Search Vacation Homes in Highland Falls

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Dec 26 - Dec 28
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Feb 6 - Feb 8
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In four months
Apr 3 - Apr 5

Our top choices for Highland Falls vacation homes

Exterior
House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (5)
$339 nightly
The price is $357
Dec 19 - Dec 20
Total with taxes and fees
House on the Babbling Brook- Quiet 2BR + King Bed!
Interior
Lovely 3BR Home with parking-Walk to WP Gate!

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

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7)
"Convenient location. Nice to have 3 queen beds. One parking space is in a lot, but street for any additional. Plenty of availability though. Excellent washer and dryer, dishwasher. Internet worked well. "
United States
Matt D.
$263 nightly
The price is $295
Dec 22 - Dec 23
Total with taxes and fees
Lovely 3BR Home with parking-Walk to WP Gate!
Fridge, microwave, oven, stovetop
Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.0 out of 10, Wonderful, (4)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
$255 nightly
The price is $278
Dec 14 - Dec 15
Total with taxes and fees
Fabulous 3bdrm Home w/parking!
Property grounds
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
10.0 out of 10, Exceptional, (2)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
$458 nightly
The price is $464
Dec 20 - Dec 21
Total with taxes and fees
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Property grounds
3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
7.6 out of 10, Good, (5)
"We were supposed to check out at 10 AM, and everyone was still sleeping. But at 8 AM, very loud noises suddenly started. It felt like the whole roof was shaking and the house might fall down. We went outside and saw that workers were cleaning the roof. No one told us anything about this before. When we asked the cleaning manager, he said the landlord booked this cleaning two weeks ago, but we, the guests, were never informed. Also, our car was parked in the driveway, and the things falling from...
United States
Lixing
$425 nightly
The price is $481
Dec 21 - Dec 22
Total with taxes and fees
3BR West Point Retreat-3min to Back Gate+ King Bed
Fridge, microwave, oven, stovetop
Room for Everyone: Spacious 6BR West Point Retreat

Room for Everyone: Spacious 6BR West Point Retreat

Room for Everyone: Spacious 6BR West Point Retreat
Highland Falls
10.0 out of 10, Exceptional, (1)
"Great location for Westpoint visit. As described. Clean with new updates. "
United States
Alain C.
$975 nightly
The price is $991
Jan 8 - Jan 9, 2026
Total with taxes and fees
Room for Everyone: Spacious 6BR West Point Retreat
Interior
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
9.2 out of 10, Wonderful, (7)
"Nice to have top notch bar/restaurant downstairs!"
United States
John E
$131 nightly
The price is $148
Dec 14 - Dec 15
Total with taxes and fees
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
TV, fireplace
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (12)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
$328 nightly
The price is $355
Dec 15 - Dec 16
Total with taxes and fees
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Interior
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
2.0 star property
Warwick
10.0 out of 10, Exceptional, (5)
$323 nightly
The price is $365
Dec 14 - Dec 15
Total with taxes and fees
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
Exterior
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.0 out of 10, Wonderful, (10)
"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "
United States
Esther P.
$228 nightly
The price is $258
Dec 14 - Dec 15
Total with taxes and fees
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Dining
Renovated House w/Hot Tub, Deck, Grill & Fire Pit

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

Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
10.0 out of 10, Exceptional, (58)
"Clean and comfortable accommodations, very close to Legoland and Castle Fun Center! The kids loved the room with bunk beds, and it had a big selection of children's books and some toys, which was a nice bonus!"
United States
Jennifer K.
$466 nightly
The price is $487
Jan 4 - Jan 5, 2026
Total with taxes and fees
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Outdoor dining
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

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

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.6 out of 10, Exceptional, (49)
"Inside was very nice, outside could use some curb appeal. Enjoyed our stay "
United States
Karen K.
$282 nightly
The price is $318
Dec 14 - Dec 15
Total with taxes and fees
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Property grounds
Scenic View - WiFi - Fire Pit - Near Legoland, Woodbury Commons and the Castle

