Best apartment offers in Highland, NY

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Highland, NY apartments
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11 Best apartments in Highland, NY

Best family friendly Highland, NY Holiday Apartments and Self Catering Accommodations

Among the 11 accommodations in Highland, NY, here are the 4 best family friendly holiday apartments

Spacious 4bd Country Gem - Fire Pit & Chill Vibes - Highland, NY
9.9 67 reviews
Highland, NY
14/10 – 17/10
₹94690/nighttotal: ₹284070 (3 )

Spacious 4bd Country Gem - Fire Pit & Chill Vibes

1 2
apartment , Highland
The GemStone Home is a beautifully renovated 200-year-old stone house located in the charming town of Highland, just a short drive from the Walkway Over the Hudson, Red Maple Winery, and Minnewaska State Park. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
This spacious house comfortably accommodates eight guests in its four bedrooms, each with a queen-size bed and private bathroom. The GemStone Home offers a fully equipped kitchen, two living areas, a dedicated workspace, a large backyard with a patio, a BBQ grill, a fire pit, and a variety of games and entertainment options for guests to enjoy.
Charming Vacation House W/ Pool & Hottub - Highland, NY
10 36 reviews
Highland, NY
14/10 – 17/10
₹130557/nighttotal: ₹391671 (3 )

Charming Vacation House W/ Pool & Hottub

1 2
apartment , Highland
This holiday home in the Hudson Valley is just minutes from hiking and biking trails, farms, wineries, breweries, and restaurants, and less than 45 minutes from Thunder Ridge Ski Area. It has excellent user, location and cleanliness ratings.
The property has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It includes a range of modern amenities, such as a heated pool, a spa tub, a gourmet kitchen, and multiple TVs with Netflix access.
Spacious 4bd Country Gem - Fire Pit & Chill Vibes - Highland, NY
10 23 reviews
Highland, NY
14/10 – 17/10
₹116844/nighttotal: ₹350532 (3 )

Spacious 4bd Country Gem - Fire Pit & Chill Vibes

4 2
apartment , Highland
This Highland holiday home, situated in a rural setting within 9.6km of the Walkway Over the Hudson State Historic Park, Berean Park Beach, and the Franklin D. Roosevelt Presidential Library and Museum, offers a tranquil escape near popular attractions.
This 278 square metre property boasts four bedrooms, four bathrooms, and sleeps eight, featuring a fully equipped kitchen, private balcony, garden, parking, and free Wi-Fi.
Private 37 Acre Lake Estate On 164 Acres - 11 Br - Highland, NY
9.4 3 reviews
Highland, NY
14/10 – 17/10
₹966601/nighttotal: ₹2899803 (3 )

Private 37 Acre Lake Estate On 164 Acres - 11 Br

14 2
apartment , Rifton
This spacious Highland dwelling in Rifton boasts a waterfront location, 4.5km from the Franklin D. Roosevelt Presidential Library and Museum, and within 10km of Apple Greens Golf Course and Historic Huguenot Street.
The 1189 square metre property sleeps 29 guests across 14 bedrooms and 8 bathrooms, offering a Jacuzzi, terrace, garden, free Wi-Fi, and parking; water activities are readily accessible from its lakeside position.

Best Highland, NY holiday apartments with a kitchen

Serenity Wildflower-creekside Escape W Pool, Sauna - Highland, NY
Highland, NY
14/10 – 17/10
₹183273/nighttotal: ₹549819 (3 )

Serenity Wildflower-creekside Escape W Pool, Sauna

6 2
apartment , Marlboro
This secluded six-bedroom flat offers a peaceful retreat at the end of a long driveway, surrounded by orchards and wildflower farms, a short distance from Marlboro's agricultural landscape.
This spacious accommodation accommodates up to 12 guests, featuring a private creek-side escape, a swimming pool, a sauna, and ample outdoor space for enjoying nature.
Quiet Hudson Valley Escape - Highland, NY
8.9 11 reviews
Highland, NY
15/07 – 27/07
₹27126/nighttotal: ₹325512 (12 )

Quiet Hudson Valley Escape

1 2
apartment , Highland
This Highland, New York apartment is situated near the Mid-Hudson Bridge, offering easy access to Marist College and Vassar College (distances not specified).
The three-bedroom, three-bathroom property sleeps six guests and includes a fully equipped kitchen with dishwasher, air conditioning, parking, and internet access; nearby attractions include the Walkway Over the Hudson.
Stunning 5-bedroom House With Ac / Heat In Charming Poughkeepsie Ny - Highland, NY
9.6 4 reviews
Highland, NY
15/07 – 27/07
₹56773/nighttotal: ₹681276 (12 )

