Estia Villas - Vacation Rentals in Highland
Villa
10.0
(
2 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Private Pool -
Pool -
Balcony/Terrace -
Pet Friendly
US $684
/Night
7 Nights - $4,787
Villa
10.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Fireplace/Heating -
Pet Friendly
-
Air Conditioner -
Internet
US $525
/Night
7 Nights - $3,672
See More Highland Vacation Rentals
Luxury Places to Stay in Highland
Over 65+
Luxury Places to Stay in or Near Highland
10.0
(
1 Review
)
14 Bedrooms
8 Bathrooms
29 Guests
10763.91 ft²
-
Fireplace/Heating
-
View -
Pet Friendly
-
Parking
US $9,099
/Night
7 Nights - $63,692
House
9.4
(
3 Reviews
)
14 Bedrooms
8 Bathrooms
29 Guests
10764 ft²
-
Hot Tub -
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
US $8,493
/Night
7 Nights - $59,450
House
10.0
(
6 Reviews
)
6 Bedrooms
6 Bathrooms
15 Guests
8000 ft²
-
Private Pool
-
Spa -
Fireplace/Heating
-
Pool
US $3,153
/Night
7 Nights - $22,070
House
10.0
(
72 Reviews
)
4 Bedrooms
5 Bathrooms
8 Guests
4100 ft²
-
Private Pool
-
Hot Tub
-
Spa
-
Fireplace/Heating
US $1,980
/Night
7 Nights - $13,861
House
10.0
(
5 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2078 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,079
/Night
7 Nights - $7,552
House
10.0
(
2 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2700 ft²
-
Hot Tub
-
Fireplace/Heating
-
Air Conditioner
-
Internet
US $967
/Night
7 Nights - $6,766
New
House
4 Bedrooms
3 Bathrooms
10 Guests
2701.74 ft²
-
Pet Friendly
-
Parking
-
Air Conditioner
-
Internet
US $950
/Night
7 Nights - $6,650
New
House
1 Bedroom
3 Bathrooms
8 Guests
-
Balcony/Terrace
-
Pet Friendly
-
Air Conditioner
-
Internet
US $900
/Night
7 Nights - $6,300
See More Highland Luxury Vacation Rentals
Find More Highland Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Highland
Over 14+
Top-Rated Vacation Rentals with a Pool in or Near Highland
House
9.8
(
29 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
3600 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Ocean View
US $576
/Night
7 Nights - $4,030
House
3 Bedrooms
2 Bathrooms
7 Guests
-
Fireplace/Heating
-
Pool
-
Kitchen -
Air Conditioner
US $621
/Night
7 Nights - $4,350
4 Bedrooms
2 Bathrooms
8 Guests
2497.23 ft²
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Parking
US $551
/Night
7 Nights - $3,855
House
4 Bedrooms
1 Bathroom
8 Guests
2500 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $408
/Night
7 Nights - $2,857
Apartment
1 Bedroom
1 Bathroom
2 Guests
-
Fireplace/Heating
-
Pool
-
Ocean View
-
Balcony/Terrace
US $133
/Night
7 Nights - $934
House
10.0
(
15 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Kitchen
US $375
/Night
7 Nights - $2,625
Apartment
10.0
(
11 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
700 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $185
/Night
7 Nights - $1,296
Apartment
9.8
(
33 Reviews
)
3 Bedrooms
1 Bathroom
4 Guests
800 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Ocean View
US $268
/Night
7 Nights - $1,876
Pet-Friendly Vacation Rentals in Highland
Over 22+
Pet-Friendly Vacation Rentals in or Near Highland
House
10.0
(
33 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2400 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $623
/Night
7 Nights - $4,359
Apartment
8.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
-
Pet Friendly
-
Kitchen
-
Parking
-
Air Conditioner
US $252
/Night
7 Nights - $1,764
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
500 ft²
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
-
View
US $231
/Night
7 Nights - $1,618
House
9.6
(
12 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
-
Hot Tub
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
US $426
/Night
7 Nights - $2,980
House
10.0
(
