Photo by Allison Alano Flores

Highland Vacation Rentals

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Tonight
Nov 19 - Nov 20
Tomorrow
Nov 20 - Nov 21
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

Vacation Rentals in Highland

Exterior
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5

Apartment in Poughkeepsie

2.0 star property
10.0 out of 10, Exceptional, (5)
"My friends and I rented this property for a long girls weekend to attend an event in the area. We liked the historical aspect of the property and Gary was an excellent host. His banana bread was amazing! We would definitely stay again. "
United States
Sara
The price is P15,224
P17,831 total
includes taxes & fees
Dec 20 - Dec 21
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
Interior
Explore & Work! Stylish Washington Heights Duplex

Apartment in Newburgh

3.0 star property
The price is P9,557
P18,146 total
includes taxes & fees
Nov 20 - Nov 21
Explore & Work! Stylish Washington Heights Duplex
7 bedrooms
West Point Villa - Jacuzzi Pool BBQ Games Pets

Vacation Home in Cornwall

2.0 star property
The price is P57,359
P69,950 total
includes taxes & fees
Dec 16 - Dec 17
West Point Villa - Jacuzzi Pool BBQ Games Pets
Living area
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

Apartment in Poughkeepsie

2.0 star property
8.6 out of 10, Excellent, (10)
"This is a beautifully restored historical home. We loved all the thoughtful details of the home and the hospitality of the owner (coffee, cream, condiments, toiletries). "
United States
Manuela
The price is P11,418
P13,374 total
includes taxes & fees
Nov 20 - Nov 21
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
Interior
High Falls Restorative Cabin in the Woods!

Cottage in High Falls

3.0 star property
The price is P10,501
P26,304 total
includes taxes & fees
Nov 24 - Nov 25
High Falls Restorative Cabin in the Woods!
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 Hotel Reviews

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"Great staff. Clean room "
John 1-night trip
Posted 3 days ago
Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Highland

Search for holiday rentals in Highland on Expedia! You can easily find your home rentals, villas, holiday apartments in Highland using one of the methods below:

  • View our selection of featured holiday rentals in Highland
  • Use the map to find apartments and other holiday homes in the Highland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Highland while they last

Look no further and take a look at our great range of rental properties in Highland!

Frequently asked questions

Can I find vacation rentals in Highland?

Yes, we offer vacation rentals close to the most popular points of interest in Highland, or you can select a more remote option if you want a relaxing place to stay. Highland is known for its riverfront and mountain views.

How many vacation rentals will I find in Highland?

With 18 Expedia vacation rentals, you're sure to find just the right place for your Highland stay.

What can I see and do in Highland?

Walkway Over the Hudson State Historic Park and Berean Park Beach are a couple of scenic spots to enjoy the outdoors, whereas Franklin D Roosevelt Library & Museum is one of the cultural attractions. While here, Franny Reese State Park and Apple Greens Golf Course are other places worth a visit.

What are vacation rentals like in Highland?

Vacation rentals are privately owned properties you can book for a couple days or more in Highland. Vacation rentals offer extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.