panoramic view of mid hudson bridge over hudson river valley (poughkeepsie, upstate new york) sunny day train station wide angle sun glare crossing suspension small town travel metro north

Search Villas in Highland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Highland villas

Exterior

Retreat Villa: Theater, Yoga Studio, Group Spaces | Dream House in the Gunks

Retreat Villa: Theater, Yoga Studio, Group Spaces | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful property in a picturesque location and host has great communication"
United Kingdom
Luke D.
Retreat Villa: Theater, Yoga Studio, Group Spaces | Dream House in the Gunks
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Highland Hotel Reviews

Spark by Hilton Fishkill

Spark by Hilton Fishkill

8/10 Good
"Neat, nice stay, good location."
Amanda 1-night trip
Posted 7 hours ago
Spark by Hilton Fishkill

Frequently asked questions

Why book your villa in Highland with Expedia?
With Expedia, it's a cinch to find your dream villa in Highland. Traveling with the family? Make the most of our filters to search for stays with perks like a swimming pool. If you have a set budget, choose how much you want to spend and the star rating of the property. We'll help you find the right place that gels with your taste and style.
How can I find cheap villas in Highland?
With Expedia's filter tool, comparing cheap villas in Highland is a breeze. To find stays that are easy on your bank balance, narrow your search results by star rating, budget and amenities.