Highland Mills Holiday Rentals

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Holiday Rentals in Highland Mills

Holiday Home in Fishkill

9.6 out of 10, Exceptional, (45)
"Great place for a quiet stay"
United States
Shawn M.
The price is NZ$590
includes taxes & fees
30 Nov - 1 Dec
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Holiday Home in Newburgh

9.0 out of 10, Wonderful, (15)
"Very cozy stay with responsive host"
United States
Adhith P.
The price is NZ$1,213
includes taxes & fees
20 Nov - 21 Nov
Large,Cozy,Bright Apartment, Business Themed.

Cottage in Fort Montgomery

9.8 out of 10, Exceptional, (127)
"It has an incredible mountain and water view. "
United States
MIHYUN
The price is NZ$544
includes taxes & fees
20 Nov - 21 Nov
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Cabin in Fishkill

10.0 out of 10, Exceptional, (3)
"Ideal cabin getaway. "
United States
Nadja E.
The price is NZ$805
includes taxes & fees
20 Nov - 21 Nov
Rustic Cabin in Fishkill!

Villa in Monroe

6.8 out of 10, (5)
"It was a great home with lots of space indoor and outside. "
United States
Yogita R.
The price is NZ$2,013
includes taxes & fees
23 Nov - 24 Nov
7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space

Holiday Home in Newburgh

10.0 out of 10, Exceptional, (311)
"Excellent communication with great host. Pleasant, peaceful stay."
United States
Frank D.
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Holiday Home in Newburgh

9.8 out of 10, Exceptional, (20)
"Great host, amazing area, perfect get away!"
United States
Gianna W.
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

Cottage in Croton-on-Hudson

9.6 out of 10, Exceptional, (15)
"We enjoyed our overnight stay at this quaint nicely appointed carriage house."
United States
Cathleen C.
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven

Villa in Chester

7.0 out of 10, Good, (2)
"Pool was not open or usable but we were not interested in doing that "
United States
John D.
Luxury 9BR Retreat w/Pool & Hot Tub

Apartment in Newburgh

9.6 out of 10, Exceptional, (37)
"Stan is really nice and helpful. The apartment is really well designed, spacious and clean, very well equipped with a nice porch. Stan is really thoughtful. Recommended!"
United States
Zohar
The price is NZ$464
includes taxes & fees
24 Nov - 25 Nov
Grant - A Tranquil One Bedroom Steps from River

Holiday Home in Lake Peekskill

10.0 out of 10, Exceptional, (30)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is NZ$742
includes taxes & fees
20 Nov - 21 Nov
Contemporary Cozy Cottage

Apartment in Newburgh

9.8 out of 10, Exceptional, (65)
"Such a cute place to stay"
United States
Melissa
The price is NZ$582
includes taxes & fees
20 Nov - 21 Nov
Cozy country efficiency in the Hudson Valley

Apartment in Wallkill

10.0 out of 10, Exceptional, (69)
"This is a beautiful property. The apartment was very clean and comfortable with everything we could need. The view was spectacular and the host made it so easy to check in and out. This property is top of the list for our next visit."
United States
Judy F.
The price is NZ$403
includes taxes & fees
24 Nov - 25 Nov
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Holiday Home in Warwick

9.0 out of 10, Wonderful, (6)
"Nice to have top notch bar/restaurant downstairs!"
United States
John E
The price is NZ$261
includes taxes & fees
23 Nov - 24 Nov
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Cabin in Newburgh

9.4 out of 10, Exceptional, (27)
"A very cute, convenient, and affordable stay with timely, friendly communication from the owner. Our dog loved it and we appreciated the ability to have a private place to stay."
United States
Sara B.
The price is NZ$311
includes taxes & fees
20 Nov - 21 Nov
Cabin in the heart of the Hudson Valley, Cabin 2

Holiday Home in Fishkill

9.6 out of 10, Exceptional, (4)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
United States
Rachel C.
The price is NZ$1,314
includes taxes & fees
24 Nov - 25 Nov
Hickory on Willow Lake

Villa in goshen

2.0 star property
The price is NZ$1,365
includes taxes & fees
2 Dec - 3 Dec
Pool, Fire Pit Bedroom & Alaska King – Sleeps 16

Cabin in Newburgh

9.2 out of 10, Wonderful, (25)
"We LOVE this place and have stayed here twice."
United States
jennifer w.
The price is NZ$311
includes taxes & fees
20 Nov - 21 Nov
Cabin in the heart of the Hudson Valley, Cabin 4

Holiday Home in Goshen

2.0 star property
9.0 out of 10, Wonderful, (12)
"Great location!"
United States
Alozie E.
The price is NZ$774
includes taxes & fees
20 Nov - 21 Nov
Stylish & Peaceful Getaway on 3 Private Acres

Apartment in Newburgh

2.0 star property
10.0 out of 10, Exceptional, (1)
"The host was great and was very welcoming and accomodating (even offering breakfast) without being intrusive. Place was clean and met our needs. A little isolated but safe and not a far drive from Newburgh or the bridge."
United States
Laura G.
Charming studio with Amazing hot tub a swimming pool,pool table.
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 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$261 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 a coffee maker, 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.