Holiday Homes in Highland Mills

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Featured Holiday Homes in Highland Mills

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
6.6 out of 10, (8)
"My family was in the area for an event. We had a very pleasant time and the house is spacious and perfect for a weekend getaway!"
The price is NZ$1,418
includes taxes & fees
27 Sept - 28 Sept
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (25)
"Great house well appointed driveway could use some work and twin bathroom needs shower curtain and towel bars - we’ll stay again on another visit location is perfect very convenient "
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Sweet and spacious mountain view home w/fireplace!
9.8 out of 10, Exceptional, (17)
"What a great property, the house itself has such a comfy feel, the amount of natural light and views from main room are wonderful. At the s"
The price is NZ$639
includes taxes & fees
14 Oct - 15 Oct
Sweet and spacious mountain view home w/fireplace!
The Woodbury Cottage
8.4 out of 10, Very good, (7)
"This property and rental exceeded my expectations by far! The pictures do not do justice. Has everything you need and more to have a perfect stay. Everything was clean and it felt like home. Me and my sister stayed here 3 nights and did not want to leave. The property is beautiful! I read the reviews before coming here and I have to say there were two things said, that there was no microwave and not enough lighting. The host immediately got a microwave and updated the lighting! I found that so...
The Woodbury Cottage
Historic Newburgh Home w/ Hudson River Views!
2.0 out of 10, (1)
Historic Newburgh Home w/ Hudson River Views!
Lakeview with Mountain View, Nature seeker friendly. Greenwood Lake
9.0 out of 10, Wonderful, (4)
"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
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
10.0 out of 10, Exceptional, (29)
"Awesome girls weekend. Great layout of the house and the pool got a lot of use! Didn’t explore much but can’t wait to come back and stay next year! Thanks for renting out your home."
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
complete privacy vacation home [private pool]
9.4 out of 10, Exceptional, (3)
"Place was great! Seems as though they have some renovations to finish up, but overall a great place with lots to do right at the house. Downtown Newburgh is only 10 min away, which is a big plus for restaurants, breweries, etc. The privacy and quiet atmosphere was amazing. A larger outdoor fireplace would be nice, but still enjoyed hanging by the fire all night. There were some weird things about the outdoor spaces, but nothing that affected the usage or safety of the place. With a little...
The price is NZ$1,745
includes taxes & fees
2 Oct - 3 Oct
complete privacy vacation home [private pool]
Family Friendly Fun + Easy Walk to Main Street Center
9.8 out of 10, Exceptional, (9)
"We have a cadet at West Point and were visiting for A-Day. This home proved to be the perfect spot for hosting our group of five ranging in ages from 20-83. The home was spotless and so well-appointed. The hosts truly thought through everything that a guest might need and it was right where you would expect it to be. All of the rooms were comfortable and the cute town of Beacon is within easy walking distance. The entire process was smooth and the hosts were super responsive. They even provided...
Family Friendly Fun + Easy Walk to Main Street Center
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!
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (71)
"Hoyse is in a beautiful location and was very clean. The host was responsive and helpful. I would give it 5 stars if it actually had 3 bedrooms."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
9.8 out of 10, Exceptional, (43)
"We visited the area for our daughter's birthday celebration at Legoland and this house was perfect for our stay! The host was incredibly responsive in preparation for our arrival, the house was immaculate. Everything went smoothly and we would absolutely stay here again if we visited the area in the future!"
The price is NZ$807
includes taxes & fees
14 Oct - 15 Oct
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
9.0 out of 10, Wonderful, (22)
"Stay was absolutely wonderful, property was lovely and super easy to get to and from sleepy hollow. Definitely recommended."
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
Spectacular ~10k sqft Mansion w/Pool&Tennis
10.0 out of 10, Exceptional, (3)
"We had a great time with our extended family at this beautiful house. The tennis court and swimming pool were great additions to our stay and vacation. Some minor issues arose, but the owner was incredibly responsive and moved to fix any issues quickly and successfully. Would stay again!"
Spectacular ~10k sqft Mansion w/Pool&Tennis
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
10.0 out of 10, Exceptional, (20)
"We had a wonderful stay, the property is gorgeous and pristine. Wonderful communication! We'll definitely be back, thank you!"
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
Ossining Vacation Rental Near River, Trails & MTA!
6.0 out of 10, (2)
"The house was nice & spacious. I do feel like it could use more seating in the living room, considering it can hold up to 11 guests. It would aslo be nice if there were tv's in the guest rooms upstairs. Also, maybe make sure the cleaning crew removes cobweks. "
Ossining Vacation Rental Near River, Trails & MTA!
Waterfront Lake House. Near NYC and hiking trials. Complimentary kayaks provided
2.0 star property
10.0 out of 10, Exceptional, (1)
"It is a small property but an excellent location on the lake. Kayaks and paddle boat provided were an added bonus. Owner is very responsive and helpful. Kitchen could be better equipped. Overall a very pleasant and enjoyable stay."
Waterfront Lake House. Near NYC and hiking trials. Complimentary kayaks provided
Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.
2.0 star property
9.0 out of 10, Wonderful, (2)
"Overall, I'd highly recommend staying at the rental. It's recently updated and has a fantastic deck out back with a TV. There were some minor recommendations, but was very happy overall. - The front door sticks and can be tough to open and close. (Owner is aware and will hopefully fix soon) - Hand towels for the bathroom - Curtains for the bedroom with 2 standard beds - More untensils for the kitchen All of these are minor recommendations but really enjoyed our stay. I'd recommend fixing the...
The price is NZ$627
includes taxes & fees
29 Sept - 30 Sept
Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.
Hudson Valley's Nature Experience with Incredible Views!
9.0 out of 10, Wonderful, (2)
"We stayed here for A - Day to give our cadet time away from post to decompress. Beautiful property with an amazing patio. Great food choices nearby as well as Walmart to stock up our cadet before he started his Academic Year. "
Hudson Valley's Nature Experience with Incredible Views!
Lakefront Luxury on Greenwood Lake
10.0 out of 10, Exceptional, (123)
"This is our second time here,and it was even better than the first. It has it all.A great place to get away from it all. it all.irst. Very serene and peaceful"
Lakefront Luxury on Greenwood Lake
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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.
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Other property types in Highland Mills

Kick back & relax in this peaceful, stylish place to stay with the whole family.
10.0 out of 10, Exceptional, (17)
"After having great difficulty with a different host and property, We were thrilled with Malka and the house. She rescued us from a nightmare and was responsive to all of our needs. The house is lovely and very clean. I would highly recommend this property."
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Cozy family-friendly home!
10.0 out of 10, Exceptional, (4)
"My family and I enjoyed our stay. The bedrooms are a good size and the mattress was comfortable. Great showers and water pressure. The television and wifi work. Kitchen has what is needed to cook except for a large skillet. Washer and dryer work. Good location. Walmart, BJ's club and the shopping outlet are a short drive away. The house is in a quite neighborhood and we felt safe. I was able to communicate with the host without any problems. We would stay again."
Cozy family-friendly home!
Perfect for families and large groups
9.4 out of 10, Exceptional, (9)
"I rented this property for my co-workers who were here for a retreat at my home in the area, and at the local community center. This home had everything we needed, and the host was easy to communicate with. We will definitely consider using this property again for future guests coming for work and family gatherings."
The price is NZ$1,512
includes taxes & fees
1 Oct - 2 Oct
Perfect for families and large groups
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.