Highland Mills Vacation Rentals

  • 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
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Highland Mills vacation rentals

Interior

Updated Home w/ Patio Half Mile to West Point

Updated Home w/ Patio Half Mile to West Point
3.0 star property
Highland Falls
The price is P15,128
P38,389 total
includes taxes & fees
Jun 2 - Jun 3
Updated Home w/ Patio Half Mile to West Point
Private kitchen

Historic Horse Barn Apartment in Goshen

Historic Horse Barn Apartment in Goshen
2.0 star property
Goshen
The price is P21,298
P26,223 total
includes taxes & fees
Jun 18 - Jun 19
Historic Horse Barn Apartment in Goshen
7 bedrooms

Ready for Summer West Point - Jacuzzi Pool Games

Ready for Summer West Point - Jacuzzi Pool Games
2.0 star property
Cornwall
The price is P47,754
P90,828 total
includes taxes & fees
May 27 - May 28
Ready for Summer West Point - Jacuzzi Pool Games
5 bedrooms

Westchester Summer Pool Pet Friendly Events Games

Westchester Summer Pool Pet Friendly Events Games
2.0 star property
Ossining
The price is P53,850
P90,811 total
includes taxes & fees
May 28 - May 29
Westchester Summer Pool Pet Friendly Events Games
Interior

Ossining Vacation Rental Near River, Trails & Mta!

Ossining Vacation Rental Near River, Trails & Mta!
3.0 star property
Ossining
The price is P17,717
P53,165 total
includes taxes & fees
Jun 14 - Jun 15
Ossining Vacation Rental Near River, Trails & Mta!
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 Mills Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

8/10 Good
"Breakfast is offered at the Inn, not the Lodge. It was fine. Did not use the spa."
Collin 1-night trip
Posted 6 hours ago
Overlook Lodge at Bear Mountain

Find out more about Highland Mills

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

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

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

Frequently asked questions

Can I find a vacation rental in Highland Mills?

Yes, there are vacation rentals close to the most popular attractions in Highland Mills, or you can select a more remote option if you want a relaxing place to stay. Highland Mills is known for its shopping and wineries. Make sure you have time to check out the forests and temples during your trip.

How many vacation rentals will I find in Highland Mills?

Choose from 5 Expedia vacation rentals in Highland Mills for a memorable vacation.

What’s there to see and do in Highland Mills?

While exploring the area, visit family-friendly sights like Castle Fun Center, or get outside and enjoy nature at Arrow Park Lake and Lodge. While here, United States Military Academy and Palaia Vineyards Winery are other places worth a visit.

What’s a vacation rental in Highland Mills like?

A vacation rental is a private property you can book for a long or short time in Highland Mills. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family trips.