Photo by Kiri Romero

Search Philipstown Cottages

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Sep 5 - Sep 7
In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26

Cottages in Philipstown

Our top choices for Philipstown cottages

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Children's area

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

9.8 out of 10, Exceptional, (10)
"Wonderful cottage - lots of natural light - well equipped - great shower- comfortable beds- near Legoland - affordable- beautiful surroundings with great sunsets and sunrises - "
$281 nightly
The price is $293
Sep 2 - Sep 3
Total with taxes and fees
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Peaceful Cottage with Grill | Walk to Lake
Interior

Peaceful Cottage with Grill | Walk to Lake

9.8 out of 10, Exceptional, (21)
"This property was great. Clean, roomy and about 1/2 hour from West Point."
$422 nightly
The price is $465
Sep 2 - Sep 3
Total with taxes and fees
Peaceful Cottage with Grill | Walk to Lake
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (120)
"It has an incredible mountain and water view. "
$272 nightly
The price is $308
Sep 1 - Sep 2
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Luxury Mountain House: Pool, Theater & Outdoor Kitchen
Outdoor pool

Luxury Mountain House: Pool, Theater & Outdoor Kitchen

10.0 out of 10, Exceptional, (11)
"Was a great location for a family gathering. The pool was great. The layout of the house was awesome."
$1,427 nightly
The price is $1,614
Sep 2 - Sep 3
Total with taxes and fees
Luxury Mountain House: Pool, Theater & Outdoor Kitchen
Chestnut on Willow Lake
Private kitchen

Chestnut on Willow Lake

9.0 out of 10, Wonderful, (2)
"We absolutely loved our stay in Chestnut—the home was spotless and comfortable, the property was terrific (the lake was perfect for swimming, boating, and fishing), and the owners/management were all very friendly and helpful. We definitely plan to return!"
$511 nightly
The price is $582
Sep 2 - Sep 3
Total with taxes and fees
Chestnut on Willow Lake
Hickory on Willow Lake
Children's area

Hickory on Willow Lake

9.4 out of 10, Exceptional, (3)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
$540 nightly
The price is $615
Sep 2 - Sep 3
Total with taxes and fees
Hickory on Willow Lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Philipstown Hotel Reviews

Find out more about Philipstown

Find out more about Philipstown

Philipstown Cottages information

Number of reviews
133
Accommodation
78 Cottages
Lowest Price
$293
Highest Price
$1,614

Explore a world of travel with Expedia

Explore a world of travel with Expedia