Highland Mills Holiday Rentals, New York: Private House Rentals

Scroll through and select from holiday rentals in Highland Mills to find one that's perfect for your trip. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and cable TV. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Highland Mills

Showing deals for:25 Jul - 1 Aug

Exceptional

(56 reviews)

Cozy Cottage minutes to West Point

Cornwall, NY

13% off

£485 per night

includes taxes & fees

Luxurious & Historic Orchard Hill Estate farmhouse/mansion built 1859

Exceptional

(77 reviews)

Stunning Mansion, Pool, Pets, Hot Tub, Fire Pit, Hike, Secluded luxury, 1 hr NYC

Harriman, NY

8% off

£2,193 per night

includes taxes & fees

Exceptional

(10 reviews)

Modern Highland Falls House near USMA - 3 bed, 2 bath w/ Hot tub & Fire pit!

Highland Falls, NY

12% off

£389 per night

includes taxes & fees

Exceptional

(48 reviews)

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

New Windsor, NY

7% off

£279 per night

includes taxes & fees

Warm and cozy queen sized bedroom, sound proof walls and dim lighting.

Exceptional

(14 reviews)

LOCATION LOCATION LOCATION IN THE HEART OF BEACON & RIGHT ON MAIN STREET.

Beacon, NY

15% off

£308 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Highland Mills

Kick back & relax in this peaceful, stylish place to stay with the whole family.

Sleeps 12 · 5 bedrooms · 2+ bathrooms

Charming tidy 2-bedroom townhome on Timber Ridge in Hudson Valley 65min to nyc.

Sleeps 5 · 2 bedrooms · 2+ bathrooms

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

The sunny setting of Highland Mills is ready to explore

The area's wineries and temples are just some of the reasons to come on holiday to Highland Mills. Renowned for its shopping, camping and forests, this city welcomes all visitors. Woodbury Common Premium Outlets and LEGOLAND® New York are just a couple of the must-see attractions in the area. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Highland Mills

Are you hoping to find attractions to visit during your stay? Venture out of your cosy holiday rental and experience everything that makes Highland Mills a one-of-a-kind holiday spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

LEGOLAND® New York (9.8 mi / 15.8 km)
Brotherhood Winery (6.1 mi / 9.9 km)
Goshen Historic Track (10.7 mi / 17.3 km)
Mount Peter Ski Area (11.1 mi / 17.8 km)
Ice Time Sports Complex (12.1 mi / 19.5 km)
Warwick Valley Winery and Distillery (16.7 mi / 26.9 km)

Exploring the natural landscape of Highland Mills

Whether you're an active traveller or just want to take in the scenery, Highland Mills is a great place to get outside. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

Lake Tiorati Beach (5.4 mi / 8.7 km)
Storm King Art Center (6.4 mi / 10.3 km)
The Rock Sports Complex (7.8 mi / 12.5 km)
Lake Welch Beach (8.3 mi / 13.4 km)
Storm King State Park (8.7 mi / 14 km)
Hudson Highlands State Park (11.1 mi / 17.8 km)

Transport to and around Highland Mills

Fly into Newburgh, NY (SWF-Stewart Intl.), the closest airport, located 10.7 mi (17.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into White Plains, NY (HPN-Westchester County), which is 29.2 mi (47.1 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Highland Mills?

The most popular types of holiday rentals in Highland Mills are estates. Searching for something different? Vrbo offers a variety of options to match the diverse needs of our guests, so you’ll see properties in all shapes and sizes. The ideal home away from home is waiting for you — book yours today.

How much does it cost to rent a holiday rental in Highland Mills?

The average price for a holiday home in Highland Mills can vary based on factors including season, property type and length of stay. Whether you’re searching for a sprawling villa with lots of space or a comfy cabin that’s perfect for two, just add your travel dates to find stays with fantastic value.

How much does it cost to rent a beach house in Highland Mills?

Prices for beach houses in Highland Mills differ depending on the type and size of the property and time of year you’re travelling. Simply enter your dates of travel into Vrbo and how many guests to view your holiday rental options and prices. From there you can use our filters to tailor your search results by nearby activities, ratings, amenities and more.

Are there pet-friendly holiday rentals in Highland Mills?

Yes. You can pick from three holiday rentals that allow pets in Highland Mills. Plenty of our pet-friendly holiday rentals come with an outdoor area for your four-legged pal to run around in, doggie beds, complimentary treats and proximity to parks or green space. Apply the “Pets allowed” filter to find a pad that’ll set tails wagging on Vrbo.

Can I rent a house with a pool in Highland Mills?

Grab your swimwear and swim ring, because there are three houses with a private pool in Highland Mills. Stay at one of these terrific holiday rentals and every day will be a pool day. Simply enter your dates into Vrbo, then check the “pool” filter to find the perfect place to make a splash!

What are popular rental amenities in Highland Mills?

The most popular rental amenities people are looking for in Highland Mills are nearby museums, a chef and a nearby river. Whether you’re on the road with family, pals or even pets, Vrbo holiday homes include the best amenities for beginning new traditions with the people that matter most.

Are there holiday rentals in Highland Mills that welcome kids?

Highland Mills has three family-friendly holiday rentals to choose from. And finding a stay that welcomes youngsters is super easy with our “Properties good for families” filter. As well as having the whole place to yourselves, you’ll also get perks and amenities such as bunk beds, private pools and yards.

What are the top attractions for families in Highland Mills?

You’ll find lots of fun things to do and see with the family in Highland Mills, such as:

Castle Fun Centre
Lake Welch Beach
Hudson Highlands Nature Museum

How can I find holiday rentals with air conditioning in Highland Mills?

Work out your travel dates and then make use of our filters to search for holiday rentals with air conditioning in Highland Mills on Vrbo. With three air-conditioned properties to choose from here, you can look forward to a comfy and cool stay.

How old do you have to be to rent a holiday rental in Highland Mills?

We advise checking with the Highland Mills holiday property you’re looking at on Vrbo as the minimum age varies. However, normally it’s 16, 18 or 21.

How long can I rent a holiday rental in Highland Mills for?

The amount of time you can stay in a Highland Mills holiday home for depends on each property. Just put in your preferred travel dates to find available options offering extended stays. They come with the things you need to make your extended break more enjoyable like kitchens and backyards. Some holiday rentals may also offer weekly or monthly discounted prices, so you can stay even longer for less.