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Search results; Over 1,000 homes in New Windsor

Cottage in New Windsor
Lakefront with a pool, sauna, and kayak
3 bedrooms, 3 beds, 1.5 private baths
Sep 28 – Oct 3
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4.58 out of 5 average rating, 236 reviews
Guest favorite
Guest suite in New Windsor
Vaulted ceilings and mountain views
4.94 out of 5 average rating, 36 reviews, 1 bedroom, 1 bed, 1 bath
Aug 23 – 28
Guest favorite
Home in New Windsor
Renovated home in the Hudson Valley
4.96 out of 5 average rating, 149 reviews, 4 bedrooms, 4 beds, 2 baths
Aug 23 – 28
Top guest favorite
Room in New Windsor
1790 stone house near the Hudson River
4.93 out of 5 average rating, 295 reviews, 1 single bed, 1 bath
Aug 16 – 21
Top guest favorite
Home in Highland
Mid-century home on the Hudson River
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 5 beds, 3 baths
Aug 18 – 23
Top guest favorite
Guest suite in Montgomery
Walkable village cottage with private balcony
4.94 out of 5 average rating, 576 reviews, 2 bedrooms, 2 beds, 2 baths
Oct 11 – 16
Top guest favorite
Cottage in Goshen
Peaceful farm cottage 10 min from LEGOLAND
4.92 out of 5 average rating, 336 reviews, 2 bedrooms, 2 beds, 1 bath
Sep 13 – 18
Top guest favorite
Room in Beacon
Private entrance with trail access out back
4.94 out of 5 average rating, 247 reviews, 1 bed, 1 bath
Sep 19 – 24
Top guest favorite
Guest suite in Goshen
Cathedral ceilings and a steam room
4.98 out of 5 average rating, 326 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 30 – Sep 4
Top guest favorite
Home in Newburgh
Quiet retreat near the Hudson River
4.99 out of 5 average rating, 153 reviews, 2 bedrooms, 2 beds, 1 bath
Sep 13 – 18
Top guest favorite
Home in Cold Spring
Five-acre farm with mountain-view porch
5.0 out of 5 average rating, 98 reviews, 3 bedrooms, 3 beds, 2 baths
Nov 1 – 6
Top guest favorite
Cottage in Newburgh
Lake cottage with spectacular sunsets nearby
4.88 out of 5 average rating, 257 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 22 – 27
Top guest favorite
Guest suite in Rock Tavern
Log cabin suite with a fire pit
5.0 out of 5 average rating, 20 reviews, 1 bedroom, 2 beds, 1 bath
Oct 30 – Nov 4
Top guest favorite
Cabin in Fishkill Village
3 private acres atop a mountain
4.97 out of 5 average rating, 147 reviews, 1 bedroom, 3 beds, 1 bath
Sep 14 – 19
Top guest favorite
Home in Cold Spring
Secluded mountainside home on 37 wooded acres
5.0 out of 5 average rating, 25 reviews, 2 bedrooms, 6 beds, 2 baths
Sep 6 – 11
Guest favorite
Guest suite in Chester
1883 Victorian on 5 quiet acres
4.94 out of 5 average rating, 397 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 30 – Sep 4
Top guest favorite
Home in Wallkill
Modern country home with patio and grill
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 3 beds, 2 baths
Sep 19 – 24
Guest favorite
Apartment in Newburgh
River views from front and back porches
4.89 out of 5 average rating, 270 reviews, 1 bedroom, 1 bed, 2 baths
Nov 2 – 7
Superhost
Rooms in New Windsor
Entire floor in a 1790 stone house
4.55 out of 5 average rating, 11 reviews, 3 bedrooms, 3 beds, 1 bath
Aug 16 – 21