Best apartment offers in Highland, NY

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Highland, NY apartments
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12 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

Cozy Escape With Stunning Hudson River Views - Highland, NY
10 2 reviews
Highland, NY
14/10 – 20/10
₹51447/nighttotal: ₹308682 (6 )

Cozy Escape With Stunning Hudson River Views

1 3
apartment , Milton
This four-bedroom, two-bathroom holiday home in Milton offers sweeping Hudson River views from its deck and is situated in the scenic Hudson Valley, close to numerous wineries, farms, and acclaimed dining options.
This spacious three-storey property accommodates up to eight guests, featuring air conditioning, a fitted kitchen with a dishwasher, a garden, a fitness centre, and parking, providing distinct living, sleeping, and entertainment areas for a comfortable stay.
Spacious 4bd Country Gem - Fire Pit & Chill Vibes - Highland, NY
10 21 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 – 20/10
₹941605/nighttotal: ₹5649630 (6 )

Private 37 Acre Lake Estate On 164 Acres - 11 Br

14 3
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.
Serene & Spacious Getaway - Highland, NY
9.7 115 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.

Best Highland, NY holiday apartments with a kitchen

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.
Views On Hudson River / Luxury Modern Home - Highland, NY
Highland, NY
15/07 – 27/07
₹80121/nighttotal: ₹961452 (12 )

Views On Hudson River / Luxury Modern Home

4 2
apartment , Highland
This luxurious dwelling offers a waterfront bluff experience on the Hudson River, located approximately 320 kilometres north of New York City within the scenic Hudson Valley.
This designer mid-century residence features 4 bedrooms and 3 bathrooms accommodating up to 8 guests, with a fully equipped kitchen, air conditioning, a garden, and an expansive deck providing spectacular views and exclusive access to the entire property and ample parking.
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.
Your Own Pied-a-terre "Walkway Over The Hudson" #1 - Highland, NY
9.8 192 reviews
Highland, NY
14/10 – 17/10
₹16775/nighttotal: ₹50325 (3 )

Your Own Pied-a-terre "Walkway Over The Hudson" #1

1 2
apartment , Poughkeepsie
This studio apartment is conveniently located in a central Poughkeepsie neighbourhood, just a kilometre from the Dutchess County Courthouse, Marist and Vassar Colleges, Vassar Brothers Medical Center, the Walkway Over The Hudson, the train station and the Hudson River Park. The studio has consistently received excellent ratings for location, cleanliness and user experience.
This self-catering apartment sleeps two guests and features a private entrance, a garden, a kitchen with a fridge and microwave, and air conditioning. Guests can enjoy the complimentary bicycles to explore the Walkway and Rail Trails, and the friendly hosts offer a free pick-up and drop-off service at the train station.

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

Black Walnut Farm: 50-acres + Private Pond - Highland, NY
Highland, NY
15/07 – 27/07
₹49280/nighttotal: ₹591360 (12 )

Black Walnut Farm: 50-acres + Private Pond

1 2
apartment , Clintondale
This 50-acre Highland, New York farmhouse, near New Paltz and approximately 50km from Poughkeepsie, offers a tranquil Hudson Valley escape.
The property boasts a chef's kitchen with soapstone counters, four bedrooms sleeping eight guests, three bathrooms, and outdoor amenities including a swimming pond, fire pit, and gas grill; small events and weddings are available upon request.
2br|1 King 1 Queen Bed|balcony|parking|strong Wifi - Highland, NY
9.9 146 reviews
Highland, NY
14/10 – 20/10
₹27075/nighttotal: ₹162450 (6 )

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

1 3
apartment , Poughkeepsie
This two-bedroom flat is ideally located in Poughkeepsie, just a short walk from the Walkway Over the Hudson and local restaurants and breweries. It has received excellent ratings for its cleanliness, location, and overall user experience.
The apartment has a spacious layout, comfortably accommodating up to six guests. Guests can enjoy a fully equipped kitchen, two balconies, cable TV and Roku, and a peaceful ambiance, making it a great choice for families and groups of friends.
Tranquil 1-bedroom Apartment With Ac In Charming Poughkeepsie - Highland, NY
Highland, NY
14/10 – 17/10
₹30426/nighttotal: ₹91278 (3 )

Tranquil 1-bedroom Apartment With Ac In Charming Poughkeepsie

1 2
apartment , Poughkeepsie
This Poughkeepsie flat offers a convenient base, located near Locust Grove and the Clinton House State Historic Site, with Franny Reese State Park and James Baird State Park also within reach.
This one-bedroom flat accommodates up to four guests, featuring air conditioning and heating for year-round comfort, and is situated a short distance from the Frances Lehman Loeb Art Centre and the Mid-Hudson Civic Centre.
Hudson Valley Escape: Hot Tub, Sun & River Views! - Highland, NY
10 3 reviews
Highland, NY
14/10 – 20/10
₹183733/nighttotal: ₹1102398 (6 )

Hudson Valley Escape: Hot Tub, Sun & River Views!

1 3
apartment , Highland
This recently renovated riverside dwelling in Highland offers unobstructed Hudson River views from every room, with expansive private outdoor spaces including a deck, patio, and stone terrace with a fire pit, situated just a short drive from local amenities and approximately 145 kilometres from NYC. This luxurious property boasts three bedrooms, two bathrooms, and accommodates up to six guests, featuring a chef's kitchen with high-end appliances, two fireplaces, a spa bathroom with steam shower and whirlpool bath, and a 4-season sunroom, with easy access to outdoor pursuits like kayaking and hiking, as well as local breweries and wineries.

Best pet-friendly Highland, NY holiday apartments

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

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.
Your Own Pied-a-terre "Walkway Over The Hudson"#2 - Highland, NY
9.7 111 reviews
Highland, NY
15/07 – 27/07
₹14080/nighttotal: ₹168960 (12 )

Your Own Pied-a-terre "Walkway Over The Hudson"#2

1 2
apartment , Poughkeepsie
This charming flat is situated in the heart of Poughkeepsie, just under 10 kilometres from Vassar College, Marist College, and the Walkway Over the Hudson, making it a convenient base for exploring the city. The property has consistently received excellent ratings for location, cleanliness, and overall experience, making it a popular choice for travellers.
The apartment is a one-bedroom, one-bathroom flat with a private entrance and can accommodate up to two guests. Features include a well-equipped kitchen, air conditioning, complimentary bicycles, a garden, and parking, ensuring a comfortable and enjoyable 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.
Private 37 Acre Lake Estate On 164 Acres - 11 Br - Highland, NY
9.9 28 reviews
Highland, NY
14/10 – 20/10
₹883203/nighttotal: ₹5299218 (6 )

Private 37 Acre Lake Estate On 164 Acres - 11 Br

14 3
apartment , Rifton
BLCK Creek, a family compound in Highland, New York, is situated approximately 145 kilometres from Manhattan, offering a tranquil escape in the serene hills.
This sprawling 164-acre property, comprising four unique lodgings – Black Bear Manor, White Tail Lodge, Turtle Cove, and Fox Cottage – accommodates up to 16 guests, boasting 14 bedrooms, 8 bathrooms, a private lake, and numerous on-site activities including hiking, kayaking, and yoga.
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