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Top Holiday Rentals in Highland Falls

Discover Nature’s Glory! Perfect Family Home

10.0 out of 10, Exceptional, (1)
"Wonderful location to amazing hikes and West Point. "
Discover Nature’s Glory! Perfect Family Home

Fabulous 3bdrm Home w/parking!

8.0 out of 10, Very good, (2)
"Great place. Close to West Point activity. Clean and new."
The price is £331
includes taxes & fees
22 Sept - 23 Sept
Fabulous 3bdrm Home w/parking!

Home: 2 Mi to Thayer Gate at U.s. Military Academy

3.0 star property
Home: 2 Mi to Thayer Gate at U.s. Military Academy

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.8 out of 10, Exceptional, (29)
"Great place for a quiet stay"
The price is £253
includes taxes & fees
31 Aug - 1 Sept
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (119)
"Nice view on the top of the mountain….I admired the river with the bridge and the surroundings until late in the night. The accommodation was excellent, we had everything we needed.… we are thinking of coming back sometime…."
The price is £237
includes taxes & fees
8 Sept - 9 Sept
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

10.0 out of 10, Exceptional, (303)
"The lake views at this house are absolutely worth the trip and the money. It's a beautiful spot. And the host, Don, is super responsive, thoughtful and accommodating. Highly recommend!"
The price is £456
includes taxes & fees
28 Aug - 29 Aug
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Ann Creek: Charming 2 BR fully renovated house at Greenwood Lake. Dog friendly

10.0 out of 10, Exceptional, (3)
"Awesome place. Cozy and great communication with owners. "
Ann Creek: Charming 2 BR fully renovated house at Greenwood Lake. Dog friendly

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (87)
"It was very nice "
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

9.8 out of 10, Exceptional, (17)
"Clean, comfortable, beautiful views, cute little town. Super accommodating host. Couldn’t have asked for more. "
The price is £517
includes taxes & fees
22 Sept - 23 Sept
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Cabin in the heart of the Hudson Valley, Cabin 4

9.2 out of 10, Wonderful, (25)
"Exactly as advertised "
The price is £133
includes taxes & fees
26 Aug - 27 Aug
Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 2

9.6 out of 10, Exceptional, (22)
"Perfect for a getaway weekend for my wife and I! Easy check-in, clean, and although it's off a busy road, we found it peaceful and quiet. Would definitely stay again!"
The price is £133
includes taxes & fees
26 Aug - 27 Aug
Cabin in the heart of the Hudson Valley, Cabin 2

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

9.8 out of 10, Exceptional, (11)
"The place was wonderful! Even before check-in, Don was very communicative and made sure to ask about our preferences for one of the rooms.We had a fantastic stay — the home was very spacious, and the layout was perfect for a large family.The highlight for us was the beautiful lake view. We loved the outdoor seating area right by the water — perfect for relaxing with a coffee in the morning or unwinding in the evening. The kayaks were a great bonus and made for some fun time on the lake.We will...
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

Modern penthouse suite in a restored grain tower with private roof deck.

10.0 out of 10, Exceptional, (23)
"Wonderful stay!"
The price is £408
includes taxes & fees
26 Aug - 27 Aug
Modern penthouse suite in a restored grain tower with private roof deck.

Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

3.0 star property
10.0 out of 10, Exceptional, (2)
"It was great! We loved staying in this cute house. Proximity to the lake is great, and the backyard is quite beautiful."
The price is £193
includes taxes & fees
27 Aug - 28 Aug
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Stylish & Peaceful Getaway on 3 Private Acres

2.0 star property
8.6 out of 10, Excellent, (7)
"The steps upstairs were worrisome, if you have any knee issues - this may not be the best option for a VRBO.This home was super clean, and beautiful however. Plenty of parking space for your guest.All supplies were provided."
Stylish & Peaceful Getaway on 3 Private Acres

Rustic Cabin in Fishkill!

10.0 out of 10, Exceptional, (1)
"Beautiful property with many different areas to explore. We originally intended to spend more time in beacon but decided it was more fun hanging out here. "
The price is £319
includes taxes & fees
26 Aug - 27 Aug
Rustic Cabin in Fishkill!

A luxurious stay.

6.0 out of 10, (2)
"If you want to go to a diagusting neighborhood then this is your place. We felt so unsafe we didn’t even stay there. We got a hotel. It is that bad. As nice as the inside is, the outside and neighborhood will have you running. Music blasting stinks of weed homeless people all over. Do not book this place. The owner didn’t even refund us our cleaning fee. Trust me STAY AWAY."
The price is £221
includes taxes & fees
26 Aug - 27 Aug
A luxurious stay.

Large,Cozy,Bright Apartment, Business Themed.

9.0 out of 10, Wonderful, (13)
"Very cozy stay with responsive host"
The price is £515
includes taxes & fees
26 Aug - 27 Aug
Large,Cozy,Bright Apartment, Business Themed.

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

7.0 out of 10, Good, (2)
"Nice to have top notch bar/restaurant downstairs!"
The price is £122
includes taxes & fees
15 Sept - 16 Sept
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.

9.0 out of 10, Wonderful, (6)
"Large comfortable home in great location with multiple views of the Hudson. Our family had a pleasant stay and would definitely return to Castle in the Sky."
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.
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 Falls Hotel Reviews

Frequently asked questions

Are there holiday rentals in Highland Falls?

Yes, there are holiday rentals close to the most popular sights in Highland Falls, or you can select a more secluded option if you're looking for a relaxing stay. Highland Falls is known for its university setting and shopping. Make sure you have time to check out the waterfalls and football matches during your trip.

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

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Highland Falls 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 an electric kettle, 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 are there in Highland Falls?

Expedia has 19 holiday rentals for your stay in Highland Falls.

What can I see and do in Highland Falls?

Cultural attractions to visit include West Point Museum and United States Military Academy. Woodbury Common Premium Outlets and LEGOLAND® New York are other popular places to visit in the area.

What are holiday rentals like in Highland Falls?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Highland Falls. Holiday rentals feature amenities such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for family trips or small group gatherings.