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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 311 Vacation Homes in Highland Mills with updated reviews, rates, and availability.

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.6 out of 10, Exceptional, (5)
"Plenty of room for my family"
The price is AED 951
AED 1,087 total
includes taxes & fees
28 Apr - 29 Apr
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick
Interior

Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Fridge, microwave, stovetop, dishwasher

Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

10.0 out of 10, Exceptional, (34)
"Perfect for our family’s visit to West Point. Great location "
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Smart TV

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

9.2 out of 10, Wonderful, (33)
"Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view.
Miscellaneous

BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view.

10.0 out of 10, Exceptional, (2)
"My family and I had a fantastic stay! The house was even more beautiful and spacious than we expected, making it the perfect home base for our weekend trip to Mount Peter. It was clean, cozy, and had everything we needed for a comfortable and relaxing stay. My parents live nearby in Warwick and this will definitely be my go-to VRBO recommendation for anyone visiting the area. We can’t wait to come back!"
BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view.
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Fridge, microwave, oven, stovetop

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

10.0 out of 10, Exceptional, (46)
"This is the perfect spot for us to stay visiting our West Point cadet. Cozy, clean, well-appointed, & great communication. Thanks for everything! We'll be back! :)"
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Bright Cornwall-On-Hudson Vacation Rental!
Fridge, microwave, stovetop, dishwasher

Bright Cornwall-On-Hudson Vacation Rental!

9.8 out of 10, Exceptional, (14)
"Nice location. Clean and comfortable. Was very cold inside when we entered (52 degrees) and I could not find an extra blanket anywhere. Everything else was great. "
Bright Cornwall-On-Hudson Vacation Rental!
Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View
Outdoor dining

Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View

10.0 out of 10, Exceptional, (284)
"I visited my college aged son over the weeend for a special event and wanted to stay somewhere with a little something special rather than a hotel. This property exceeded my expectations. Even with winter still lingering, the lake view was spectacular and was highlighted by the home's back wall of windows. Also, Don is a very responsive host and made sure the home had everything you could need - grill, grill tools, pots/pans, appliances, etc. I truly appreciated the hospitality. I hope to stay...
The price is AED 1,010
AED 1,200 total
includes taxes & fees
1 Apr - 2 Apr
Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Smart TV, fireplace

Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

2.0 star property
9.0 out of 10, Wonderful, (6)
"This property is great, our stay here was just amazing from start to finish. Communication with the host was great, we left some items there and the host was super accommodating. Would recommend this property very highly."
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.
Outdoor dining

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

2.0 star property
9.4 out of 10, Exceptional, (3)
"This home was newly renovated and very clean. Would stay there again."
The price is AED 1,175
AED 1,627 total
includes taxes & fees
28 Apr - 29 Apr
Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.
Lakefront Luxury on Greenwood Lake
Property grounds

Lakefront Luxury on Greenwood Lake

10.0 out of 10, Exceptional, (129)
"We were looking for a weekend in on the lake to relax and unwind and we got exactly that. The house was beautiful, clean and well maintained. Cheryl was attentive and came to help when needed. The views of the lake were breathtaking. Couldn’t have picked a better place. We can’t wait to come back! Thank you! "
Lakefront Luxury on Greenwood Lake
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Outdoor spa tub

Renovated House w/Hot Tub, Deck, Grill & Fire Pit

9.8 out of 10, Exceptional, (50)
"Our family had a truly wonderful winter holiday stay - our kids (3 and 5) loved having the books and toys available to use. The location was super convenient to hiking, snow tubing and indoor playareas. House was clean and the beds were very comfortable - we slept great especially after using the hot tub!"
The price is AED 1,010
AED 1,912 total
includes taxes & fees
28 Apr - 29 Apr
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Contemporary Cozy Cottage
Interior

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (16)
"It was a quick trip to see woman’s army basketball game. It was an excellent stay and excellent accommodations. "
The price is AED 918
AED 1,370 total
includes taxes & fees
31 Mar - 1 Apr
Contemporary Cozy Cottage
Modern, Magical Woodsy Escape 1 Hour From NYC
Fridge, microwave, oven, stovetop

Modern, Magical Woodsy Escape 1 Hour From NYC

10.0 out of 10, Exceptional, (22)
"The home was beautiful, comfortable and so spacious. Great time with friends made even better by the location. The amenities were great, beds were so comfortable and quality toiletries provided. Would definitely considering coming back. Not one complaint. Host set us up to have a winderful weekend. "
Modern, Magical Woodsy Escape 1 Hour From NYC
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
Dining

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!
Mid-Hudson Estate on 11 acres with pool
Outdoor pool, a heated pool

Mid-Hudson Estate on 11 acres with pool

10.0 out of 10, Exceptional, (3)
"Great home that accommodated my family for the weekend. Highly recommend"
Mid-Hudson Estate on 11 acres with pool
Large Family House On The Lake
Property grounds

Large Family House On The Lake

9.6 out of 10, Exceptional, (56)
"It was perfect for us. We have stayed 7 guys and had a lot of fun. "
Large Family House On The Lake
Lovely 3BR Home with parking-Walk to WP Gate!
Interior

Lovely 3BR Home with parking-Walk to WP Gate!

10.0 out of 10, Exceptional, (2)
"Close to west point where we were able to attend the sporting event. It is walking distance to the small town outside campus where you can find local shops for eating or shopping. ."
Lovely 3BR Home with parking-Walk to WP Gate!
The Woodbury Cottage
Terrace/patio

The Woodbury Cottage

8.6 out of 10, Excellent, (18)
"Great little cottage, nice neighborhood and close to everything "
The Woodbury Cottage
The Cozy Goshen Home, 5mins from LEGOLAND and near skiing!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (6)
"We enjoyed our stay! Very spacious, bigger than the pictures make it seem! Nice large backyard with a good amount of privacy. "
The Cozy Goshen Home, 5mins from LEGOLAND and near skiing!
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
A heated pool

Perfect for families and large groups

9.6 out of 10, Exceptional, (12)
"The property is beautiful and was perfect for our stay. We were in town to see a family members art exhibit. It was my father first stay at a rental property like this and was a good experience for him. We really enjoyed the game room and projecter tv to watch the Superbowl! It was a great place for our family to come together. Thank you!"
Perfect for families and large groups
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (22)
"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.
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.6 out of 10, Exceptional, (5)
"Plenty of room for my family"
The price is AED 951
AED 1,087 total
includes taxes & fees
28 Apr - 29 Apr
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
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.