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Holiday Homes in New Windsor

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Featured Holiday Homes in New Windsor

Fridge, microwave, oven, stovetop
Cozy family-friendly home!
10.0 out of 10, Exceptional, (3)
"Older manufactured home has been updated. We appreciated that each area had its own mini split unit for individual climate control. Area felt safe and quiet. Good hot water and water pressure. Kitchen was stocked for stovetop cooking but not much for baking, and no water glasses. (We just drank everything from the coffee cups.) Split bedroom layout was good for two couples. "
Cozy family-friendly home!
Fridge, microwave, stovetop, dishwasher
Updated Getaway w/ Pool & Hot Tub on 2.5 Acres!
10.0 out of 10, Exceptional, (21)
"This is an attractive, well-laid out house with an extremely accommodating owner. The home is pretty small—great for two or three with very little play area inside for kids—but there are several great outside areas on the deck, around the pool and stream. In terms of accessibility, three steps up to the doorway, a step down to the master bedroom and a step up to the ensuite master bath."
Updated Getaway w/ Pool & Hot Tub on 2.5 Acres!
Fridge, microwave, stovetop, dishwasher
Bright Cornwall-On-Hudson Vacation Rental!
10.0 out of 10, Exceptional, (3)
"Excellent location, well-equipped, comfortable and clean. Everything we hoped for!"
Bright Cornwall-On-Hudson Vacation Rental!
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Outdoor dining
Black Walnut Tree Farm: Farmhouse on 50 Acres
10.0 out of 10, Exceptional, (13)
"Four friends had a wonderful time at Black Walnut Tree Farm. The space was amazing! There was plenty of spaces that we could hang out together, but also we each had areas that we could retreat to. The kitchen was well-stocked ands spacious, the large living room had many comfortable seats around the fire, and there was a great sunroom where we could sit and play games. The grounds were huge and one could easily get lost walking around the property. We all loved the place and are collectively...
Black Walnut Tree Farm: Farmhouse on 50 Acres
Microwave, oven, dishwasher
LOCATION ! This unique property is walking distance to the Village of Warwick!
10.0 out of 10, Exceptional, (2)
"This was the best stay we have had in the over 35 years of going back to NY to visit family. Was such a refreshing change to be able to have family and friends come to our place to visit. The Host couldn't have been nicer in working with us as we were first time Vrbo users and made a few mistakes. The house was wonderful, and they had everything they promised and more. Thanks for making our visit the best ever."
LOCATION ! This unique property is walking distance to the Village of Warwick!
Smart TV, fireplace, video games, ping pong
Dream escape, new modern farmhouse, stunning views, game room & hot tub for 10+!
10.0 out of 10, Exceptional, (3)
"Great experience. Liked the location. Only complaint needs more hangers in the closets. Nice stay for big grouos"
The price is AU$1,495
per night
28 May - 29 May
Dream escape, new modern farmhouse, stunning views, game room & hot tub for 10+!
Property grounds
Charming Cottage w/ Deck: Mtn + Lake Views!
10.0 out of 10, Exceptional, (25)
"Absolutely beautiful home much larger than we expected. It felt like we were at home. Kitchen was amazingly stocked with all the essentials. Would definitely stay here again."
Charming Cottage w/ Deck: Mtn + Lake Views!
Stereo
Dream House in the Gunks
10.0 out of 10, Exceptional, (19)
"Nice place for a weekend getaway in the Gunks area. Very close to Minnewaska, not far from Mohonk and New Paltz too. In a very nice, quiet spot off the main road. House was clean and served all our needs for the weekend. There's no TV but that wasn't really an issue for us. Owner was very good with communication and provided very detailed info on the house/property. Would stay again!"
The price is AU$274
per night
28 May - 29 May
Dream House in the Gunks
TV, fireplace
Waterfront Wallkill Duplex Home w/ Fire Pits!
10.0 out of 10, Exceptional, (15)
"Our host Jeff was pleasant and his home was roomy and welcoming for all ages. It was a great place to stay for our group to visit the JW locations. We hope to visit again."
Waterfront Wallkill Duplex Home w/ Fire Pits!
Fridge, microwave, oven, stovetop
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (61)
"The property and house were beautiful, out of the way but beautiful. The fire pit, sunroom, and porch were amazing. It was great for decompressing after a West Point graduation. Thank you for sharing your little piece of heaven."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Outdoor pool
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
10.0 out of 10, Exceptional, (17)
"This house is located minutes from the highway making it easy to get to. Its a very scenic and country area so you feel farther away then you are. The house is extremely clean and well appointed it sits up high on a hill so you can enjoy the veiw of the country house across the street which has a small creek and gardens to enjoy theres even a pool to enjoy in summer months and a fire pit .this house was peaceful and perfect for the quick weekend getaway that we all needed. The host Pat was...
The price is AU$449
per night
28 May - 29 May
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
1 bedroom, desk, iron/ironing board, travel cot
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, (35)
"This is a cozy property in a very rural setting. The host is extremely responsive and very thorough. It is quiet and private. The furniture and bed are very comfortable. The wood burning stove is a pellet stove which provides enough heat to take the edge off. The hot tub could comfortably fit 4 people. The Village of Cold Spring is less than 10 minutes away, as is the Interstate 84 bridge across the Hudson. If you want to make your own food, bring it. There is no grocery store nearby."
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Property grounds
Renovated 1850's Cottage on Storm King Mountain
9.8 out of 10, Exceptional, (8)
"It was a beautiful setting with water fall. The home itself needs a little work. It is well used and needs some TLC. Photos look much better then actual home."
Renovated 1850's Cottage on Storm King Mountain
Smart TV, fireplace
Beautiful Home - 4BR/2.5BA - Hot tub and Patio - Minutes from New Paltz
9.8 out of 10, Exceptional, (18)
"Would have liked to have some live TV instead of just streaming apps. Took a while to figure out how to run coffee pot"
Beautiful Home - 4BR/2.5BA - Hot tub and Patio - Minutes from New Paltz
Property grounds
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
9.6 out of 10, Exceptional, (30)
"This place is wonderful!!!! It was a beautiful stay."
The price is AU$549
per night
22 May - 23 May
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Living area
Catskills mountain gateway house.
9.6 out of 10, Exceptional, (7)
"Nice and quiet. Everything you need is provided. Sadly we had 2 rainy days, but we walked to the roosa gap fire tower with the kids on a nice morning! Great views from the back deck."
Catskills mountain gateway house.
Interior
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
9.6 out of 10, Exceptional, (11)
"Overall, it seemed like the property manager was not ready for guests. The toilet instantly broke, the pool hadn’t been cleaned in probably weeks, and the apartment had stained sheets. It’s a nice place but really not worth the money."
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
Property grounds
12 Private Acres with pristine Views of the Gunks
9.6 out of 10, Exceptional, (68)
"This home has been updated nicely and is situated on a nice amount of land to take your pup for a nice walk during the mornings and whenever you are "at home." The kitchen has been well renovated and the beds are very comfy. Close to lots of good hiking and food in New Paltz and the surrounding area. Simone is a responsive host."
12 Private Acres with pristine Views of the Gunks
Exterior
Gardiner Modern Farm House.
9.4 out of 10, Exceptional, (6)
"Great place, loved the location—easy to get into town (New Paltz) or out to the trail heads to hike."
The price is AU$700
per night
28 May - 29 May
Gardiner Modern Farm House.
A heated pool
Luxe Montgomery Home w/ Hot Tub Near Angry Orchard
9.0 out of 10, Wonderful, (6)
"Hosted our son and fellow cadets for tge weekend. Very spacious. Hot tub, game room and kitchen were the highlights"
Luxe Montgomery Home w/ Hot Tub Near Angry Orchard
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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.

