House holiday rentals in Philipstown
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Top-rated house rentals in Philipstown
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Philipstown house rentals
House rentals with a pool
Home in Pound Ridge
5.0 out of 5 average rating, 126 reviewsPeaceful Light-Filled Guesthouse 1 Hour From NYC
23 – 30 Sept
Home in New Paltz
4.98 out of 5 average rating, 436 reviewsmidcentury modern in ground pool walk 2 trail/town
26 Nov – 3 Dec
Home in Stamford
4.97 out of 5 average rating, 220 reviewsMidcentury Modern ZenHouse Sculptor Studio
20 – 27 Sept
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
23 – 30 Sept
Home in Woodstock
4.98 out of 5 average rating, 100 reviewsWoodstock Historic Artist Estate- The Museum House
5 – 12 Dec
Home in West Milford
4.99 out of 5 average rating, 113 reviewsOn The Rocks In The Hot Tub
12 – 19 Dec
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
8 – 15 Sept
Home in Cottekill
4.95 out of 5 average rating, 242 reviewsPeace & Privacy - High Falls (hot tub & salt pool)
9 – 16 Sept
Weekly house rentals
Home in Cold Spring
4.91 out of 5 average rating, 240 reviews1834 Farm House
10 – 17 Nov
Home in Cornwall-on-Hudson
4.95 out of 5 average rating, 104 reviewsWest Point Graduation 2024 Charming Home
5 – 12 Apr
Home in Cornwall-on-Hudson
4.94 out of 5 average rating, 175 reviewsWaterfall @ 1850 Cottage near West Point/StormKing
4 – 11 Oct
Home in Highland Falls
4.99 out of 5 average rating, 142 reviewsSpacious, bright 5 bedroom house near West Point
15 – 22 July
Home in Wilton
4.93 out of 5 average rating, 160 reviewsMid Century Modern Cottage
8 – 15 Apr
Home in Peekskill
4.9 out of 5 average rating, 153 reviewsThe Peekskill RiverView House
27 Dec – 3 Jan
Home in Pawling
5.0 out of 5 average rating, 186 reviewsHobbit House of Pawling
12 – 19 Oct
Home in Cold Spring
4.94 out of 5 average rating, 69 reviewsPeaceful Yellow Door Cottage
12 – 19 Aug
Private house rentals
Home in Peekskill
5.0 out of 5 average rating, 13 reviewsCharming Home in Peekskill NY
7 – 14 Sept
Home in Mahopac
5.0 out of 5 average rating, 71 reviewsPeaceful Ponds
10 – 17 Jan
Home in Garrison
4.91 out of 5 average rating, 81 reviewsCozy Modern Home in the Hudson Valley
8 – 15 July
Home in Putnam Valley
4.95 out of 5 average rating, 22 reviewsSunny house on Lake Oscawana
10 – 17 Mar
Home in Putnam Valley
4.96 out of 5 average rating, 70 reviewsModern Mountain Retreat w/ panoramic views
12 – 19 Apr
Home in Putnam Valley
5.0 out of 5 average rating, 38 reviewsLuxury Lake House Sauna 1h From NYC
22 – 29 June
Home in Highland Falls
5.0 out of 5 average rating, 49 reviewsGRAD MOM House Walk to WP King 2 Queen
14 – 21 Dec
Home in Philipstown
5.0 out of 5 average rating, 15 reviewsRetreat Charming 3B/3B Garrison, 2 Fireplaces
13 – 20 May
Quick stats about house rentals in Philipstown
Total rentals
200 properties
Rentals with dedicated workspaces
120 properties have a dedicated workspace
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
170 properties are a good fit for families
Total number of reviews
6.6K reviews
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