Vacation rentals in Highland

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Popular amenities for Highland vacation rentals

Stay near Highland's top sights

Walkway Over the Hudson State Historic Park328 locals recommend
The Culinary Institute of America223 locals recommend
Mid-Hudson Children's Museum52 locals recommend
Marist College21 locals recommend
Shadows on the Hudson49 locals recommend
Poughkeepsie Station Parking47 locals recommend

Other great vacation rentals in Highland

Top guest favorite
An outdoor deck area is shown featuring several light-colored Adirondack chairs arranged around a stone fire pit. A neatly stacked pile of firewood is positioned against a backdrop of trees, creating a natural setting for relaxation and gatherings.
Home in Millerton
4.97 out of 5 average rating, 181 reviews

Vacation Home In Millerton

SarahRating, 5 stars1 week ago
We had a wonderful week at Corina's house while out for a family event! The house was spotless and the kitchen was stocked with everything we could need. The outside space was just as amazing. We had a great campfire one night, enjoyed using the grill, and our dog loved being able to run around the large yard. I'm sure we'll be back next year!
Guest favorite
A functional laundry area is presented, featuring stacked washer and dryer units in sleek white. A door leads to the outside, and a small rug covers the floor, providing traction. Shelves above hold extra linens, enhancing the space's practicality.
Home in Hensonville
5 out of 5 average rating, 10 reviews

Perfect Windham & Hunter Ski House 2 Miles to Mntn

PeterRating, 5 stars2 months ago
One of the best Airbnbs I've stayed at. The house is amazing - spacious, cozy, ad each room had their own temperature control! Plenty of communal space and the kitchen was very functional. The hosts were so responsive and nice and even offered to mail a piece of clothing we had left at the house afterwards. Definitely would come back again and highly recommended.
Superhost
The entrance of Minerals Resort and Spa is showcased, featuring a prominent sign surrounded by vibrant autumn foliage and colorful flower beds. The building's stone accents and unique architecture complement the natural scenery of the lush mountains in the background.
Condo in Vernon Township
4.73 out of 5 average rating, 111 reviews

200 yds Minerals - great for hotel weddings

SaraRating, 5 stars5 months ago
We had a great time! The unit is an easy walk to Minerals, and the layout was perfect for our needs. Joann was a fantastic host and we can’t wait to stay again!
Guest favorite
A wooden home is surrounded by lush greenery and manicured gardens. Flower beds with colorful blooms are visible in the foreground, while the house features a large deck. Mature trees provide a natural backdrop, enhancing the serene outdoor atmosphere.
Cottage in Greenwood Lake
4.96 out of 5 average rating, 48 reviews

5 bedroom 7 beds Cottage Sauna, Hike, Winery & Ski

JasonRating, 5 stars1 week ago
We had a great time at Carmine's place, highly recommend.
Top guest favorite
A spacious outdoor deck features black lounge chairs set beside a low wooden table. A contemporary black chiminea stands as a focal point, surrounded by trees and open land, creating a relaxing atmosphere for outdoor gatherings.
Home in Athens
5 out of 5 average rating, 16 reviews

Lake house with arcade games

AdrienneRating, 5 stars3 months ago
Rosane and Daniel's place was great. Very clean and comfortable. It was well stocked with everything we needed.
Guest favorite
Cabin in Shandaken
4.99 out of 5 average rating, 104 reviews

A Place Called Home in The Catskill

KateRating, 5 stars1 month ago
We just finished a two month rental of John’s wonderful home. Our family of 5 used the home primarily on the weekends when we were enjoying ski season at Belleayre Mountain. I can’t say enough great things about this home. Our family felt totally at home - every aspect was perfectly maintained and the home maximized comfort. Our favorite part of the home was the great room where we would watch movies on the huge family sofa in front of a crackling fire. It was the perfect way to end a day of skiing. Our kids loved the downstairs family room with the foosball table and there were lots of games to play and keep everyone busy and entertained. And the kitchen is huge and very well stocked with all the appliances you will ever need. So it was a fantastic 2 months and we look forward to renting this property again!
Guest favorite
A light-filled living space features a stone fireplace as a central focal point. Comfortable seating is provided by two mid-century style chairs, complemented by a soft area rug. Large windows offer views of the outdoors, enhancing the room's open feel.
Home in Tannersville
4.93 out of 5 average rating, 28 reviews

Luxury Spacious Private Home w/tub! Enjoy Spring

SantiagoRating, 5 stars2 months ago
It’s a fantastic place to stay—a well-designed, private home with a great layout. Conveniently located near the mountain, it’s perfect for skiing while still offering a peaceful retreat.
Superhost
An outdoor deck area features a circular table surrounded by six chairs. Two lounge chairs are positioned nearby, offering a comfortable seating arrangement. A gas grill is visible at the edge of the deck, set against a backdrop of lush greenery.
Chalet in Fleischmanns
4.73 out of 5 average rating, 158 reviews

Sauna equipped Belleayre Cozy Cabin

ChloeRating, 5 stars2 months ago
Perfect for a ski weekend. Sauna is great, and location cannot be beat.

Quick stats about vacation rentals in Highland

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    600 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

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