Vacation Rentals in Highland, NY

· Hotel in Highland
SureStay Plus Hotel by Best Western Highland Poughkeepsie
1 Bed · Sleeps 6 ·
Smoking Allowed · Assigned Parking · Workspace ·
From
$111/night
Check availability
Amenities
Smoking Allowed
Assigned Parking
On Site Laundry
Free Parking
Air Conditioning
Furnished
Wifi
Business Center
Other spaces
Workspace
· Apartment in Highland
Idyllic Home on the Hudson with Updated Interior!
3 Beds · 2 baths · Sleeps 6 ·
Free Parking · Fireplace · Dishwasher ·
From
$263/night
Check availability
Amenities
Free Parking
Fireplace
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Oven
Wifi
Other spaces
Kitchen
· Apartment in Highland
Dog-Friendly Highland Home with Pool and Hot Tub!
4 Beds · 2 baths · Sleeps 7 ·
Hot Tub · Dishwasher · Furnished ·
From
$787/night
Check availability
Amenities
Hot Tub
Dishwasher
Furnished
Oven
Wifi
Other spaces
Kitchen
· House in Highland
House in Highland: Secluded Retreat Near Walkway Over the Hudson
3 Beds · 3 baths · Sleeps 6 ·
High Ceilings · Assigned Parking · Hot Tub ·
From
$391/night
Check availability
Amenities
High Ceilings
Assigned Parking
Hot Tub
Pool
Fireplace
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
· House in Highland
Modern cape near walkway
3 Beds · 2 baths · Sleeps 6 ·
Outdoor Space · Dishwasher · In Unit Laundry ·
From
$246/night
Check availability
Amenities
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Oven
Wifi
Other spaces
Kitchen
· House in Highland
Hudson Valley Retreat with sweeping views
4 Beds · 4 baths · Sleeps 12 ·
Hot Tub · Workspace · Mountains ·
From
$1,093/night
Check availability
Amenities
Hot Tub
Mountains
Waterfront
Fireplace
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Workspace, Balcony, Kitchen
· House in Highland
Quiet Hudson Riverfront Home & Pool with Spectacular View
5 Beds · 3 baths · Sleeps 10 ·
Walk In Closets · Private Pool · Fitness Center ·
From
$471/night
Check availability
Amenities
Walk In Closets
Private Pool
Fitness Center
Pool
Waterfront
Fireplace
Dishwasher
In Unit Laundry
Other spaces
Balcony, Kitchen
· House in Highland
Lovely Highland Home w/ Pool & Hot Tub!
4 Beds · 2 baths · Sleeps 7 ·
Toiletries · Tv · Microwave ·
From
$650/night
Check availability
Amenities
Toiletries
Tv
Microwave
Dishwasher
Oven
Wifi
Swimming Pool
Other spaces
Kitchen

