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Compare 236 Vacation Homes in Highland Mills with updated reviews, rates, and availability.

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Interior

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (74)
"This place was a great place for us to stay on our vacation. Secluded outside of the city, and a short drive down a gravel road, it really feels that you're lost in the woods, but in a good way. If you're up to visit the Gunks, Angry Orchard, the Hudson river, love the beauty of the outdoors, and have other family or friends to visit in the area, definitely consider this home. Host was very responsive and had everything ready for us."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
complete privacy vacation home [private pool]
Pool

complete privacy vacation home [private pool]

9.6 out of 10, Exceptional, (4)
"Our family stayed here while visiting a nephew at West Point, around 35 min away. The house was very clean and check-in was flawless. The beds and pillows were comfortable. We spent a lot of time in the game room playing ping pong, air hockey, and pool. We did not swim in the pool but it looked amazing. A perfect place for us and we will definitely return if in the area again."
The price is AED 2,626
AED 4,068 total
includes taxes & fees
1 Dec - 2 Dec
complete privacy vacation home [private pool]
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
Exterior

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.2 out of 10, Good, (11)
"Great space and very comfortable for a group "
The price is AED 1,485
AED 3,076 total
includes taxes & fees
25 Nov - 26 Nov
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Eating area leading to one pristeen acre looking out to waterfront

Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

9.8 out of 10, Exceptional, (43)
"Wonderful rental, clean, modern, and a beautiful location."
The price is AED 628
AED 1,300 total
includes taxes & fees
3 Dec - 4 Dec
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
Garrison Vacation Rental | 2BR | 2.5BA | 1,700 Sq Ft | 1 Step to Enter

'The Glabin’: Garrison Gem w/ Deck & Fire Pit!

10.0 out of 10, Exceptional, (22)
"House was beautifully furnished with lovely touches of art work and lovely succulent plants. The hot tub was a great touch, and we enjoyed it every morning. The children loved exploring the property. Thank you!"
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
Nature Getaway: Charming Villa Near Trails and Parks
Interior

Nature Getaway: Charming Villa Near Trails and Parks

7.2 out of 10, Good, (9)
"Really cool house. We has some issues with our stay. It took a bit to get in touch with the manager to resolve the issues. The next day the brought most if the items needed that the h"
Nature Getaway: Charming Villa Near Trails and Parks
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
Pine Bush Vacation Rental | 1BR | 1.5BA | Stairs Required for Access | 750 Sq Ft

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!
Lakeview with Mountain View, Nature seeker friendly. Greenwood Lake
Master bedroom

Lakeview with Mountain View, Nature seeker friendly. Greenwood Lake

8.0 out of 10, Very Good, (5)
"The home was in a perfect spot with lake views and is nicely close to town. We picked the home for its closeness to the rein fair and I’m so glad we did, It was wonderfully quiet and relaxing after a long day of hanging out at the rein fair !"
Lakeview with Mountain View, Nature seeker friendly. Greenwood Lake
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
Exterior

ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail

9.6 out of 10, Exceptional, (24)
"Nice place to stay for anyone who wants to explore nyc surroundings parks and trails and nature!"
The price is AED 882
AED 1,446 total
includes taxes & fees
30 Nov - 1 Dec
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
Perfect for families and large groups
Come on in -- the water's fine! Who else is ready to take a dip and soak up some sun?

Perfect for families and large groups

9.4 out of 10, Exceptional, (10)
"Nice house with plenty of room and very clean."
Perfect for families and large groups
Lakefront House on Breathtaking Greenwood Lake, NY Short Term Rental 33118
Lake house directly on Greenwood Lake

Lakefront House on Breathtaking Greenwood Lake, NY Short Term Rental 33118

9.8 out of 10, Exceptional, (114)
"Lakefront House on Greenwood Lake is awesome. We were in town to visit Watchtower Headquarters in Warwick. The house was clean and comfortable. Communication was Jody was quick. We enjoyed the lake so much! We look forward to returning again."
Lakefront House on Breathtaking Greenwood Lake, NY Short Term Rental 33118
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Private kitchen

