Find Vacation Rentals in Highland

We have 59 properties to choose from
Highland
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Highland
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Popular Highland Vacation Rentals

Find the perfect Highland vacation rental

Cottage Highland
$525 per night
Cottage ∙ 10 guests ∙ 3 bedrooms
5.0
Outstanding (32 ratings)
Highland, Sullivan County, New York, United States
Details
Vrbo
Details
Details
Cottage Highland
$184 per night
Cottage ∙ 3 guests ∙ 1 bedroom
4.9
Outstanding (35 ratings)
Highland, Sullivan County, New York, United States
Details
Vrbo
Details
Details
House Highland
$279 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (180 ratings)
Highland, Sullivan County, New York, United States
Details
Vrbo
Details
Details
Cabin Highland
$138 per night
Cabin ∙ 6 guests ∙ 1 bedroom
4.9
Outstanding (188 ratings)
Highland, Sullivan County, New York, United States
Details
Vrbo
Details
Details
House Highland
$477 per night
House ∙ 12 guests ∙ 4 bedrooms
4.7
Excellent (61 ratings)
Highland, Sullivan County, New York, United States
Details
Vrbo
Details
Details
House Highland
$222 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (50 ratings)
Highland, Sullivan County, New York, United States
Details
Vrbo
Details
Details
Cabin Highland
$373 per night
Cabin ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (38 ratings)
Highland, Sullivan County, New York, United States
Details
Vrbo
Details
Details
Apartment Highland
$169 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (57 ratings)
Highland, Sullivan County, New York, United States
Details
Vrbo
Details
Details
House Highland
$291 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (21 ratings)
Highland, Sullivan County, New York, United States
Details
Vrbo
Details
Details
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Recommended Rentals With Pools

House  Highland
$1,174 per night
House ∙ 21 guests ∙ 1 bedroom
5.0
Outstanding (33 ratings)
Highland, Sullivan County, New York, United States
Pool
Details
Vrbo
Details
Details
Villa  Highland
$773 per night
Villa ∙ 28 guests ∙ 8 bedrooms
4.9
Outstanding (23 ratings)
Highland, Sullivan County, New York, United States
Pool
Details
Vrbo
Details
Details
House  Highland
$3,035 per night
House ∙ 36 guests ∙ 11 bedrooms
4.9
Outstanding (218 ratings)
Highland, Sullivan County, New York, United States
Pool
Details
Vrbo
Details
Details
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Pet-Friendly Homes and Apartments

House  Highland
$716 per night
House ∙ 8 guests ∙ 4 bedrooms
Highland, Sullivan County, New York, United States
Pet-friendly
Details
HomeToGo
Details
Details
Cabin  Highland
$362 per night
Cabin ∙ 8 guests ∙ 3 bedrooms
4.9
Outstanding (14 ratings)
Highland, Sullivan County, New York, United States
Pet-friendly
Details
Vrbo
Details
Details
House  Highland
$319 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (7 ratings)
Highland, Sullivan County, New York, United States
Pet-friendly
Details
Vrbo
Details
Details
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Best vacation rentals with a balcony

House  Highland
$256 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (24 ratings)
Highland, Sullivan County, New York, United States
Balcony
Details
Vrbo
Details
Details
Cottage  Highland
$162 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Highland, Sullivan County, New York, United States
Balcony
Details
Vrbo
Details
Details
House  Highland
$339 per night
House ∙ 6 guests ∙ 3 bedrooms
4.2
Very good (10 ratings)
Highland, Sullivan County, New York, United States
Balcony
Details
Vrbo
Details
Details
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Frequently Asked Questions

What is the price of vacation rentals in Highland?

Vacation rentals in Highland are priced starting at $129 per night.

Can I see all vacation rentals that are available in Highland?

On tripping.com, you will find 59 available vacation rental offers in Highland.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Highland

Find the best Highland vacation rentals on Tripping.com. With over 85 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Highland range from $49 a night. Many rentals can also be booked directly online. Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 62 homes in Highland offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 18 rentals with pool or jacuzzi, or relax with the family in one of the 54 homes with cable TV. For all those pet owners with dogs or cats, Highland offers 20 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com. Search properties from 6 vacation rental sites in Highland where the top providers in that area are HomeAway, HRS Holidays, and Booking.com. There are 26 HomeAway rentals, 18 HRS Holidays short term rentals and 16 Booking.com vacation rentals.

Where are travelers searching to stay Highlands?

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