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Apartments in Highland

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

10.0 out of 10, Exceptional, (1)
"Everyone was just right! The home is perfect for a photo shoot. We weren't there for that, but we thought the setting was unique and beautiful! Everything we needed!!"
The price is AED 735
AED 1,555 total
includes taxes & fees
13 Oct - 14 Oct
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley

Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.

2.0 star property
The price is AED 519
AED 836 total
includes taxes & fees
6 Oct - 7 Oct
Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.

Private Studio Close to Downtown Rhinebeck

10.0 out of 10, Exceptional, (24)
"This a an adorable, well designed, spotless space which was perfect for our over night stay in Rhinebeck. Property a quick walk away from the fairgrounds and downtown was also walkable…the host was absolutely amazing with great communication and detailed instructions! "
The price is AED 298
AED 848 total
includes taxes & fees
6 Oct - 7 Oct
Private Studio Close to Downtown Rhinebeck

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

9.6 out of 10, Exceptional, (8)
"It was a perfect quiet spot surrounded by trees in a beautiful, safe neighborhood. I loved how close it was to a bagel shop and some cool eateries just a few minutes downtown. The whole area is beautiful in general. "
The price is AED 533
AED 893 total
includes taxes & fees
6 Oct - 7 Oct
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

Hudson Valley Farm Getaway- West/Llama Lover Lane

2.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! "
The price is AED 586
AED 765 total
includes taxes & fees
6 Oct - 7 Oct
Hudson Valley Farm Getaway- West/Llama Lover Lane

Dream getaway apartment in the foot of Gunks Ridge

9.6 out of 10, Exceptional, (23)
"Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay."
The price is AED 275
AED 670 total
includes taxes & fees
7 Oct - 8 Oct
Dream getaway apartment in the foot of Gunks Ridge

Grant - A Tranquil One Bedroom Steps from River

9.6 out of 10, Exceptional, (33)
"My partner and I came for a gathering of friends and family invthe area. It was the perfect place for us to get away and rest."
The price is AED 397
AED 952 total
includes taxes & fees
6 Oct - 7 Oct
Grant - A Tranquil One Bedroom Steps from River

West Wing - a unique private space w/patio

9.8 out of 10, Exceptional, (17)
"Very clean house and great service "
The price is AED 463
AED 724 total
includes taxes & fees
6 Oct - 7 Oct
West Wing - a unique private space w/patio

1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

2.0 star property
9.0 out of 10, Wonderful, (8)
"Gary is a great host and provides a wonderful experience. He is the best and it was a very nice stay. Best host I have had before."
The price is AED 640
AED 749 total
includes taxes & fees
6 Oct - 7 Oct
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

Lux APT Your home away from home.

10.0 out of 10, Exceptional, (1)
"Very clean and great place to stay. "
The price is AED 551
AED 1,043 total
includes taxes & fees
26 Oct - 27 Oct
Lux APT Your home away from home.

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

10.0 out of 10, Exceptional, (42)
"Great location, so clean and comfortable. "
The price is AED 404
AED 867 total
includes taxes & fees
3 Nov - 4 Nov
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!

8.0 out of 10, Very Good, (5)
The price is AED 331
AED 1,020 total
includes taxes & fees
13 Oct - 14 Oct
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!

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

9.8 out of 10, Exceptional, (40)
"Adorable place to stay in an adorable town! "
The price is AED 404
AED 846 total
includes taxes & fees
3 Nov - 4 Nov
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!

10.0 out of 10, Exceptional, (66)
"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."
The price is AED 360
AED 774 total
includes taxes & fees
8 Oct - 9 Oct
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Cozy Apartment with Sauna in Historic Stone Ridge

9.2 out of 10, Wonderful, (12)
"Clean cozy will be staying again"
The price is AED 349
AED 719 total
includes taxes & fees
4 Nov - 5 Nov
Cozy Apartment with Sauna in Historic Stone Ridge

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

9.6 out of 10, Exceptional, (20)
"We came down with our dog. We work a lot and needed a break. The place is cozy and comfy and the outdoor space is so lovely. Good mix of sunny space and shaded space.Our dog very much enjoyed the backyard and we loved the small businesses within walking distance "
The price is AED 380
AED 915 total
includes taxes & fees
6 Oct - 7 Oct
Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

9.4 out of 10, Exceptional, (23)
"Perfect spot to visit grandkids Lots to do"
The price is AED 422
AED 971 total
includes taxes & fees
29 Oct - 30 Oct
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

1 Br Private Victorian Apt in convenient City location on half acre sleeps 4

10.0 out of 10, Exceptional, (2)
"Great access to the highways. Easy to navigate. "
The price is AED 711
AED 769 total
includes taxes & fees
6 Oct - 7 Oct
1 Br Private Victorian Apt in convenient City location on half acre sleeps 4

Charming Hygge Catskills Cabin

8.8 out of 10, Excellent, (3)
"spacious, very well equipped, clean, quiet. "
The price is AED 668
AED 2,144 total
includes taxes & fees
6 Oct - 7 Oct
Charming Hygge Catskills Cabin

Cozy country efficiency in the Hudson Valley

9.8 out of 10, Exceptional, (63)
"We enjoyed staying in this VRBO and all the amenities offered in the space! Super easy check-in and check-out process and Phyllis was always quick to respond to our messages."
The price is AED 496
AED 933 total
includes taxes & fees
12 Oct - 13 Oct
Cozy country efficiency in the Hudson Valley
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 Hotel Reviews

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?
Here is a top apartment in the area: 1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4: 2.4 mi/3.9 km away in Poughkeepsie.
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.