3 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1657 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $478
/Night
7 Nights - $3,349
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
8 Guests
2000 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Breakfast -
Pet Friendly
US $1,008
/Night
7 Nights - $7,056
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
460 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $298
/Night
7 Nights - $2,085
Apartment
8.6
(
4 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $120
/Night
7 Nights - $840
See More Pet-Friendly Vacation Rentals in Highland on PetFriendly.io
Large Vacation Homes & Villas in Highland
Over 10+
Large Vacation Homes & Villas in or Near Highland
Cabin
10.0
(
17 Reviews
)
5 Bedrooms
3 Bathrooms
16 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $655
/Night
7 Nights - $4,585
9.5
(
4 Reviews
)
5 Bedrooms
5 Bathrooms
10 Guests
2002.09 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
View
-
Parking
US $389
/Night
7 Nights - $2,725
House
9.6
(
5 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
-
Fireplace/Heating
-
Air Conditioner
-
Internet
-
Child Friendly
US $426
/Night
7 Nights - $2,979
House
4.7
(
3 Reviews
)
4 Bedrooms
4 Bathrooms
12 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $1,196
/Night
7 Nights - $8,372
House
5 Bedrooms
3 Bathrooms
11 Guests
-
Hot Tub
-
Spa
-
Fireplace/Heating
-
Balcony/Terrace
US $913
/Night
7 Nights - $6,389
House
10.0
(
2 Reviews
)
11 Bedrooms
8 Bathrooms
16 Guests
12800 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Breakfast
-
Kitchen
US $1,877
/Night
7 Nights - $13,141
House
10.0
(
1 Review
)
5 Bedrooms
5 Bathrooms
16 Guests
-
Fireplace/Heating
-
Kitchen
-
Parking
-
Air Conditioner
US $658
/Night
7 Nights - $4,608
House
13 Bedrooms
7 Bathrooms
37 Guests
5800 ft²
-
Hot Tub
-
Fireplace/Heating
-
Balcony/Terrace
-
Breakfast
US $3,796
/Night
7 Nights - $26,573
See More Family Vacation Rentals in Highland on FVR
Wheelchair Accessible Vacation Homes in Highland
Over 4+
Wheelchair Accessible Vacation Homes in or Near Highland
House
4 Bedrooms
3 Bathrooms
8 Guests
4500 ft²
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
-
Air Conditioner
US $495
/Night
7 Nights - $3,465
Bed & Breakfast
1 Bedroom
1 Bathroom
4 Guests
495.14 ft²
-
Fireplace/Heating
-
View
-
Breakfast
-
Pet Friendly
US $157
/Night
7 Nights - $1,099
Apartment
1 Bedroom
1 Bathroom
3 Guests
-
Pet Friendly
-
Kitchen
-
Air Conditioner
-
Child Friendly
US $250
/Night
7 Nights - $1,750
6.4
(
167 Reviews
)
1 Bathroom
339.06 ft²
-
Fireplace/Heating
-
Breakfast
-
Kitchen
-
Parking
US $80
/Night
7 Nights - $560
Highland Vacation Rentals and Airbnb Places to Stay Under $200
Over 7+
Highland Vacation Rentals and Airbnb Places to Stay Under $200
House
9.8
(
14 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Fireplace/Heating
-
Kitchen
-
Parking
-
Air Conditioner
US $170
/Night
7 Nights - $1,190
Apartment
1.0
(
1 Review
)
3 Bedrooms
1 Bathroom
2 Guests
-
Balcony/Terrace
-
Parking
-
Air Conditioner
-
Child Friendly
US $155
/Night
7 Nights - $1,085
Hotel
7.8
(
1003 Reviews
)
1 Bathroom
-
Balcony/Terrace
-
Breakfast
-
Kitchen
-
Parking
US $93
/Night
7 Nights - $652
House
1 Bedroom
1 Bathroom
4 Guests
-
Fireplace/Heating
-
Pet Friendly
-
Internet
-
Child Friendly
US $176
/Night
7 Nights - $1,232
1.0
(
1 Review
)
2 Bedrooms
1 Bathroom
6 Guests
1119.45 ft²
-
Oceanfront -
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $144
/Night
7 Nights - $1,008
Apartment
1 Bedroom
1 Bathroom
2 Guests
-
Private Pool
-
Pool
-
Pet Friendly
-
Air Conditioner
US $160
/Night
7 Nights - $1,120
Apartment
3 Bedrooms
2 Bathrooms
11 Guests
-
Fireplace/Heating
-
View
-
Pet Friendly
-
Parking
US $173
/Night
7 Nights - $1,210
See More Highland Vacation Rental Deals
Instantly Bookable Vacation Homes in Highland
Over 11+
