Choose from 120 vacation rentals located in Philipstown, New York. Top filters in Philipstown include Air conditioner, Internet / Wifi, and Parking. Prices range from R1,364 to R40,092 per night. Our most popular vacation rental types near Philipstown are Hotel and RV.

Top vacation rentals in Philipstown

Property building
8.3
Excellent(220 Reviews)
Holiday Inn Express Hotel & Suites West Point-Fort Montgomery, an IHG Hotel
Hotel
 in Fort Montgomery
2star
1 king bed
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Philipstown, at R 1,364 per night for your next great vacation.

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Photo of the whole room
5.7
Average(154 Reviews)
FairBridge Inn and Suites West Point
Motel
 in Highland Falls
2 full beds
Pets allowed · Kitchen or Kitchenette · Air conditioner

Nestled in Philipstown, this Motel is perfect for your next vacation. Enjoy FairBridge Inn and Suites West Point's top-rated amenities, including Air conditioner, Internet / Wifi and Pets allowed, and more.

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Property view
5.2
Average(42 Reviews)
Countryside Motel
Motel
 in Fishkill
2 full beds
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

The best choice in Philipstown for Motel, for R 1,511 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Interior
10.0
Outstanding(36 Reviews)
Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.
House
 in Highland Falls
8 guests · 3 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner

Indulge in a peaceful retreat at Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St., our elegant House in Philipstown. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more.

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Vacation rentals with air conditioning in Philipstown

Beach
9.8
Outstanding(28 Reviews)
Sunny house on Lake Oscawana
House
 in Putnam Valley
8 guests · 4 bedrooms · 4 baths
Garden · Pets allowed · Kitchen or Kitchenette
Most favorited

Enjoy the best of Philipstown in our House, Sunny house on Lake Oscawana. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

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Outdoor pool
9.9
Outstanding(29 Reviews)
Beacon Retreat with Hudson River views and access to hiking trails and downtown!
House
 in Beacon
12 guests · 7 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette

This inviting House in Philipstown can fit your needs for many types of vacations, at R 29,751 per night.

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Property view
10.0
Outstanding(3 Reviews)
Putnam Valley Vacation Rental Patio and Lake Views!
House
 in Putnam Valley
Garden · Kitchen or Kitchenette · Air conditioner

The best choice in Philipstown for House, for R 1,917 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Property view
9.6
Outstanding(5 Reviews)
Dreamy Hudson Valley Cottage with State Park Views
House
 in Garrison
Garden · Kitchen or Kitchenette · Air conditioner

When traveling to Philipstown, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at R 1,991 per night.

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Philipstown

Philipstown travel guide

Let us help you plan your perfect Philipstown vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Philipstown, and more.

Frequently asked questions

What is the price range for rentals in Philipstown?

Vacation rentals in Philipstown have a price range between R 1,364-R 40,092. The average price for rentals in Philipstown is R 338 per night.

What are the top things to do in Philipstown, ny?

Philipstown, NY is a great place to visit with plenty of activities and attractions to explore. Here are some of the top things to do in Philipstown:

  • Visit the Boscobel House and Gardens
  • Go hiking in Cold Spring
  • Enjoy the scenic views at Breakneck Ridge
  • Explore the historic sites at Fort Montgomery State Historic Site
Whether you're looking for a relaxing day outdoors or exploring the area's history, Philipstown has something for everyone.

What are the most popular vacation rental amenities in Philipstown, ny?

The most popular vacation rental amenities in Philipstown, NY are:

  • Fully-equipped kitchens
  • Spacious living areas
  • Modern appliances
  • Outdoor patios or balconies
  • High-speed internet access

These amenities provide vacationers with the comforts of home, while also allowing them to take advantage of the many outdoor activities in the area. Many of the rentals also offer access to a pool or hot tub, as well as access to local attractions and activities.

Where is Philipstown, ny?

Philipstown, NY is located in Putnam County in the lower Hudson Valley region of New York State. It is about 40 miles north of New York City and 20 miles south of Poughkeepsie. Philipstown is a rural area along the Hudson River with a population of about 8,000 people.

What are the best neighborhoods to visit in Philipstown, ny?

The best neighborhoods to visit in Philipstown, NY are:

  • Cold Spring
  • Garrison
  • Putnam Valley

Each neighborhood offers something different, from the quaint village of Cold Spring to the rural beauty of Putnam Valley. Garrison is an ideal spot for outdoor lovers, with plenty of hiking trails and scenic views.

What are the popular shopping destinations in Philipstown, ny?

Popular shopping destinations in Philipstown, NY include:

  • Cold Spring Antiques
  • The Foundry Antiques
  • The Country Squire
  • Hudson Highlands Nature Museum

These stores offer a variety of items from antiques, to home décor, to outdoor gear.

Is Philipstown, ny safe to travel to?

Philipstown, NY is generally considered a safe place to visit. Here are a few things to keep in mind when traveling to Philipstown:

  • Be aware of your surroundings
  • Avoid walking alone at night
  • Keep valuables out of sight

What is the culture like in Philipstown, ny?

Philipstown, NY is a small rural town located in Putnam County, New York. It has a population of about 6,500 people and is known for its rich culture and history. Here are five key elements of the culture in Philipstown:

  • The town is home to many festivals, such as the Philipstown Harvest Festival and the Philipstown Music Festival.
  • The town is known for its vibrant arts and music scene, with a number of galleries, performance venues, and music schools.
  • The town is home to a number of historical sites, such as the Cold Spring Granite Quarry and the Philipstown Depot Museum.
  • The town is known for its strong sense of community, with a number of community organizations and events.
  • The town is home to a number of outdoor recreational activities, such as hiking, biking, fishing, and boating.

Where can i find affordable accommodation in Philipstown, ny?

Affordable accommodation in Philipstown, NY can be found at the Inn at East Hill Farm. This inn is a historic, family-run farm that offers a range of lodging options, including private rooms, cabins, and cottages. Here are some of the features of the Inn at East Hill Farm:

  • A variety of lodging options for all budgets
  • On-site activities, such as horseback riding, hiking, and fishing
  • An on-site restaurant serving farm-to-table meals
  • Complimentary breakfast and Wi-Fi

How can i get around in Philipstown, ny?

You can get around Philipstown, NY in the following ways:

  • By car
  • By bike
  • By foot

What are the must-visit tourist attractions in Philipstown, ny?

Philipstown, NY is a great place to visit for tourists. There are many attractions to explore, such as:

  • Cold Spring Harbor
  • Bannerman Castle
  • Little Stony Point
  • Bear Mountain State Park

Cold Spring Harbor is a great place to explore the Hudson River, and Bannerman Castle is a great place to take in the history of the area. Little Stony Point is a great place to take in the views of the Hudson Valley, and Bear Mountain State Park is a great place to explore the outdoors. Philipstown, NY is a great place to visit for tourists.

What do i need to know before visiting Philipstown, ny?

Before visiting Philipstown, NY, it's important to know a few things.

  • The town is located in Putnam County, about an hour north of New York City.
  • The town is home to the United States Military Academy at West Point.
  • The area is known for its outdoor activities, such as hiking, biking, and camping.

Additionally, the town has several restaurants, shops, and historical sites to explore.

What are the most popular vacation rental amenities in Philipstown?

  • Air conditioner
  • Internet / Wifi
  • Parking

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