Holiday houses in Philipstown

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Top-rated accommodation in Philipstown

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Home in Philipstown

4.92 out of 5 average rating, 110 reviews

Cozy 3 bedroom house on quiet private road

3 bedroom house overlooking creek on a quiet, private road. Minutes from Metro North Railroad, Hudson River, historic Cold Spring Village, Highlands Country Club golf course, Beacon, downtown Peekskill, Bear Mountain State Park, Boscobel House & Gardens, Fahnestock State Park and West Point Military Academy. Restaurants, farmer’s markets, hiking trails. We are dog friendly but there is an additional fee of $75 per stay. I live close by so I’m available for help or assistance during your stay.

5 – 12 Aug

$3,187 AUD total
Superhost

Apartment in Philipstown

4.88 out of 5 average rating, 183 reviews

Foxglove Farm

Peace and tranquility await you at the end of this private road surrounded by forest. My home is a log cabin with a private apartment on the lower level, which includes a patio as well as use of other outdoor spaces. There is a fire pit just past your patio and a short path will put you on the Appalachian Trail. As an herbalist and ethnobotanist, plants are my love and my livelihood. They are an integral part of my life and my home. I welcome you to stroll through the many gardens and paths.

13 – 20 July

$1,646 AUD total
Guest favourite

Home in Cold Spring

4.95 out of 5 average rating, 152 reviews

Cozy, Modern Retreat in the Woods of Cold Spring

Newly renovated with modern style and amenities yet retaining all of its rustic warmth and charm, our home is perfect for your next get away. Outdoors, enjoy the salt water pool, patio, grill and fire pit in our secluded setting. Indoors we offer a sauna, steam shower, central heat and air, a woodburning fire place, crib and baby monitor, ping pong table, washer and dryer, and a fully loaded kitchen. Located 7 minutes drive from charming Cold Spring and just across the river from West Point.

17 – 24 Jan

$6,236 AUD total

Popular amenities for Philipstown accommodation

Stay near Philipstown's top sights

The Thayer Hotel15 locals recommend
United States Military Academy58 locals recommend
Boscobel House and Gardens96 locals recommend
West Point Academy60 locals recommend
Cold Spring Depot22 locals recommend
Madam Brett Park45 locals recommend

Other great accommodation in Philipstown

Guest favourite

Home in Cold Spring

4.95 out of 5 average rating, 278 reviews

Hilltop Hideaway Forest Villa on 13 acres!

8 – 15 Nov

$5,196 AUD total
Guest favourite

Guest suite in Beacon

4.94 out of 5 average rating, 235 reviews

Quiet apartment with garden access, mountain views

13 – 20 Sept

$1,659 AUD total
Guest favourite

Guesthouse in Beacon

4.94 out of 5 average rating, 362 reviews

Cozy Mountainside Suite - Minutes from Beacon

27 Feb – 6 Mar

$6,500 AUD total
Guest favourite

Apartment in Beacon

4.99 out of 5 average rating, 478 reviews

Rustic Spa Retreat

29 July – 5 Aug

$2,204 AUD total
Guest favourite

Guest suite in Putnam Valley

4.9 out of 5 average rating, 30 reviews

Peaceful lake and woodland retreat

21 – 28 Feb

$1,173 AUD total
Guest favourite

Guesthouse in Philipstown

5.0 out of 5 average rating, 32 reviews

Historic 1 bedroom home in Cold Spring, NY

23 – 30 Oct

$2,870 AUD total
Guest favourite

Guesthouse in Cold Spring

4.99 out of 5 average rating, 90 reviews

Bright/modern forest escape. Near village & train

10 – 17 Sept

$1,652 AUD total
Guest favourite

Home in Mohegan Lake

4.97 out of 5 average rating, 29 reviews

A nice place to getaway

26 Sept – 3 Oct

$1,326 AUD total
Guest favourite

Home in Philipstown

5.0 out of 5 average rating, 13 reviews

Modern Cottage in the Woods, Garrison

5 – 12 Apr

$4,626 AUD total
Guest favourite

Apartment in Highland Falls

4.84 out of 5 average rating, 95 reviews

Cozy 1-bedroom retreat minutes from West Point!

16 – 23 Dec

$1,343 AUD total
Guest favourite

Guest suite in Highland Falls

4.94 out of 5 average rating, 31 reviews

Modern place with private gated parking.

3 – 10 Apr

$1,370 AUD total
Guest favourite

Home in Highland Falls

5.0 out of 5 average rating, 33 reviews

Luxury Home Near West Point

26 Dec – 2 Jan

$1,970 AUD total

Quick stats about accommodation in Philipstown

Total rentals

340 properties

Rentals with dedicated workspaces

190 properties have a dedicated workspace

Rentals with a pool

50 properties have a pool

Pet-friendly rentals

110 properties allow pets

Family-friendly rentals

210 properties are a good fit for families

Total number of reviews

17K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Putnam County
  5. Philipstown