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.0 out of 10, Wonderful, (32)
"We enjoyed our stay however, the listing states all the beds are king sized and only 2 are. The other 2 are queen. Also (note for host) we forgot a pair of sunglasses and would like to have them mailed back if they are found, could you contact me if possible."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Contemporary Cozy Cottage
Exterior

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (14)
"Secluded and filled with every conveniece you might desire. We especially appreciated the air fryer for our leftovers!"
The price is AED 918
AED 1,385 total
includes taxes & fees
23 Nov - 24 Nov
Contemporary Cozy Cottage
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
The front door leads to a porch, patio, and small yard.

Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.

9.0 out of 10, Wonderful, (23)
"The home was very clean and had everything we needed - snacks games and a cute patio. The internet was iffy and never worked to stream on the bedroom tv. They came and checked it , but it didn’t improve. The host was very responsive and offered to ship an item our daughter left. We would rent again. "
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
Sweet and spacious mountain view home w/fireplace!
Living area

Sweet and spacious mountain view home w/fireplace!

9.8 out of 10, Exceptional, (18)
"Loved the layout and the amount of natural light"
Sweet and spacious mountain view home w/fireplace!
The Cozy Goshen Home, 5mins from LEGOLAND and near skiing!
Property grounds

The Cozy Goshen Home, 5mins from LEGOLAND and near skiing!

10.0 out of 10, Exceptional, (5)
"No Iocation. Some furniture could use some updating."
The Cozy Goshen Home, 5mins from LEGOLAND and near skiing!
Stunning .5 acre family-friendly home, near everything in the heart of Beacon NY
Front of the house

Stunning .5 acre family-friendly home, near everything in the heart of Beacon NY

10.0 out of 10, Exceptional, (18)
"Very homey feeling, close to where we needed to go. Easy on and off from highway."
Stunning .5 acre family-friendly home, near everything in the heart of Beacon NY
Amazing 3BR/3BA! Croton on Hudson!
67

Amazing 3BR/3BA! Croton on Hudson!

7.0 out of 10, Good, (2)
"We found the house pleasant and centrally located"
Amazing 3BR/3BA! Croton on Hudson!
Waterfront Lake House. Near NYC and hiking trials. Complimentary kayaks provided
Exterior

Waterfront Lake House. Near NYC and hiking trials. Complimentary kayaks provided

2.0 star property
10.0 out of 10, Exceptional, (2)
"This beautiful lake house was just as pictured! Great location with waterfront access and fun water crafts provided by owner. Brian was a pleasure to work with and answered all my questions immediately, also gave restaurant recommendations. We will be staying again!"
Waterfront Lake House. Near NYC and hiking trials. Complimentary kayaks provided
Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.
Exterior

Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.

2.0 star property
9.0 out of 10, Wonderful, (2)
"This home was newly renovated and very clean. Would stay there again."
The price is AED 1,377
AED 1,881 total
includes taxes & fees
24 Nov - 25 Nov
Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.
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.
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Other property types in Highland Mills

Perfect for families and large groups
Come on in -- the water's fine! Who else is ready to take a dip and soak up some sun?

Perfect for families and large groups

9.4 out of 10, Exceptional, (10)
"Nice house with plenty of room and very clean."
Perfect for families and large groups
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Aerial view

Kick back & relax in this peaceful, stylish place to stay with the whole family.

10.0 out of 10, Exceptional, (21)
"Our family went to the Hudson Valley area for a wedding. Pre stay communication with Malka was excellent and we all had a wonderful time. Lots of room for the kids to play and be entertained downstairs as well as upstairs in the Projection Room. The backyard was a great soccer area and the fire pit was great to sit around at night. Firewood on site was a real plus! I do recommend to anyone doing substantial cooking for many people to bring their own favorite pots and pans if possible though...
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Autumn Foliage - Private Patio View

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (105)
"Super cozy apartment with a beautiful view. Very welcoming host and a great place for a short stay near Bear Mountain. "
The price is AED 617
AED 915 total
includes taxes & fees
30 Nov - 1 Dec
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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.