Highland Mills Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Our top choices for Highland Mills holiday rentals

Rustic Lakefront Studio w Deck Workspace

Rustic Lakefront Studio w Deck Workspace
2.0 star property
Monroe
The price is NZ$389
includes taxes & fees
8 Jan - 9 Jan
Rustic Lakefront Studio w Deck Workspace

Hidden Lakefront Gem on a Gated Countryside Escape

Hidden Lakefront Gem on a Gated Countryside Escape
2.0 star property
Monroe
The price is NZ$389
includes taxes & fees
8 Jan - 9 Jan
Hidden Lakefront Gem on a Gated Countryside Escape

Bright Studio Retreat w Deck Nature Views

Bright Studio Retreat w Deck Nature Views
2.0 star property
Monroe
The price is NZ$478
includes taxes & fees
8 Jan - 9 Jan
Bright Studio Retreat w Deck Nature Views

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is NZ$1,389
includes taxes & fees
12 Jan - 13 Jan
NEW 45 Wolden Rd Ossining NY 10562

Natural Getaway at Orchard Farm Lakeside Retreat

Natural Getaway at Orchard Farm Lakeside Retreat
2.0 star property
Monroe
The price is NZ$389
includes taxes & fees
8 Jan - 9 Jan
Natural Getaway at Orchard Farm Lakeside Retreat

NEW 5 Trinity Pl Cornwall NY 12518

NEW 5 Trinity Pl Cornwall NY 12518
2.0 star property
Cornwall
The price is NZ$1,479
includes taxes & fees
12 Jan - 13 Jan
NEW 5 Trinity Pl Cornwall NY 12518
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Highland Mills Hotel Reviews

Find out more about Highland Mills

Everything you need to know about Highland Mills holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Highland Mills holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Highland Mills holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Highland Mills holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Highland Mills. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Highland Mills holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Highland Mills holiday rentals we have selected for you start as low as NZ$268 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Highland Mills rentals

At Expedia, we put the best Highland Mills holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Highland Mills rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Highland Mills holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Highland Mills. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Highland Mills?

Yes, there are holiday rentals close to the most popular sights in Highland Mills, or you can select a more secluded option if you're looking for a relaxing 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.

What are some of the best holiday rentals that Highland Mills has to offer?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Highland Mills offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with an oven, a microwave and kitchenware, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Highland Mills?

Choose from 3 Expedia holiday rentals in Highland Mills for a memorable holiday.

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 holiday rental in Highland Mills like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Highland Mills. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for small groups.