Town of Highlands Holiday Rentals

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Top Holiday Rentals Destinations in Town of Highlands

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

10.0 out of 10, Exceptional, (4)
"Easy booking, arrival, and departure. Very nice home. Very Clean and comfortable. Host was very kind and clear on everything for stay. Will book again!"
The price is NZ$579
includes taxes & fees
1 July - 2 July
Lovely 3BR Home with parking-Walk to WP Gate!

West Point Family Retreat, 5 min walk to Thayer!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Nice houseAwesome kitchen Granddaughter loved the bunk bed and the many games"
The price is NZ$1,365
includes taxes & fees
27 July - 28 July
West Point Family Retreat, 5 min walk to Thayer!

Room for Everyone: Spacious 6BR West Point Retreat

10.0 out of 10, Exceptional, (1)
"Great location for Westpoint visit. As described. Clean with new updates. "
The price is NZ$1,798
includes taxes & fees
6 July - 7 July
Room for Everyone: Spacious 6BR West Point Retreat

Fabulous 3bdrm Home w/parking!

6.0 out of 10, (1)
"The proximity to Westpoint was great. Trashy neighborhood. Very loud construction early in the morning. The cooking supplies were limited and one of the handles on the pans fell off while we were there. It was okay, but probably wouldn't return."
The price is NZ$714
includes taxes & fees
27 July - 28 July
Fabulous 3bdrm Home w/parking!

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

9.8 out of 10, Exceptional, (7)
"Great spot, wonderful host. Would recommend to anyone!"
The price is NZ$707
includes taxes & fees
2 July - 3 July
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

10.0 out of 10, Exceptional, (15)
"Wonderful, comfortable home! Clean, user-friendly with great views!"
The price is NZ$1,430
includes taxes & fees
1 July - 2 July
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Summer Castle: Pool, Game Room, BBQ - Pet Friendly

8.0 out of 10, Very good, (3)
"We booked the property because our family is growing too large for all of the children and grandchildren to spend the holidays together. The “holiday house” as our 4 year old coined it was the perfect place to spend Christmas and Hanukkah. Large yet cozy and very well appointed. All of our communication with proprietors was prompt and helpful, and they had the driveway salted and plowed within hours of the (very picturesque) snowfall the day before Christmas. I would happily book here again. "
The price is NZ$2,282
includes taxes & fees
21 July - 22 July
Summer Castle: Pool, Game Room, BBQ - Pet Friendly

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

8.8 out of 10, Excellent, (8)
"Truly a hidden gem. The property and home were nothing short of extraordinary. For those looking for a great location with access to hiking and a one of a kind experience this is the place."
The price is NZ$427
includes taxes & fees
28 June - 29 June
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (23)
"Our stay was lovely. Nadia was a wonderful host and the property was so welcoming."
The price is NZ$677
includes taxes & fees
3 July - 4 July
Contemporary Cozy Cottage

Rustic Cabin in Fishkill!

10.0 out of 10, Exceptional, (1)
"Beautiful property with many different areas to explore. We originally intended to spend more time in beacon but decided it was more fun hanging out here. "
The price is NZ$687
includes taxes & fees
23 July - 24 July
Rustic Cabin in Fishkill!

Chestnut on Willow Lake

8.0 out of 10, Very good, (1)
"We had a very nice stay!Chestnut on Willow Lake worked well for us!We loved the property and campfire on Friday evening! I wish we had had time to go over to the fire to enjoy it!"
The price is NZ$952
includes taxes & fees
30 June - 1 July
Chestnut on Willow Lake

Hickory on Willow Lake

9.0 out of 10, Wonderful, (2)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
The price is NZ$1,016
includes taxes & fees
1 July - 2 July
Hickory on Willow Lake

Red Cottage - Lakeside Property!

The price is NZ$965
includes taxes & fees
30 June - 1 July
Red Cottage - Lakeside Property!

Charming 2-bedroom Guest Suite with Pool Access and Fitness Room

The price is NZ$381
includes taxes & fees
28 July - 29 July
Charming 2-bedroom Guest Suite with Pool Access and Fitness Room

Gorgeous Garrison Gem Pool Sauna Hot Tub More

2.0 star property
The price is NZ$2,640
includes taxes & fees
6 July - 7 July
Gorgeous Garrison Gem Pool Sauna Hot Tub More

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

9.8 out of 10, Exceptional, (20)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is NZ$547
includes taxes & fees
20 July - 21 July
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

The Huron- large family friendly home with unforgettable views

10.0 out of 10, Exceptional, (15)
"Six adult family members stayed here to attend a memorial service. It was a very attractive and comfortable house. The views of the Hudson were fabulous and watching the river was a calming distraction for us. We also watched movies on comfy sofa and listened to a few records.ii totogetheri.p.oethe lower level of thehouse"
The Huron- large family friendly home with unforgettable views

Large, Cozy, Bright Business Class Corporate Retreat

9.0 out of 10, Wonderful, (13)
"It went well for us in a one night stay."
The price is NZ$1,116
includes taxes & fees
6 July - 7 July
Large, Cozy, Bright Business Class Corporate Retreat

complete privacy vacation home [private pool]

9.8 out of 10, Exceptional, (8)
"Our family thoroughly enjoyed our stay. The pool was so big and so much fun!"
The price is NZ$1,862
includes taxes & fees
6 July - 7 July
complete privacy vacation home [private pool]

Woodland Sanctuary - 6000ft retreat for pure relaxation!

The price is NZ$4,391
includes taxes & fees
18 July - 19 July
Woodland Sanctuary - 6000ft retreat for pure relaxation!
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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