panoramic view of mid hudson bridge over hudson river valley (poughkeepsie, upstate new york) sunny day train station wide angle sun glare crossing suspension small town travel metro north

Search Apartment Rentals in Highland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Highland apartments

Terrace/patio

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

Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Highland
10.0 out of 10, Exceptional, (2 reviews)
"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!!"
United States
Rebecca D.
The price is CA $283
CA $607 total
includes taxes & fees
Jun 23 - Jun 24
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Interior

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Stone Ridge
9.4 out of 10, Exceptional, (24 reviews)
"Very nice location to our day trips along the Hudson and the Catskills Nice having a kitchen Good for a couple looking for a nice getaway"
United States
Mark
The price is CA $119
CA $228 total
includes taxes & fees
Jul 5 - Jul 6
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Exterior

2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.8 out of 10, Exceptional, (19 reviews)
"great place tostay"
United States
Anonymous traveller
The price is CA $156
CA $180 total
includes taxes & fees
Jun 28 - Jun 29
2 Full Beds | Non-Smoking, Kitchen
Lobby

1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
10.0 out of 10, Exceptional, (16 reviews)
"Great rooms and service,"
United States
Anonymous traveller
The price is CA $127
CA $144 total
includes taxes & fees
Jul 13 - Jul 14
1 King Bed | Non-Smoking, Kitchen, Shower
2 bedrooms, desk, WiFi

King Bed / Private Parking / 300mbps+ WiFi

King Bed / Private Parking / 300mbps+ WiFi
Poughkeepsie
5.0 out of 10, (2 reviews)
"Christina was extremely quick with her responses. My wife and I stayed at this place for the weekend and enjoyed the neighborhood. There's plenty to do, and the apartment is quaint and cozy. The only thing I'd change is adding a curtain to the bathroom window so people can't see you from the outside in."
United States
Jacob E.
The price is CA $128
CA $473 total
includes taxes & fees
Jun 30 - Jul 1
King Bed / Private Parking / 300mbps+ WiFi
Interior

Stunning and Cozy loft apartment in kingston .

Stunning and Cozy loft apartment in kingston .
Kingston
9.4 out of 10, Exceptional, (16 reviews)
"The apartment was very clean and updated! Small back deck was nice to drink my morning coffee! Only issue was kids yelling and screaming in the neighborhood till almost 11pm."
United States
Donna
The price is CA $212
CA $380 total
includes taxes & fees
Jun 23 - Jun 24
Stunning and Cozy loft apartment in kingston .
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
9.8 out of 10, Exceptional, (68 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is CA $212
CA $421 total
includes taxes & fees
Jun 23 - Jun 24
Cozy country efficiency in the Hudson Valley
Interior

Dream getaway apartment in the foot of Gunks Ridge

Dream getaway apartment in the foot of Gunks Ridge
Wallkill
9.6 out of 10, Exceptional, (29 reviews)
"Clean and quiet."
United States
Ted
The price is CA $131
CA $272 total
includes taxes & fees
Jun 28 - Jun 29
Dream getaway apartment in the foot of Gunks Ridge
Exterior detail

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

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Beacon
10.0 out of 10, Exceptional, (58 reviews)
"Great location and quiet just like we like it. Unit was very charming."
Canada
Thomas
The price is CA $177
CA $372 total
includes taxes & fees
Jul 13 - Jul 14
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Property grounds

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

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Wallkill
10.0 out of 10, Exceptional, (84 reviews)
"great location and nice host"
United States
christopher s.
The price is CA $168
CA $340 total
includes taxes & fees
Jul 5 - Jul 6
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Fridge, oven, stovetop, coffee/tea maker

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

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.6 out of 10, Exceptional, (5 reviews)
The price is CA $173
CA $312 total
includes taxes & fees
Jul 8 - Jul 9
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Terrace/patio

West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (26 reviews)
"I enjoyed my stay at this lovely, clean, cozy home."
United States
Taela
The price is CA $178
CA $284 total
includes taxes & fees
Jun 23 - Jun 24
West Wing - a unique private space w/patio
Smart TV, fireplace

Private, Cozy, Clean apartment in lovely Hyde Park

Private, Cozy, Clean apartment in lovely Hyde Park
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"The host was great, the place was really nice and cozy. I would definitely stay here again!!! "
United States
Janet M.
Private, Cozy, Clean apartment in lovely Hyde Park
WiFi, bed sheets

Botanical Studio Retreat in the Heart of Woodstock

Botanical Studio Retreat in the Heart of Woodstock
Woodstock
8.0 out of 10, Very good, (1 review)
"It was good."
United States
Andrew A.
The price is CA $174
CA $450 total
includes taxes & fees
Jun 30 - Jul 1
Botanical Studio Retreat in the Heart of Woodstock
Property grounds

Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (53 reviews)
"Great host and excellent accommodations! "
United States
Elaine L.
The price is CA $181
CA $307 total
includes taxes & fees
Jun 23 - Jun 24
Mid-Century DJ’s Dream
Smart TV

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (28 reviews)
"Wonderful apartment with everything our family of five needed. We enjoyed the hot tub on two snowy evenings. Thank you for a great stay!"
United States
Clara L.
The price is CA $217
CA $450 total
includes taxes & fees
Jun 25 - Jun 26
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Smart TV

Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (45 reviews)
"Great lil tranquil home. Had all the things you'd need with some bonus touches and Stan was very quick and easy to communicate with. "
United States
Jen G.
The price is CA $191
CA $421 total
includes taxes & fees
Jun 29 - Jun 30
Grant - A Tranquil One Bedroom Steps from River
1 bedroom, WiFi

King Bed Private Parking Fast Internet

King Bed Private Parking Fast Internet
Poughkeepsie
The price is CA $129
CA $435 total
includes taxes & fees
Jun 23 - Jun 24
King Bed Private Parking Fast Internet
Exterior detail

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

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Beacon
9.8 out of 10, Exceptional, (53 reviews)
"Have stayed a few times now… absolutely wonderful!! Clean, cozy, and comfortable! "
United States
Daniela C.
The price is CA $163
CA $342 total
includes taxes & fees
Jul 8 - Jul 9
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
1 bedroom, desk, free WiFi, bed sheets

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
10.0 out of 10, Exceptional, (31 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is CA $184
CA $421 total
includes taxes & fees
Jun 30 - Jul 1
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Highland Hotel Reviews

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

8/10 Good
"In town for a wedding. Hotel and location worked out great. Breakfast was very nice as well."
Kevin 3-night trip
Posted 6 hours ago
Hampton Inn & Suites Poughkeepsie

Find out more about Highland

Highland Apartments information

Number of reviews
10,875
Accommodation
178 Apartments
Lowest Price
CA $120
Highest Price
CA $384

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: Hot Tub - Fire Pit - BBQ - Hammock - Colonial: Located in Kingston, 14.8 mi/23.8 km from the heart of Highland. Includes free WiFi, private balconies, and sofa beds. Onsite laundry facilities and a hot tub are 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. Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,: 9 mi/14.5 km away in Staatsburg. Amenities include Smart TVs. Lower level unit in Spectacular Log Home Estate: Located in Marlboro, 9.1 mi/14.6 km from Highland. Includes free WiFi, sofa beds, and Smart TVs. Access to onsite laundry facilities is available 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