Best Apartments in Highland for Your Vacation from ￥16,176

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Our top choices for Highland apartments

Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley

Highland

Rebecca D.

￥63,678 total

includes taxes & fees

May 28 - May 29

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet

Stone Ridge

Avi

￥19,658 total

includes taxes & fees

May 28 - May 29

1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy country efficiency in the Hudson Valley

Newburgh

Michael M.

￥46,748 total

includes taxes & fees

Jun 2 - Jun 3

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Fishkill

Anonymous traveler

￥18,370 total

includes taxes & fees

Jun 2 - Jun 3

King Bed / Private Parking / 300mbps+ WiFi

Poughkeepsie

Jacob E.

￥47,958 total

includes taxes & fees

Jun 8 - Jun 9

Dream getaway apartment in the foot of Gunks Ridge

Wallkill

Ted

￥25,776 total

includes taxes & fees

May 31 - Jun 1

Fridge, oven, stovetop, coffee/tea maker

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Highland Falls

Liam C.

￥48,771 total

includes taxes & fees

Jun 3 - Jun 4

1 Queen Bed | ADA/RI Shower/Smoking/Kitchen

Fishkill

Anonymous traveler

￥16,176 total

includes taxes & fees

Jun 2 - Jun 3

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Top Highland Hotel Reviews

DoubleTree by Hilton Poughkeepsie Convention Center

2/10 Terrible

"Our stay was terrible. The Air Conditioning was out of service as a result our room was very hot. Could not sleep at all. The staff kept saying that someone was going to fix it. Unfortunately it was never fixed."

Studio 6 Extended Stay Fishkill Westage Center NY

2/10 Terrible

"Let's start with the hotel's sketchy booking practices! I made my reservation and paid in full. When I arrived, I was told we're fully booked. "NO ROOM!" It wasn't just me. There was a lobby full of folks (not an exaggeration) who'd made reservations, paid and were VERY UPSET (no expletives here) because they'd driven hundreds of miles only to be told "NO ROOM." Thankfully, Hotels.com did me right and found me a room for the evening... although it did require an additional 30-mile commute! Next, this place is horribly understaffed. When I arrived around 9pm, no one was at the desk. The gentleman handling the desk was cleaning rooms because he was also serving as housekeeping!!! So, my original reservation was from Friday, May 21 until Monday, May 25, 2026. I'd attempted to extend my reservation but been told that I could not. Instead, I made a separate reservation for Thursday. Because my first night's reservation was only for one night, that's what Hotels.com shifted my reservation for. After staying one night at the substitute hotel, I had to come back to this one for my previously scheduled reservation. Check-in was at 3pm so I arrived at 2pm just to be safe. Like before, there was no one at the front desk and there was a similar but smaller crowd already gathered. The young lady on desk duty was doing laundry and making up rooms and let's just say she wasn't happy about it!!! Bottom line: AVOID THIS HELLHOLE AS IF IT HAD A COMMUNICABLE DISEASE!!!"

Quality Inn & Suites Fishkill South near I-84

10/10 Excellent

"Large room and large bathroom. Did not like placement of bathroom light switch. Hard to find in the dark so had to leave the light on. Suggest adding a night light. Electric plug near tv fridge and coffee maker nweds to be upgraded to four outlets. Put a night stand on the window side of the bed not just between beds. Add a second suitcase stand. The door had barricade that was beyond any I had ever seen in an upscale area. Probably it is just standard hardware. Anyhow, it VERY secure! Parking was plentiful. Right next to Comfort Inn & Suites so a bit confusing to find."

Hyatt Place Poughkeepsie / Hudson Valley

6/10 Okay

"If you stay here make sure they don’t put you on the 1st floor. My family and I will never be staying at this hotel again. We were put on the 1st floor and our room floor had water coming up from the seems everywhere. I told the front desk and the man there came to see and gave me extra towels to put on the floor. It didn’t help because the towels got soaked within an hour and then were just walking on wet towels. I told the front desk that we were very upset so she said they would have management call me and they never did. Also, the shampoo dispenser in the shower was completely empty. I didn’t realize it until I was actually in the shower so it was too late to tell anyone. Very disappointing."

Find out more about Highland

Highland Apartments information

Number of reviews	444
Accommodation	166 Apartments
Lowest Price	￥16,176
Highest Price	￥63,678

Frequently asked questions

What's it like to stay at an apartment in Highland?

There are 5 apartments to choose from in Highland for your stay.

How do you know if an apartment is a good option for your stay?

An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, and also for families wanting the conveniences of home.

What's a favorite apartment I should consider for a stay in Highland?

Below are some of the more popular apartments in the area: Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi: Located in Kingston, 14.8 mi/23.8 km from the heart of Highland. Includes free WiFi, sofa beds, and jetted bathtubs. Onsite laundry facilities and a hot tub are on site. Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,: Located 9 mi/14.5 km away in Staatsburg. Amenities include Smart TVs. Spectacular Log Home Estate North Wing Unit: Located in Marlboro, 9.1 mi/14.6 km away. Includes private balconies, separate dining areas, and Smart TVs. Access to onsite laundry facilities is available on site. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!: Located 13.9 mi/22.3 km away in Wallkill. Free WiFi, private balconies, and Smart TVs are included. Access to onsite laundry facilities is available on site. Hot Tub - Fire Pit - BBQ - Hammock - Colonial: Located in Kingston, 14.8 mi/23.8 km from Highland. Includes free WiFi, private balconies, and sofa beds. Onsite laundry facilities and a hot tub are on site.

How many apartments should I expect to find in Highland?

Expedia has 5 apartments to book in Highland.

What will the weather be like in Highland?

Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Highland. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Highland are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.

What should I see and do in Highland?

Walkway Over the Hudson State Historic Park and Berean Park Beach are a couple of scenic spots to enjoy the outdoors, whereas Franklin D Roosevelt Library & Museum is one of the cultural attractions. While here, Franny Reese State Park and Apple Greens Golf Course are other places worth a visit.

What's the best way to get to and around Highland?

Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Stewart Intl. Airport (SWF), which is located 16.6 mi (26.7 km) from the heart of the city. If you'd like to venture out around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia

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Book Apartments in Highland on Expedia.com

Apartments in Highland for Rent

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Highland apartments

Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet

Cozy country efficiency in the Hudson Valley

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

King Bed / Private Parking / 300mbps+ WiFi

Dream getaway apartment in the foot of Gunks Ridge

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

1 Queen Bed | ADA/RI Shower/Smoking/Kitchen

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

West Wing - a unique private space w/patio

Private, Cozy, Clean apartment in lovely Hyde Park

Botanical Studio Retreat in the Heart of Woodstock

King Bed Private Parking Fast Internet

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Stunning and Cozy loft apartment in kingston .

Cozy loft apartment in Stockade district walk to restaurants & bars AC & WiFi

Find vacation rentals that suit your style

Top Highland Hotel Reviews

DoubleTree by Hilton Poughkeepsie Convention Center

Find out more about Highland

Highland Apartments information

Frequently asked questions

Explore a world of travel with Expedia