Photo by Karen Wirtz

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Compare 149 Apartments in Highland with updated reviews, rates, and availability.

Mid-Century DJ’s Dream

10.0 out of 10, Exceptional, (26)
"Host gave me a good tour of space. It’s very private with a nice little kitchen. Bed is super comfy. Bathroom is small but adequate for someone of reasonably average proportions. "
The price is AED 364
AED 646 total
includes taxes & fees
19 Feb - 20 Feb
Mid-Century DJ’s Dream

Walk to WP Gate + Free Parking!

9.6 out of 10, Exceptional, (10)
"Well equipped space and great communication from the host"
Walk to WP Gate + Free Parking!

Local Artist Inspired | Walk to WestPoint + King Bed

9.4 out of 10, Exceptional, (3)
"Lovely location, conveniently situated next to West Point. Highly recommend if you are looking for a place to stay for homecoming weekend or simply visiting the area. Added convenience is its close proximity to the local bakery (repeat customer) and the pizza place wherein I think my kids did indeed lick their plates clean."
Local Artist Inspired | Walk to WestPoint + King Bed

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

10.0 out of 10, Exceptional, (50)
"During a prior workshop, the instructor told us after booking that she recommended booking a different location 30 mins away. I kept that booking, but I tried to avoid issues this time by booking last minute. Unfortunately the Guide cancelled due to health issues the day after booking this one. It was non-refundable, but I am thankful that Kelly was willing to work with me and change the dates. Otherwise, I would have had to come up on my own and do the best I could without guidance. Thank you!"
The price is AED 364
AED 715 total
includes taxes & fees
23 Feb - 24 Feb
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

9.6 out of 10, Exceptional, (18)
"Great"
The price is AED 404
AED 879 total
includes taxes & fees
24 Feb - 25 Feb
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Cozy country efficiency in the Hudson Valley

9.8 out of 10, Exceptional, (54)
"We were in town for the state high school soccer championships over the weekend and needed a pet friendly place to stay. This place was just right and had everything we needed. It was very cozy and very private. If we are ever in the area again, we would not hesitate to stay here. "
Cozy country efficiency in the Hudson Valley

Private Studio Close to Downtown Rhinebeck

9.8 out of 10, Exceptional, (17)
"Neat, clean, thoughtful studio space. Everything we needed."
The price is AED 283
AED 745 total
includes taxes & fees
17 Feb - 18 Feb
Private Studio Close to Downtown Rhinebeck

Modern and Bright with office+ walk to nearby Waterfront, 1st FL.

9.8 out of 10, Exceptional, (7)
"This property is adorable and very comfortable. The building is unique and has a lot of character and the hosts were excellent. We will stay here again. Thank you for a great visit."
Modern and Bright with office+ walk to nearby Waterfront, 1st FL.

Charming Beacon Apt w/ Fire Pit: Near Hiking!

9.2 out of 10, Wonderful, (9)
"A hidden gem...loved the apartment, and the hosts were fantastic!"
Charming Beacon Apt w/ Fire Pit: Near Hiking!

Be our guest at The Nest!

10.0 out of 10, Exceptional, (9)
"Our stay was unforgettable experience, the room was spacious and clean, with amazing view. Thank you for helping us to feel at home, especially the Christmas tree."
Be our guest at The Nest!

East Fishkill Escape, Close to Red Wing Park!

3.0 star property
8.0 out of 10, Very Good, (1)
"House was very clean and owners seemed kind and thoughtful. They was a bottle of wine waiting for us at arrival. Beds and linens were very comfortable and shower had great water pressure. The view from the balcony is splendid with cozy outdoor furniture and an area for yoga or meditation. We just found the decor to be a little schizophrenic and overwhelming. This is a great place for two adults and a couple of kids to stay. If two couples are going, they would need to be very comfortable...
East Fishkill Escape, Close to Red Wing Park!

Historic Hudson Valley Apartment: River View!

10.0 out of 10, Exceptional, (1)
Historic Hudson Valley Apartment: River View!