Stunning 5-bedroom House With Ac / Heat In Charming Poughkeepsie Ny

5 2
apartment , Poughkeepsie
This Poughkeepsie property is a five-bedroom dwelling situated near Franny Reese State Park and Vanderbilt Mansion National Historic Site, with attractions such as the Mid-Hudson Civic Centre and McCann Ice Arena also easily accessible.
This residence accommodates up to 18 guests across four queen beds and one king bed, offering air conditioning, heating, an iron, and a hairdryer, with a host available to assist during your stay.
Historic 1 Br Family Home Near Buttermilk Falls - Highland, NY
9.5 191 reviews
Highland, NY
15/07 – 27/07
₹22449/nighttotal: ₹269388 (12 )

Historic 1 Br Family Home Near Buttermilk Falls

1 2
apartment , Milton
This charming 1790 Stagecoach Stop is situated in Milton, New York, directly across the street from Buttermilk Falls Resort & Spa and just a short drive from Walkway Over The Hudson. The property has received excellent ratings for location, cleanliness, and overall user experience.
This one-bedroom, one-bathroom cottage can comfortably accommodate up to four guests and features a spacious kitchen, living room, and a sunroom with stunning views. Guests can enjoy a private garden, a fire pit, and modern conveniences like air conditioning, a coded deadbolt, and Roku Guest Mode for streaming entertainment.

Frequently asked questions about apartment rentals in Highland, NY

  • What is Highland, NY best known for?

    Highland is known for its beautiful scenery, its proximity to the Hudson River, and its charming small-town atmosphere. It's also a popular spot for hiking, biking, and other outdoor activities.
  • What are the top cultural spots to visit in and around Highland, NY?

    The Franklin D. Roosevelt Presidential Library and Museum in Hyde Park is a must-visit for history buffs. If you're interested in the arts, the Bard College campus has a number of galleries and performance spaces. For a more unique experience, check out the Dutchess County Fairgrounds which hosts various events throughout the year.
  • What are the closest cities to visit near Highland, NY?

    The nearest major city to Highland is Poughkeepsie, about 15 minutes away. Newburgh is another interesting city, about 30 minutes away. For a bigger city experience, you can head to New York City, about 90 minutes away.
  • What are the best ways to relax in Highland, NY?

    Highland is a great place to relax and unwind. You can take a stroll along the Hudson River or enjoy a picnic in Minnewaska State Park Preserve. For a more active experience, you can go for a hike in the Shawangunk Mountains.

Destinations nearby

Best Highland, NY holiday apartments with air conditioning

Your Own Pied-a-terre "Walkway Over The Hudson" #3 - Highland, NY
9.9 81 reviews
Highland, NY
14/10 – 17/10
₹16959/nighttotal: ₹50877 (3 )

Your Own Pied-a-terre "Walkway Over The Hudson" #3

1 2
apartment , Poughkeepsie
This studio apartment is conveniently located in Poughkeepsie, within easy walking distance of the Dutchess County Courthouse, Marist and Vassar Colleges, Vassar Brothers Medical Center, the Walkway Over the Hudson, the train station, and Hudson River Park. The property has received excellent ratings for cleanliness, location, and overall guest experience.
The self-contained apartment has a private entrance and can comfortably accommodate two guests. Enjoy the convenience of a fully equipped kitchen, a private garden, complimentary bicycles, and access to a gas and charcoal grill, a fire pit, and a patio.
Serene & Spacious Getaway - Highland, NY
9.7 116 reviews
Highland, NY
14/10 – 17/10
₹26156/nighttotal: ₹78468 (3 )

Serene & Spacious Getaway

1 2
apartment , Milton
This two-bedroom apartment is situated in a peaceful cul-de-sac in Highland, a short drive from restaurants, wineries, orchards, and hiking trails. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment offers a private backyard with a pergola, perfect for enjoying the outdoors, and a fully equipped kitchen with a dishwasher, fridge, freezer, and microwave. Guests can also benefit from air conditioning, parking, and internet access, ensuring a comfortable and convenient stay.
Wooded Rhinebeck-beacon Area Escape W/outdoor Spa - Highland, NY
10 74 reviews
Highland, NY
15/07 – 27/07
₹53138/nighttotal: ₹637656 (12 )

