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Top Holiday Rentals in Highland Mills

Kick back & relax in this peaceful, stylish place to stay with the whole family.
10.0 out of 10, Exceptional, (12)
"Beautiful property, plenty of room! Clean, plenty of linens and other amenities As described. Would definitely recommend if needed for large family/friends to attend events in this area."
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Cozy family-friendly home!
10.0 out of 10, Exceptional, (3)
"Older manufactured home has been updated. We appreciated that each area had its own mini split unit for individual climate control. Area felt safe and quiet. Good hot water and water pressure. Kitchen was stocked for stovetop cooking but not much for baking, and no water glasses. (We just drank everything from the coffee cups.) Split bedroom layout was good for two couples. "
The price is £260
includes taxes & fees
15 Jun - 16 Jun
Cozy family-friendly home!
Perfect for families and large groups
9.4 out of 10, Exceptional, (9)
"I rented this property for my co-workers who were here for a retreat at my home in the area, and at the local community center. This home had everything we needed, and the host was easy to communicate with. We will definitely consider using this property again for future guests coming for work and family gatherings."
Perfect for families and large groups
Cottage Suites
3.0 star property
9.0 out of 10, Wonderful, (2)
"The actual room was excellent, compfy bed. Shower door was hard to open. No handle on the outside. Loud cars going through the neighborhood and my room was up 3 flights of stairs. "
The price is £218
includes taxes & fees
17 Jun - 18 Jun
Cottage Suites
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (96)
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is £233
includes taxes & fees
17 Jun - 18 Jun
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Cozy Country Cottage with Basketball Court/Spa/Fireplace/Enclosed Yard/Fire Pit
9.6 out of 10, Exceptional, (35)
"Three nights here as we toured the area. Check in was easy. We were able to access the VRBO app 30 minutes prior to our arrival. By the time we reached the driveway, Ruben had sent the access code.The road to the house is gravel and only wide enough for one car. We were glad we had arrived during the day.The house has an antique store vibe. Lots of books for a rainy day activity. FYI, the photos on the listing are a bit different from what we saw in the rooms. The dining table is larger with...
Cozy Country Cottage with Basketball Court/Spa/Fireplace/Enclosed Yard/Fire Pit
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
10.0 out of 10, Exceptional, (38)
"This is a nice apartment built onto a home in a nice neighborhood cul-de-sac. Beautiful views, quiet, clean. Responsive owners. The shower is small so might not be suitable for all. Enjoyed our week."
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
Cottage at Millpond Falls - A Romantic and Luxurious Escape
10.0 out of 10, Exceptional, (126)
"Cottage is super clean, lots of extras i dont usually see, snacks, drinks etc. Water fall is spectacular,albeit loud lol bed and bedding was very comfortable Owners very nice. Great stay."
Cottage at Millpond Falls - A Romantic and Luxurious Escape
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, (37)
"it was excellent. exactly what I wanted. looking forward to coming back with family. the hot tub could have been slightly cleaner but it's like cold pizza, still good and hits the spot. honestly, a beautiful place. top notch Internet provided."
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Lakefront Luxury on Greenwood Lake
10.0 out of 10, Exceptional, (116)
"This is our second visited and we are still in love with the Lake House!"
Lakefront Luxury on Greenwood Lake
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (63)
"Stayed for West Point graduation. Beautiful home, scenic views, and everything we needed."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Spectacular Log Home Estate North Wing Apt
10.0 out of 10, Exceptional, (25)
"All as represented. Had everything we needed for a lovely home away from home!"
Spectacular Log Home Estate North Wing Apt
Royal Garden Main Cabin
10.0 out of 10, Exceptional, (1)
"Nice little cabin that was very clean. We enjoyed our stay."
Royal Garden Main Cabin
Newly Renovated Goshen Cottage
9.8 out of 10, Exceptional, (33)
"Lovely house, with very responsive and helpful owners. "
The price is £427
includes taxes & fees
27 Jun - 28 Jun
Newly Renovated Goshen Cottage
LOCATION ! This unique property is walking distance to the Village of Warwick!
10.0 out of 10, Exceptional, (4)
"The house is adorable. The neighborhood is quiet and safe. We had a comfortable stay and easy access to the grocery store, restaurants, and nearby towns."
LOCATION ! This unique property is walking distance to the Village of Warwick!
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
9.6 out of 10, Exceptional, (30)
"This place is wonderful!!!! It was a beautiful stay."
The price is £287
includes taxes & fees
18 Jun - 19 Jun
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
7.0 out of 10, Good, (6)
"My family was in the area for an event. We had a very pleasant time and the house is spacious and perfect for a weekend getaway!"
The price is £660
includes taxes & fees
17 Jun - 18 Jun
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
Cabin in the heart of the Hudson Valley, Cabin 4
8.4 out of 10, Very good, (11)
"Everything was as it says it was. Place was spotless. In the evening and morning you didn’t hear any traffic noise at all. Was quiet and peaceful. Communication with the property owner was outstanding."
The price is £131
includes taxes & fees
17 Jun - 18 Jun
Cabin in the heart of the Hudson Valley, Cabin 4
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
10.0 out of 10, Exceptional, (35)
"I needed a place in Wallkill NY to stay. This VRBO was perfect!"
The price is £183
includes taxes & fees
18 Jun - 19 Jun
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
10.0 out of 10, Exceptional, (22)
"My family and I had a wonderful weekend at the property. It rained most of the time, but we made the best of it. It was all over too fast. It's a nice, relaxing property."
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
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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.

Other types of properties in Highland Mills you may be interested in

DoubleTree by Hilton Hotel Nanuet
4.0 star property
8.4 out of 10, Very good, (1004)
"Great stay!"
The price is £111
includes taxes & fees
7 Jul - 8 Jul
DoubleTree by Hilton Hotel Nanuet
Courtyard by Marriott Mahwah
3.0 star property
8.2 out of 10, Very good, (1002)
"Was great very friendly "
The price is £106
includes taxes & fees
8 Jul - 9 Jul
Courtyard by Marriott Mahwah
HYATT house Fishkill/Poughkeepsie
3.0 star property
8.6 out of 10, Excellent, (1004)
"N/A"
The price is £118
includes taxes & fees
16 Jun - 17 Jun
HYATT house Fishkill/Poughkeepsie
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.

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, apart-hotels, 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 £131 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, we give you a choice of holiday rentals where you'll be just 9.8 mi (15.8 km) from LEGOLAND® New York, giving you a secluded option to escape the hustle and bustle. 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?

Cozy family-friendly home!: This highly rated holiday home rental in Highland Mills has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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?

Cultural attractions include United States Military Academy, whereas Schunnemunk State Park is a spot to enjoy nature. Woodbury Common Premium Outlets and LEGOLAND® New York are other popular places to visit in the area.

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.

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