Scenic View - WiFi - Fire Pit - Near Legoland, Woodbury Commons and the Castle

Scenic View - WiFi - Fire Pit - Near Legoland, Woodbury Commons and the Castle
2.0 star property
Monroe
$392 nightly
The price is $443
Dec 21 - Dec 22
Total with taxes and fees
Scenic View - WiFi - Fire Pit - Near Legoland, Woodbury Commons and the Castle
Outdoor spa tub
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake
10.0 out of 10, Exceptional, (30)
"We loved the house. It was a perfect and much needed short getaway for my husband and I. We brought our little dog Lenny and he loved it too! "
United States
Chelsea D.
$407 nightly
The price is $460
Dec 15 - Dec 16
Total with taxes and fees
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Property grounds
Fun, Friends, and Family Lakefront Home w/Dock and Beach

Fun, Friends, and Family Lakefront Home w/Dock and Beach

Fun, Friends, and Family Lakefront Home w/Dock and Beach
Mahopac
10.0 out of 10, Exceptional, (12)
"Super convenient location :)"
United States
Sean M.
$672 nightly
The price is $728
Dec 15 - Dec 16
Total with taxes and fees
Fun, Friends, and Family Lakefront Home w/Dock and Beach
Interior
Large,Cozy,Bright Apartment, Business Themed.

Large,Cozy,Bright Apartment, Business Themed.

Large,Cozy,Bright Apartment, Business Themed.
Newburgh
9.0 out of 10, Wonderful, (15)
"Very cozy stay with responsive host"
United States
Adhith P.
$409 nightly
The price is $483
Dec 14 - Dec 15
Total with taxes and fees
Large,Cozy,Bright Apartment, Business Themed.
Interior
Contemporary Cozy Cottage

Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
10.0 out of 10, Exceptional, (30)
"Very clean comfortable quiet place"
United States
Mauro C.
$395 nightly
The price is $452
Dec 29 - Dec 30
Total with taxes and fees
Contemporary Cozy Cottage
Outdoor dining
Stylish & Peaceful Getaway on 3 Private Acres

Stylish & Peaceful Getaway on 3 Private Acres

Stylish & Peaceful Getaway on 3 Private Acres
2.0 star property
Goshen
9.0 out of 10, Wonderful, (12)
"Great location!"
United States
Alozie E.
$435 nightly
The price is $435
Dec 14 - Dec 15
Total with taxes and fees
Stylish & Peaceful Getaway on 3 Private Acres
Interior
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
9.4 out of 10, Exceptional, (6)
"My girlfriend and I loved our stay here! We stayed for one night and it was perfect for what we needed. Very clean with easy self-check-in. The host was very responsive with all inquiries. Short walk to nice downtown area as well!"
United States
Jay D.
$133 nightly
The price is $150
Dec 15 - Dec 16
Total with taxes and fees
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Outdoor dining
Charming 3-BR house: Lake Views, Firepit, Ping Pong, & Kayaks in Greenwood Lake

Charming 3-BR house: Lake Views, Firepit, Ping Pong, & Kayaks in Greenwood Lake

Charming 3-BR house: Lake Views, Firepit, Ping Pong, & Kayaks in Greenwood Lake
Greenwood Lake
10.0 out of 10, Exceptional, (4)
"I loved this house! So charming, decorated beautifully and has everything you need for a great stay. The location is close to shopping and lots of activities. It’s quiet and lovely to wake up the mooing of the cows next door. I would definitely stay here again. JT was easy to work with and very friendly. "
United States
Debra C.
$487 nightly
The price is $550
Dec 17 - Dec 18
Total with taxes and fees
Charming 3-BR house: Lake Views, Firepit, Ping Pong, & Kayaks in Greenwood Lake
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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Top Highland Falls Hotel Reviews

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

10/10 Excellent
"Very good "
David E. 2-night trip
Posted 2 days ago
Sonesta Simply Suites Nanuet

Find out more about Highland Falls

Highland Falls Vacation Homes information

Number of reviews
269
Accommodation
255 Vacation Homes
Lowest Price
$148
Highest Price
$991

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