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· House in Highland
Idyllic Home on the Hudson w/ Updated Interior!
3 Beds · 2 baths · Sleeps 6 ·
Central Heat · Toiletries · Tv ·
From
$223/night
Check availability
Amenities
Central Heat
Toiletries
Tv
Microwave
Free Parking
Fireplace
Dishwasher
Air Conditioning
Other spaces
Kitchen
· Apartment in Highland
Large Private Apt w King bed near New Paltz
1 Bed · 1 bath · Sleeps 4 ·
Outdoor Space · In Unit Laundry · Air Conditioning ·
From
$121/night
Check availability
Amenities
In Unit Laundry
Air Conditioning
Furnished
Oven
Wifi
Other spaces
Kitchen
· Apartment in Highland
Renovated Cottage in the Heart of Hudson Valley close to Walkway Over Hudson
1 Bed · 1 bath · Sleeps 2 ·
Fitness Center · Waterfront · In Unit Laundry ·
From
$143/night
Check availability
Amenities
Fitness Center
Waterfront
In Unit Laundry
Air Conditioning
Furnished
Oven
Wifi
Elevator
Other spaces
Kitchen
· Apartment in Highland
Getaway to a remote country
2 Beds · 1 bath · Sleeps 6 ·
Private Pool · Lake · Mountains ·
From
$270/night
Check availability
Amenities
Private Pool
Lake
Mountains
Fitness Center
Pool
Waterfront
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
· House in Highland
Hudson Valley 42 acre lake and hiking
4 Beds · 3 baths · Sleeps 8 ·
High Ceilings · Walk In Closets · Ev Charging ·
From
$495/night
Check availability
Amenities
High Ceilings
Walk In Closets
Ev Charging
Lake
Fitness Center
Pool
Waterfront
Fireplace
Other spaces
Balcony, Kitchen
· House in Highland
Beautiful Home - 4BR/2.5BA - Minutes away from stunning New Paltz
4 Beds · 3 baths · Sleeps 8 ·
Ev Charging · On Site Laundry · Lake ·
From
$379/night
Check availability
Amenities
Ev Charging
On Site Laundry
Lake
Mountains
Waterfront
Fireplace
Dishwasher
In Unit Laundry
Other spaces
Kitchen
· House in Highland
Farmhouse Near New Paltz & Walkway Over Hudson
3 Beds · 2 baths · Sleeps 6 ·
On Site Laundry · Balcony · Fireplace ·
From
$365/night
Check availability
Amenities
On Site Laundry
Fireplace
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Oven
Wifi
Other spaces
Balcony, Kitchen
· House in Highland
Idyllic Home on the Hudson w/ Updated Interior!
3 Beds · 2 baths · Sleeps 6 ·
Balcony · Fireplace · Dishwasher ·
From
$290/night
Check availability
Amenities
Fireplace
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Oven
Wifi
Other spaces
Balcony, Kitchen
· House in Highland
NEW! Dog-Friendly Highland Home w/ Pool & Hot Tub!
4 Beds · 2 baths · Sleeps 7 ·
Ceiling Fan · Fireplace · Dishwasher ·
From
$702/night
Check availability
Amenities
Ceiling Fan
Fireplace
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Oven
Wifi
Other spaces
Kitchen
· Apartment in Highland
Unit 1 Hudson RiverView -Price drop Sleeps 4 4213344-EV GRIZZLE 15 MIN -TRAIN
2 Beds · 1 bath · Sleeps 4 ·
Workspace · Fitness Center · Pool ·
From
$360/night
Check availability
Amenities
Fitness Center
Pool
Fireplace
In Unit Laundry
Air Conditioning
Furnished
Oven
Wifi
Other spaces
Workspace, Kitchen
· Apartment in Highland
Secluded Country Getaway
2 Beds · 1 bath · Sleeps 6 ·
Hardwood Floor · Assigned Parking · Private Pool ·
From
$144/night
Check availability
Amenities
Hardwood Floor
Assigned Parking
Private Pool
On Site Laundry
Lake
Mountains
Free Parking
Pool
Other spaces
Balcony, Kitchen
Showing 1 - 19 of 19 results
Home > New-york Vacation Rentals > Highland Vacation Rentals
Updated: March 9, 2023

Learn about vacation rentals in

Highland

Explore 19 vacation rentals near Highland, New York. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Highland, you can see photos of Highland vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Highland vacation rentals in specific areas. Whether you’re looking for a Highland staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Highland is $111 per night and the highest price is $1,093 per night.
2 of the vacation rentals near Highland are apartments or condos. The average bathroom count for this property type is 1. The median price for these vacation units is $240 per night. There are currently 1 vacation units under this price. 14 of the vacation rentals near Highland are houses. The average bathroom count for a vacation house near Highland is 2. The average price for vacation houses near Highland is $464 per night. There are 8 vacation homes under this price. The most common amenities for vacation rentals near Highland are: furnished, wifi, and kitchen. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

1 bed rentals

3 available

2 bed rentals

3 available

3 bed rentals

6 available

4+ bed rentals

7 available

Getting around Highland

Pedestrian friendly

4/10
Some shops and stores are within a few minutes.

Car friendly

9/10
Commuting is easy with multiple accessible routes and plenty of parking.

Transit friendly

2/10
FYI, there are little to no public transit options within walking distance.

Points of interest in Highland

Groceries

5/10
At least one grocery store within a 30-minute walk

Shopping

4/10
Some shops within walking distance

Cafes

3/10
Few or no cafés within walking distance

Restaurants

4/10
Some restaurants within walking distance

Parks

6/10
Moderate amount of park space nearby

Nightlife

2/10
Few or no bars within walking distance

Vacation Rentals in Highland, NY FAQ

How many vacation rentals in Highland are available?

There are currently 19 vacation rentals in Highland available. Our vacation rentals in Highland include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.

Are there any pet friendly vacation rentals in Highland?

Yes, right now there are 6 pet friendly vacation rentals in Highland. A pet friendly vacation rental in Highland means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.

Are there any vacation rentals in Highland with a pool?

Yes there are vacation rentals with a pool available in Highland, NY. View more detailed vacation spots on Vacations by Zumper.

Are there any vacation rentals in Highland with internet access?

As of March 9, 2023, there are vacation rentals with internet access available in Highland, New York. Check out more enjoyable destinations on Vacations by Zumper.

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