Holiday Homes in Harriman

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Featured Holiday Homes in Harriman

Nature Getaway: Charming Villa Near Trails & 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 & Parks

Charming 3-bedroom Newly Renovated house in Highland Falls with AC, WiFi

Charming 3-bedroom Newly Renovated house in Highland Falls with AC, WiFi

Charming Highland Falls Home < 2 Mi to West Point!

10.0 out of 10, Exceptional, (3)
"Beautiful cozy home. Well stocked. Good communication with management/owners Overall great experience!!! ❤️"
Charming Highland Falls Home < 2 Mi to West Point!

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

10.0 out of 10, Exceptional, (28)
"Beautiful property, with cozy linens in every room, incredibly well maintained property, and lovely views. The welcome book had clear instructions, there were great lawn games, lots of suggestions to eat too. The icing on the cake was the welcome basket, complete with Halloween treat bag for our little one! "
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

Delightful Home w/ Fire Pit, Walk to Lake!

9.8 out of 10, Exceptional, (9)
"This was a cute house in a beautiful spot of NY. It was cozy and well taken care off. The neighborhood was quiet and beautiful also. We would come agian. "
Delightful Home w/ Fire Pit, Walk to Lake!

Dream escape, new modern farmhouse, stunning views, game room & hot tub for 14+!

10.0 out of 10, Exceptional, (9)
"The property is sensational. The house has everything that you would need for enjoyment of all ages. My forty year old son said this place is “Sick”. Sick meaning absolutely awesome! Great property to rent for a large family or several couples weekend. "
The price is AU$1,287
includes taxes & fees
11 Dec - 12 Dec
Dream escape, new modern farmhouse, stunning views, game room & hot tub for 14+!

'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!

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!

Ossining Vacation Rental Near River, Trails & MTA!

7.6 out of 10, Good, (5)
"Family funeral brought us to the area. House was excellent for us "
Ossining Vacation Rental Near River, Trails & MTA!

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!

Cozy House 3 Blocks From West Pt

9.8 out of 10, Exceptional, (6)
"Perfect location very close to Thayer Gate, West Point Museum, Visitors Center and local restaurants in Highland Falls. Host is an excellent communicator and has put a lot of thought into this clean and comfortable home. Cannot wait to visit again soon. "
Cozy House 3 Blocks From West Pt

Mountain house perfect winter getaway near skilling

8.0 out of 10, Very good, (13)
"The place was perfect for the occasion! My partner and two friends were in town for a wedding. The wedding venue was only 6 minutes away so it was the ideal location! The place was clean and communication with the host was great! Would recommend to anyone. "
The price is AU$411
includes taxes & fees
5 Dec - 6 Dec
Mountain house perfect winter getaway near skilling

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

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

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

10.0 out of 10, Exceptional, (37)
"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.

Lakefront Luxury on Greenwood Lake

10.0 out of 10, Exceptional, (125)
"What a great family trip. Great location. Great home.Views were outstanding. Owner was alway available and willing to help. Would stay here again when we return to the area. "
Lakefront Luxury on Greenwood Lake

Renovated 1850's Cottage on Storm King Mountain

9.8 out of 10, Exceptional, (14)
"Great place!"
Renovated 1850's Cottage on Storm King Mountain

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

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

10.0 out of 10, Exceptional, (40)
"We loved our two nights here! Space was spotless and comfortable for 4 of us. Location was central to everything. "
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

Luxury Retreat: Near Skiing, Hot Tub, Game Room, Playground! Pool in summer!

10.0 out of 10, Exceptional, (15)
"Our group enjoyed our stay at this property! The host was very responsive, and the house was a great set-up! The location was close enough to town but still serene. Would recommend this property for any group or family to stay. "
Luxury Retreat: Near Skiing, Hot Tub, Game Room, Playground! Pool in summer!

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 AU$584
includes taxes & fees
11 Dec - 12 Dec
Contemporary Cozy Cottage
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 Harriman

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 AU$385
includes taxes & fees
12 Dec - 13 Dec
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fenced Yard Private Lakes 7 Beaches Huge Fire Pit

9.8 out of 10, Exceptional, (98)
"Great Highland Lakes Cottage! Clean & well stocked kitchen. Be careful going up or down Breakneck Rd. Thus time of year every view is beautiful! We did lots of small road trips taking in the sites and autumnal views!!"
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit

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

10.0 out of 10, Exceptional, (28)
"Beautiful property, with cozy linens in every room, incredibly well maintained property, and lovely views. The welcome book had clear instructions, there were great lawn games, lots of suggestions to eat too. The icing on the cake was the welcome basket, complete with Halloween treat bag for our little one! "
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.