Historic Poughkeepsie Apt - Walkable Location

8.8 out of 10, Excellent, (10)
"Overall this was a decent property… I read the other reviews and my expectations were set and this met them. Overall it was clean, comfortable, and communication from the person/company managing it was good. I would recommend this rental to most people with a few notes… *There is off-street parking which is good, but it’s a little odd for Units 1 and 2 in that you may need to back out of a fairly narrow curved driveway. Not a problem but something to note… I could see it being confusing or...
Historic Poughkeepsie Apt - Walkable Location

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

9.4 out of 10, Exceptional, (13)
"Decent rental with good amenities. Could be closer to some areas of town with more stuff to do if you care about that. The biggest problem was that it's close to a train track and trains went by very frequently, and they were both loud and they shook the entire house every time. You get used to it, but if you are a light sleeper or have a small kids, it might be a concern."
The price is AED 404
AED 872 total
includes taxes & fees
17 Feb - 18 Feb
Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Spectacular Log Home Estate North Wing Apt

10.0 out of 10, Exceptional, (37)
"Great apartment and great area to visit. Joyce and Mike are wonderful hosts and are most welcoming. This is our 2nd stay here, and we would definitely stay again!"
Spectacular Log Home Estate North Wing Apt

NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!

9.6 out of 10, Exceptional, (121)
"The cottage is a very small- one room studio with an uncomfortable sofa bed . We could feel the frame of the bed while lying down. Once the bed was open there was hardly any space to walk around to get to the bathroom or kitchen area. The shower was a 2.5 ft square and off the kitchen The review didn’t make it obvious that there was only a sofabed and no dedicated bedroom Now when I read the description I see they never said there was a queen size bed or a double bed instead it’s cryptically...
NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!

Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

10.0 out of 10, Exceptional, (55)
"This little attached apartment was the perfect size for me, and I felt very safe. I loved being at the top end of the cul de sac so it was quiet and there was an amazing view from the deck looking over and down the Hudson River. I had beautiful sunrises and the lights at night along the river were so pretty. The bedroom/living/dining room was perfect for one. The electric fireplace gave the room a cozy feel, the bed and couch were comfy, and there was plenty of hot water for showers and...
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!

9.8 out of 10, Exceptional, (26)
"The home was very clean. The house was great for us. Ryan was easy to communicate with. If you’re up early enough to see the sunrise, take a look from the front yard. It was beautiful."
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!

Hudson Valley Farm Getaway- West/Llama Lover Lane

2.0 star property
10.0 out of 10, Exceptional, (1)
"Upstairs apartment is well furnished and very clean. Couch in living room converts to a bed. Lovely deck with seating to watch the llamas, alpacas, and goats. Great spot for morning coffee. Recommend. "
The price is AED 581
AED 745 total
includes taxes & fees
17 Feb - 18 Feb
Hudson Valley Farm Getaway- West/Llama Lover Lane

Cozy Modern Studio Apt in Glasco

The price is AED 466
AED 702 total
includes taxes & fees
17 Feb - 18 Feb
Cozy Modern Studio Apt in Glasco
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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Other property types in Highland

Our home is perfect for relaxing and having lots of fun, with near by activity’s

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. The host is very responsive. The location is 30 minutes from Beacon, 10 minutes from Poughkeepsie and 2 hrs from NYC. The office was a nice feature and the house has great WiFi. "
Our home is perfect for relaxing and having lots of fun, with near by activity’s

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (14)
"Great property overlooking Hudson River. Close to Woodstock and Rheinbeck. Very good local restaurants for brunch and dinner. Host was great and responded quickly with all questions "
Hamptons on the Hudson in South Saugerties

The Farm at Hyde Park

9.8 out of 10, Exceptional, (65)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park
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.

Frequently asked questions

What's it like to stay at an apartment in Highland?
There are 7 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: Mid-Century DJ’s Dream: Situated in Hyde Park, 7.9 mi/12.7 km from the heart of Highland. Includes laundry facilities, free WiFi, and private patios. Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer: Located 14.7 mi/23.7 km away in Beacon. Amenities include Smart TVs. Walk to WP Gate + Free Parking!: It’s situated in Highland Falls, 24.2 mi/38.9 km away. Includes free WiFi. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!: 13.9 mi/22.3 km away in Wallkill. Free WiFi, private balconies, and Smart TVs are included.
How many apartments should I expect to find in Highland?
Expedia has 7 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.