Search Vacation Homes in Highland Mills

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 241 Vacation Homes in Highland Mills with updated reviews, rates, and availability.

Greenwoods of Warwick
Exterior

Greenwoods of Warwick

9.8 out of 10, Exceptional, (8)
"Home was very clean. The host was very friendly & informative. The beds were very comfortable. We would highly recommend staying at this location. We will definitely stay here again. 👍 "
Greenwoods of Warwick
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

10.0 out of 10, Exceptional, (2)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is AED 951
AED 1,065 total
includes taxes & fees
24 Feb - 25 Feb
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Majestic RiverView Estate - Breathtaking Views
View of the house (Pool not included)

Majestic RiverView Estate - Breathtaking Views

10.0 out of 10, Exceptional, (4)
"We booked a weekend away to celebrate family birthdays and were very happy to celebrate in such a special place. There was plenty of room for 11 of us (+ dog) and was a mix of modern touches and old world charm highlighting the legacy of the house. And the view of the Hudson was a highlight of our stay. Highly recommend!"
Majestic RiverView Estate - Breathtaking Views
Cozy Indoor Hot Tub, Fire Pit & Game Room

Cozy Indoor Hot Tub, Fire Pit & Game Room

9.6 out of 10, Exceptional, (4)
"It was a wonderdul and relaxing stay with the family"
Cozy Indoor Hot Tub, Fire Pit & Game Room
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!
BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view.
Private kitchen

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

10.0 out of 10, Exceptional, (2)
"Alexis was a great host and she was super communicative and easy to reach. The house was clean and prefect size for my group of 6. Most things were stocked but I’d reach out to the host in advance so you can buy anything that isn’t ahead of time. One important thing to note is that the driveway can only fit 2 cars and there isn’t really any street parking. "
BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view.
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Exterior

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

2.0 star property
9.0 out of 10, Wonderful, (4)
"Just what we needed with lots of space very clean and comfortable"
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
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

9.2 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
Vernon Cozy 2BD Pet-Friendly Mountain Creek
Private kitchen

Vernon Cozy 2BD Pet-Friendly Mountain Creek

6.0 out of 10, (2)
"The house was as advertised. Very clean and comfortable. The owner was very responsive to our questions ahead of arrival. Perfect size for 2 people for a long weekend."
The price is AED 338
AED 1,125 total
includes taxes & fees
3 Mar - 4 Mar
Vernon Cozy 2BD Pet-Friendly Mountain Creek
Bright Cornwall-On-Hudson Vacation Rental!
Cornwall-On-Hudson Vacation Rental | 3BR | 2BA | Stairs Required to Access

Bright Cornwall-On-Hudson Vacation Rental!

10.0 out of 10, Exceptional, (12)
"Property was better than advertised and exceeded all our expectations. All aspects of the VRBO process with the owner and management company were seamless. Highly recommend and will stay there again."
Bright Cornwall-On-Hudson Vacation Rental!
Charming 3-bedroom house with WiFi, AC in marvelous Hudson Valley.
Exterior

Charming 3-bedroom house with WiFi, AC in marvelous Hudson Valley.

10.0 out of 10, Exceptional, (2)
"Great location and close to everything we needed. A very nice well kept unit, will be staying again here in the future. "
Charming 3-bedroom house with WiFi, AC in marvelous Hudson Valley.
Up-to-date Home w/ Pool, Playground & Fireplace!

Up-to-date Home w/ Pool, Playground & Fireplace!

10.0 out of 10, Exceptional, (1)
Up-to-date Home w/ Pool, Playground & Fireplace!
'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, (24)
"Would stay here again "
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
Updated Home w/ Patio Half Mile to West Point
Highland Falls Vacation Rental | 3BR | 2BA | 1,100 Sq Ft | 2 Stories

Updated Home w/ Patio Half Mile to West Point

10.0 out of 10, Exceptional, (23)
"Very well appointed home a short walk from the West Point gate that met all of our needs for a weekend of catching up, going for walks and attending a wedding. Property is close to Storm King Art Center which is a great way to spend a beautiful afternoon. We lost power for 17 hours (neighborhood transformer blew) and the owners could not have been more helpful. Would highly recommend this house. "
Updated Home w/ Patio Half Mile to West Point
Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.

Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.

10.0 out of 10, Exceptional, (38)
"Review of VRBO Home - Our Rockbound Highland Rating: ⭐⭐⭐⭐⭐ (5/5) - Exceeded Expectations I recently stayed at a VRBO home that completely surpassed my expectations! The home was not only beautiful but incredibly comfortable, offering all the amenities promised in the listing. It felt like a home away from home and matched the online photos perfectly, which made our stay even more enjoyable. The check-in process was seamless, and the communication with the property manager was top-notch. This...
Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
Exterior

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.0 out of 10, Good, (15)
"This home was just what our group of 16 needed to find rest, reconvene from the day’s activities, and prepare for all the next day’s activities. The town of Monroe was a great place to stay as it was centrally located for all the places we visited. "
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
Spectacular Mansion w/Pool&Tennis
House Exterior

Spectacular Mansion w/Pool&Tennis

10.0 out of 10, Exceptional, (6)
"I reserved the house for a family reunion of about 20 people and had a great time. What I really liked about coming here:1. The house - It was spacious and elegant, had multiple living rooms, and had many bathrooms. This was perfect for our large group.2. The grounds - Although we did not use the tennis or pickleball courts because of the weather, we could see how nice it is to have right next to the house. Folks from our group went walking and running on the roads around the house and those...
Spectacular Mansion w/Pool&Tennis
Lakefront Luxury on Greenwood Lake
Terrace/patio

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
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, (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!
New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
Swim Spa / Endless Pool @ Night

New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

10.0 out of 10, Exceptional, (24)
"We stay every holiday season to be near some family who live in the area and by far this has been the nicest house we’ve stayed. It was exceptionally clean quiet and comfortable. Perfect for multiple families. Would most definitely recommend to anyone looking in for a place to stay in the Goshen area. "
The price is AED 1,466
AED 2,626 total
includes taxes & fees
24 Feb - 25 Feb
New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
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.
Don't see what you're looking for?
See all available properties in Highland Mills
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Highland Mills

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, (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.
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, (107)
"Spectacular view and very convenient to USMA. "
The price is AED 617
AED 900 total
includes taxes & fees
24 Feb - 25 Feb
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Greenwoods of Warwick
Exterior

Greenwoods of Warwick

9.8 out of 10, Exceptional, (8)
"Home was very clean. The host was very friendly & informative. The beds were very comfortable. We would highly recommend staying at this location. We will definitely stay here again. 👍 "
Greenwoods of Warwick
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.