Instantly Bookable Vacation Homes in or Near Highland
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
5 Guests
650 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $262
/Night
7 Nights - $1,833
House
9.4
(
36 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
-
Hot Tub
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
US $621
/Night
7 Nights - $4,344
Other
10.0
(
7 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Fireplace/Heating
-
Kitchen
-
Parking
-
Air Conditioner
US $389
/Night
7 Nights - $2,722
House
10.0
(
2 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
4064 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $571
/Night
7 Nights - $3,996
Cottage
9.6
(
25 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1000 ft²
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Breakfast
US $326
/Night
7 Nights - $2,279
House
9.4
(
6 Reviews
)
4 Bedrooms
2 Bathrooms
7 Guests
2406 ft²
-
Hot Tub
-
Kitchen
-
Parking
-
Air Conditioner
US $826
/Night
7 Nights - $5,782
Apartment
5.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
8 Guests
2303 ft²
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
-
Air Conditioner
US $1,103
/Night
7 Nights - $7,721
House
5.0
(
1 Review
)
2 Bedrooms
3 Bathrooms
8 Guests
800 ft²
-
Private Pool
-
Pool
-
Balcony/Terrace
-
Kitchen
US $360
/Night
7 Nights - $2,520
See More Highland Short-Term Vacation Rentals
About Highland Vacation Rentals
With more than 2 Highland vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Highland.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Highland, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Highland. Places to stay near Highland with prices averaging US $604 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Highland with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Highland
| Type | Count |
|---|---|
| Villas | 2 |
Use these Quick Filters to Find a Vacation Rental in Highland
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Highland.
Weather in Highland
View the weather forecast for Highland before booking your Highland Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Highland, NY
Estiavillas offers a large selection of top attractions around Highland. Research things to do on your vacation before you visit Highland.
Walkway Over the Hudson State Historic Park
Olana
Vanderbilt Mansion
Berean Park Beach
Harriman State Park
Apple Greens Golf Course
Dia Beacon
Kykuit
Lyndhurst Castle
West Park Winery
Francis Lehman Loeb Art Center
Franklin D Roosevelt Library & Museum
Storm King Art Center
Val-Kill
Catskill Mountains
United States Military Academy
Marist College
Train Station
Other Places to Stay Near Highland, NY
Walkway Over the Hudson State Historic Park
76 Properties
Apple Greens Golf Course
64 Properties
Berean Park Beach
53 Properties
Clintondale
46 Properties
West Park Winery
39 Properties
West Park
36 Properties
Lyndhurst Castle
34 Properties
Vanderbilt Mansion
34 Properties
Harriman State Park
34 Properties
Dia Beacon
34 Properties
Olana
34 Properties
Town of Lloyd
24 Properties
Highland Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Highland?
There are a lot of options in Highland. If you plan on staying in the Highland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Highland:
How many vacation rentals have private pools in Highland?
There are 1 vacation rentals with private pools near Highland. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Highland are best for families?
If you are looking for a family-friendly vacation home in Highland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Highland:
How many vacation rentals are available in Highland?
Currently, the total number of properties listed in 2026 is over 2 in the Highland area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Highland.
