec
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Why visit Philipstown

  • Stunning scenery: Experience breathtaking landscapes in Philipstown, perfect for outdoor enthusiasts.
  • Family-friendly activities: Enjoy a range of activities suitable for all ages, making it a great spot for families.
  • National and urban parks: Explore beautiful parks that offer both relaxation and adventure amidst nature.
  • Charming local culture: Discover the quaint town vibe and friendly locals that make Philipstown unique.
  • Proximity to attractions: A short drive to vibrant cities and coastal suburbs enhances your travel experience.

Top attractions near Philipstown

Philipstown is perfect for those seeking outdoor adventures and stunning scenery. Explore the national and urban parks, as well as nearby lakes, offering a mix of culture and family-friendly experiences. For a seamless visit, consider checking out a Philipstown map and looking for local activities and accommodation options to enhance your stay.

  • Dia Beacon: A contemporary art museum set in a former factory, Dia Beacon showcases large-scale installations and offers a unique cultural experience. The serene atmosphere invites reflection and appreciation of modern art.
  • Oscawana Lake: A picturesque lake perfect for a relaxing day out. Enjoy stunning scenery, sandy beaches, and opportunities for romantic picnics or outdoor activities like kayaking and swimming.
  • Algonquin Park: An urban park that provides a family-friendly environment with playgrounds and open spaces. It's an ideal spot for picnics, leisurely strolls, and enjoying the vibrant city atmosphere.

Things to do recommended for couples

Looking for a romantic getaway in Philipstown? Visit Brotherhood Winery for a lovely atmosphere, or enjoy live music at The Falcon. Don't miss the enchanting Benmarl Vineyards and Winery, perfect for couples seeking a delightful experience just a short drive away.

Things to do recommended for families

For a family adventure in Philipstown, catch a game at Michie Stadium, dive into fun at SplashDown Beach, or unwind at Peekskill Landing Park. Each spot offers unique experiences, ensuring a memorable time for everyone in the family.

Things to do recommended for groups

Groups visiting Philipstown can indulge in shopping at Woodbury Common Premium Outlets, enjoy a round of golf at Garrison Golf Club, or catch a show at the nearby Eisenhower Hall Theater for a taste of local culture and entertainment.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Philipstown

When you're planning a trip—whether it's with a group, family, pets, or for an extended stay—it's important to prioritise your preferences. Here are some helpful booking tips for Vrbo to guide you.

  • Traveling to Philipstown with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or an outdoor area for group get-togethers. The good news is that you can easily filter for all these options and more on Vrbo.
  • Traveling to Philipstown with young kids: Travelling with young kids can be quite a task. It’s important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions can make your trip even more enjoyable.
  • Taking your pets with you to Philipstown: For many families, a trip wouldn’t feel complete without their furry companion along for the adventure. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Philipstown: If you're searching for holiday rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on long-term rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Philipstown

Philipstown, New York, offers a delightful blend of outdoor adventure and scenic beauty, perfect for a Kiwi getaway. Explore its picturesque town, breathe in the fresh air, and enjoy family-friendly activities. Nearby, you can visit the charming Christchurch and experience the coastal suburb vibes. Just a short drive away, the vibrant city of Colombo beckons with its unique attractions, ensuring a memorable holiday filled with warmth and hospitality.

  • Newburgh: Situated 9.7km from Philipstown, Newburgh presents a delightful urban experience that combines family-friendly activities with outdoor adventures. This charming city offers a variety of attractions, including shopping centres and educational venues. Visitors can enjoy scenic views around the lake, explore the visitor centre, and delve into the area's rich history at local historic sites. With its vibrant community and accessible amenities, Newburgh is a perfect spot for those looking to blend city life with nature.
  • Beacon: Also located 9.7km from Philipstown, Beacon is renowned for its outdoor adventures and family-oriented activities. This lively city is a haven for those seeking thrilling experiences, from skiing in the winter months to enjoying the local theatre scene. Nature enthusiasts will appreciate the beautiful landscapes, including nearby mountains and parks that provide ample opportunities for hiking and relaxation. Beacon's blend of culture and adventure makes it an unmissable destination on your travels.
  • Fishkill: Just 12.9km from Philipstown, Fishkill is a family-friendly city that offers a mix of outdoor fun and urban amenities. Visitors can explore various educational centres and enjoy shopping at local malls. The area is home to symbolic landmarks and a theme park that promises a day of excitement for all ages. With its welcoming atmosphere and diverse attractions, Fishkill is an ideal spot for families looking to make memorable experiences together.

Best time to go to Philipstown

If you're planning a trip to Philipstown, it's a good idea to check both the weather and property rates. The warmest month is July.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.6°F (-1.9°C)Light RainMostly Sunny
February30.4°F (-0.9°C)Light RainMostly Sunny
March37.8°F (3.2°C)Light RainMostly Sunny
April48.9°F (9.4°C)Light RainMostly Sunny
May59.4°F (15.2°C)Light RainMostly Sunny
June67.5°F (19.7°C)Light RainMostly Sunny
July73.6°F (23.1°C)Light RainMostly Sunny
August71.6°F (22.0°C)Light RainMostly Sunny
September64.8°F (18.2°C)Light RainMostly Sunny
October54.3°F (12.4°C)Light RainMostly Sunny
November42.6°F (5.9°C)Light RainMostly Sunny
December34.9°F (1.6°C)Light RainMostly Sunny

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a handy space for you to plan new adventures, resume from where you paused, or easily view and manage your itineraries. You'll discover your saved or booked properties neatly arranged under Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

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)
  • Beekman Golf Course (14.8 mi / 23.8 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)
  • Canopus Beach (7.3 mi / 11.7 km)
  • Algonquin Park (8.8 mi / 14.2 km)
  • Lake Mahopac (11.2 mi / 18.1 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, Bookabach 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 Bookabach 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 Bookabach 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 Bookabach.
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 Bookabach. 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 Bookabach 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 Bookabach'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 Bookabach.
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 Bookabach 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 Bookabach 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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