Vacation rentals in Highland, NY

16 available vacation rental offers

7 nights
2
1
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Highland, NY vacation rentals
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Best Vacation rentals and Airbnb offers in Highland, NY

Discover Family-Friendly Vacation Rentals in Highland, NY

The right family vacation rental in Highland, NY makes all the difference, keeping you close to top city attractions.

Black Walnut Tree Farm: 50-acres + Private Pond - Highland, NY
9.4 3 reviews
Highland, NY
07/15 – 07/27
$542/nighttotal: $6504 (12 )

Black Walnut Tree Farm: 50-acres + Private Pond

4 2
apartment , Clintondale
This Highland, New York farmhouse offers a family-friendly escape, a 33-minute drive from Mohonk Lake and 12 minutes from the Walkway Over the Hudson State Historic Park.
The three-bathroom property sleeps eight guests and includes a fully equipped kitchen, Wi-Fi, laundry facilities, a private garden, and barbecue, with nearby access to Quartz Rock Vineyard and Franny Reese State Park.

Best Highland, NY vacation rentals with parking

2br|1 King 1 Queen Bed|balcony|parking|strong Wifi - Highland, NY
9.9 146 reviews
Highland, NY
07/15 – 07/27
$257/nighttotal: $3084 (12 )

2br|1 King 1 Queen Bed|balcony|parking|strong Wifi

2 2
apartment , Poughkeepsie
This Poughkeepsie apartment is conveniently located within walking distance of local restaurants, breweries, and the Walkway Over the Hudson, offering easy access to the city's attractions. The apartment consistently receives excellent ratings for its location, cleanliness, and overall user experience.
This two-bedroom, one-bathroom rental can comfortably accommodate up to six guests. Enjoy a fully equipped kitchen, two balconies, 125 cable TV channels, a Roku TV, and a relaxing ambiance, perfect for a comfortable and enjoyable stay.
Charming Townhouse In Historic District - Highland, NY
9.7 52 reviews
Highland, NY
07/15 – 07/27
$692/nighttotal: $8304 (12 )

Charming Townhouse In Historic District

5 2
apartment , Poughkeepsie
This charming five-bedroom townhouse is located in the Poughkeepsie Historic District, just a short walk from the city's attractions, restaurants, and shops. The apartment consistently receives excellent ratings for cleanliness, location, and overall user experience.
The spacious home offers ample room for families or groups of friends, accommodating up to eight guests. Enjoy modern conveniences like air conditioning, a dishwasher, and a garden, perfect for relaxing or dining outdoors.

Frequently Asked Questions about vacation rentals in Highland, NY

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Top Vacation Rentals with Balconies in Highland, NY

Enjoy a Highland, NY vacation rental with a balcony and stunning city skyline views for a truly memorable stay.

Wooded Rhinebeck-beacon Area Escape W/outdoor Spa - Highland, NY
10 74 reviews
Highland, NY
07/15 – 07/27
$557/nighttotal: $6684 (12 )

Wooded Rhinebeck-beacon Area Escape W/outdoor Spa

1 2
apartment , Fairview
This Fairview apartment is located in Hyde Park, New York, just north of Poughkeepsie and a short drive from Rhinebeck, offering easy access to the Hudson Valley's attractions. The apartment consistently receives excellent ratings for its cleanliness, location, and overall guest experience.
The apartment features a unique design that blends mid-century modern style with vintage accents, creating a stylish and eclectic atmosphere. It comfortably accommodates up to four guests and includes a fully equipped kitchen, a spacious living room, a screened-in porch with a hot tub, and a pet-friendly policy.

Find the Best Dog-Friendly Vacation Rentals in Highland, NY

Travel with ease to Highland, NY with pet-friendly rentals located near local dog parks and scenic city walks.

Luxurious Private Log Cabin Retreat In Nature - Highland, NY
9.8 78 reviews
Highland, NY
07/15 – 07/27
$588/nighttotal: $7056 (12 )

Luxurious Private Log Cabin Retreat In Nature

1 2
cabin , Haviland
This charming cabin is located in the serene woods of the Hudson Valley, a short two-hour drive from New York City and a 15-minute drive from the Poughkeepsie train station. The cabin boasts excellent user, location, and cleanliness ratings, making it a highly recommended choice for travelers.
The cabin features three bedrooms and one bathroom, comfortably accommodating up to six guests. Guests can enjoy modern amenities like a fully equipped kitchen, a fitness center, a garden, and a spacious outdoor area with a fire pit, perfect for relaxing evenings under the stars.
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