Other property types in New Windsor

Fridge, microwave, oven, stovetop
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
10.0 out of 10, Exceptional, (29)
"Our stay was wonderful! The house was super clean and just what we needed. The bed was comfortable and the game room even better for the little ones and adults :) thank you so much!"
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
1 bedroom, desk, iron/ironing board, travel cot
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, (35)
"This is a cozy property in a very rural setting. The host is extremely responsive and very thorough. It is quiet and private. The furniture and bed are very comfortable. The wood burning stove is a pellet stove which provides enough heat to take the edge off. The hot tub could comfortably fit 4 people. The Village of Cold Spring is less than 10 minutes away, as is the Interstate 84 bridge across the Hudson. If you want to make your own food, bring it. There is no grocery store nearby."
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Fridge, microwave, oven, stovetop
Beautiful Cozy 2 br in-law apt, prime Hudson Valley location
9.4 out of 10, Exceptional, (10)
"Booked our stay over Ring Weekend at West Point. Quiet neighborhood, 15 minutes from Stoney Gate entrance to West Point. Wonderful well furnished clean and comfortable spot with 2 bedrooms. Friendly, prompt and kind communication during entire reservation and use process. Highly recommended!"
Beautiful Cozy 2 br in-law apt, prime Hudson Valley location
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.

New Windsor Holiday Homes information

Number of reviews
255
Accommodation
302 Holiday Homes
Lowest Price
AU$549
Highest Price
AU$1,495

Recent Reviews in New Windsor
Expedia verified reviews