Wooded Rhinebeck-beacon Area Escape W/outdoor Spa

1 2
apartment , Fairview
This Fairview apartment is situated in Hyde Park, New York, just a short drive from Poughkeepsie and Rhinebeck, making it a great base for exploring the Hudson Valley. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is a comfortable and spacious property with two bedrooms, sleeping up to four guests. It offers a range of amenities, including a hot tub, a fully equipped kitchen, and a screened-in porch, perfect for relaxing after a day of exploring the local attractions.
Bella Woods ~ A Hidden Gem In The Heart Of It All~ - Highland, NY
10 9 reviews
Highland, NY
14/10 – 17/10
₹30276/nighttotal: ₹90828 (3 )

Bella Woods ~ A Hidden Gem In The Heart Of It All~

1 2
apartment , Highland
This Highland duplex apartment is situated less than 1.6km from the Walkway Over the Hudson, the Hudson Valley Rail Trail, and Highland Landing Park, offering easy access to these attractions and the Hamlet's amenities.
The self-catering property sleeps four guests in one bedroom and one bathroom, boasting a fully equipped kitchen, air conditioning, parking, a swimming pool, and excellent user reviews; ideal for exploring the Hudson Valley.

Best pet-friendly Highland, NY holiday apartments

Among the 11 accommodations in Highland, NY, here are the 4 best pet friendly holiday apartments

Splendid Isolation: Private Luxury. Breathtaking Modern Villa On Hudson Bluffs. - Highland, NY
9.9 146 reviews
Highland, NY
14/10 – 17/10
₹225946/nighttotal: ₹677838 (3 )

Splendid Isolation: Private Luxury. Breathtaking Modern Villa On Hudson Bluffs.

4 2
apartment , Highland
This stunning private residence is located on a peninsula overlooking the Hudson River in Highland, just 1.5 hours from New York City and a short drive from FDR's Birthplace & Summer White House. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The villa spans 381 square metres and can accommodate up to eight guests in its four bedrooms. The property offers a wide range of amenities and activities, including a heated saltwater pool, a tennis court, a hot tub, a gourmet kitchen, a 10' screen media room, a huge deck, a screened porch, Jacuzzis, steam showers, a sauna, and a private sculpture garden.
Historic Hyde Park Studio | Minutes From Fdr & Cia - Highland, NY
9.9 153 reviews
Highland, NY
14/10 – 17/10
₹43482/nighttotal: ₹130446 (3 )

Historic Hyde Park Studio | Minutes From Fdr & Cia

1 2
apartment , Hyde Park
This studio apartment is situated in Hyde Park, just a short walk from the Hudson River and the Vanderbilt Estate, offering easy access to the area's attractions. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment offers a comfortable and stylish space for two guests, with a private bathroom and a well-equipped kitchen. Amenities include air conditioning, parking, internet access, and keyless entry, ensuring a convenient and enjoyable stay.
Owl's Nest: A Pet-friendly  Nature Lover's Getaway Near Wineries & Hiking Trails - Highland, NY
9.8 122 reviews
Highland, NY
14/10 – 17/10
₹53538/nighttotal: ₹160614 (3 )

Owl's Nest: A Pet-friendly Nature Lover's Getaway Near Wineries & Hiking Trails

2 2
apartment , Plattekill
The Owls Nest apartment is located in the Marlboro Mountains, a peaceful area in the Hudson Valley, around 15 kilometres from the Walkway Over The Hudson. This apartment has received excellent ratings for location, cleanliness and overall experience.
The apartment has two bedrooms and one bathroom, suitable for up to four guests. It features a modern design with a spacious open plan layout, a sunroom with views of the wooded garden, a private patio with a fire pit, and access to a nearby trail.
S'mores Studio Hideaway - Highland, NY
10 1 review
Highland, NY
14/10 – 17/10
₹24684/nighttotal: ₹74052 (3 )

S'mores Studio Hideaway

1 2
apartment , Highland
This Highland studio apartment is located near John Burroughs’ Slabsides and Nature Sanctuary, the Walkway Over the Hudson, several wineries, and an apple orchard.
This pet-friendly studio offers accommodation for two guests, featuring a private swimming pool, an outdoor gas grill, a firepit, in-unit laundry, and central air conditioning, with exclusive use of the outdoor amenities while the owner resides on the property.
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