Search accommodations in Highland, NY

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Highland, NY place to stay
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19 Lodgings in Highland, NY

Best family friendly Highland, NY lodging

Among the 19 accommodations in Highland, NY, here are the 4 best for families

Modern Hudson Valley Creekside Retreat + Hot Tub! - Highland, NY
10 92 reviews
Highland, NY
23/10 – 01/11
₹50116/nighttotal: ₹451044 (9 )

Modern Hudson Valley Creekside Retreat + Hot Tub!

4 2
cottage , Haviland
This charming cottage is situated in the Hudson Valley town of Hyde Park, a 1.5-hour drive from New York City and just 10 minutes from the Franklin D. Roosevelt Presidential Library and Museum. The property has received excellent ratings for location, cleanliness, and overall user experience.
The 209-square-metre cottage can comfortably accommodate up to 8 guests in its four bedrooms. Enjoy modern amenities, a peaceful creekside setting, and a host of outdoor activities, including a wood-fired hot tub, a fire pit, canoeing, kayaking, and hammock swings.
The Scenic Mansion With Breathtaking View - Highland, NY
8.8 18 reviews
Highland, NY
14/10 – 20/10
₹116329/nighttotal: ₹697974 (6 )

The Scenic Mansion With Breathtaking View

4 3
house , Milton
This luxurious Milton mountain villa boasts stunning views, situated 1.8km from Franny Reese State Park and under 5km from the Hudson River and Walkway Over the Hudson State Historic Park.
Sleeping up to 10 guests, this four-bedroom, six-bathroom property offers a private pool, tennis court, and ample amenities including a fully equipped kitchen, fireplace, and jetted tub, perfect for a family holiday near Berean Park Beach (5km).
Charming Brick House -Hudson Valley - Highland, NY
9.9 147 reviews
Highland, NY
23/10 – 01/11
₹34249/nighttotal: ₹308241 (9 )

Charming Brick House -Hudson Valley

3 2
apartment , Haviland
This charming house, situated just a short drive from the Culinary Institute of America in Poughkeepsie/Hyde Park, offers a peaceful retreat with its secluded location across from a wooded area. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The house, spanning 186 square metres, boasts three bedrooms and a bathroom, providing ample space for families or groups. Guests can enjoy a well-equipped kitchen, a private garden, a terrace, and a range of amenities including Netflix, Hulu, and an Apple TV, along with a washer and dryer.
S'mores Studio Hideaway - Highland, NY
Highland, NY
23/10 – 01/11
₹20131/nighttotal: ₹181179 (9 )

S'mores Studio Hideaway

1 2
studio , Highland
This Highland apartment, a studio, is located a 13-minute walk from the Franklin D Roosevelt Library & Museum and a 14-minute drive from the Walkway Over the Hudson State Historic Park.
This pet-friendly, family-approved accommodation for two includes air conditioning, Wi-Fi, a fridge, microwave, and access to a communal swimming pool and barbecue facilities.

Best Highland, NY lodging with a pool

Among the 19 accommodations in Highland, NY, here are the 4 best ones with a pool

Serenity Wildflower-creekside Escape W Pool, Sauna - Highland, NY
Highland, NY
23/10 – 01/11
₹145554/nighttotal: ₹1309986 (9 )

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.
The Hudson Valley Hideaway - Highland, NY
10 20 reviews
Highland, NY
14/10 – 17/10
₹24427/nighttotal: ₹73281 (3 )

The Hudson Valley Hideaway

1 2
apartment , Poughkeepsie
This Poughkeepsie apartment offers a self-contained flat with a separate entrance, conveniently located minutes from Vassar College, Marist College, the Culinary Institute of America, and the Walkway Over the Hudson.
The one-bedroom, one-bathroom dwelling sleeps two guests and includes a fully equipped kitchen, fast Wi-Fi, a smart TV, free on-site parking, and access to a seasonal swimming pool and patio.
Hudson Valley Estate 90 Min From Nyc Pet Friendly - Highland, NY
10 47 reviews
Highland, NY
15/07 – 27/07
₹152908/nighttotal: ₹1834896 (12 )

Hudson Valley Estate 90 Min From Nyc Pet Friendly

4 2
apartment , Highland
This spacious waterfront estate is situated in the Hudson Valley, just 90 minutes from New York City, offering a peaceful retreat from the city's hustle and bustle. The property has received excellent ratings for its location, cleanliness, and overall experience.
This large holiday home boasts four bedrooms and two bathrooms, comfortably accommodating up to 10 guests. The estate features a chef's kitchen, a private garden, a swimming pool, and a host of other amenities perfect for relaxation and entertainment.
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.

Frequently asked questions about accommodations in Highland, NY

  • What outdoor activities can visitors enjoy in and around Highland, NY?

    Highland is a haven for outdoor enthusiasts! Hiking, biking, and kayaking are all popular activities. You can explore the trails of the Shawangunk Ridge, go for a swim in Lake Minnewaska, or rent a kayak on the Hudson River.
  • When is the ideal time to plan a trip to Highland, NY?

    Spring and autumn are the most pleasant times to visit Highland, with mild temperatures and vibrant foliage. Summer can be hot and humid, while winter brings snow and cold temperatures, making it perfect for skiing and snowboarding.
  • What are the best walking or cycling routes in Highland, NY?

    The Overlook Mountain Trail is a popular hike with stunning views of the surrounding area. For a more leisurely stroll, try the Walkway Over the Hudson, a pedestrian bridge spanning the Hudson River. Cyclists will enjoy the Wallkill Valley Rail Trail, a paved path that follows the old rail line.
  • What nearby towns or cities can be explored from Highland, NY?

    New Paltz, a charming college town with a vibrant arts scene, is just a short drive away. Poughkeepsie, a larger city with a historic downtown and the Vassar College campus, is also worth exploring. And of course, you can easily get to New York City for a day trip.
  • What amenities can travelers expect from accommodations in Highland, NY?

    Highland offers a range of accommodations, from cozy bed and breakfasts to spacious hotels. Many accommodations offer amenities like swimming pools, fitness centers, and on-site restaurants. You can also find cabins and vacation rentals in the surrounding area.

Destinations nearby

Best Highland, NY accommodations with a garden

Lake Side Tiny House - Highland, NY
9.7 179 reviews
Highland, NY
14/10 – 17/10
₹20674/nighttotal: ₹62022 (3 )

Lake Side Tiny House

1 2
house , Fairview
This charming cottage is situated in a secluded wooded area, just a short distance from Fairview, offering a peaceful escape from the hustle and bustle. It has received excellent ratings for its location, cleanliness, and overall experience.
The property features a full bathroom and a well-equipped kitchen, perfect for preparing meals. Guests can enjoy the lakefront location, with opportunities for swimming, fishing, and kayaking, or simply relax and reconnect with nature in the tranquil surroundings.
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.
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.
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.

Best Highland, NY accommodations with a kitchen

Historic 4br Family Home Near Buttermilk Falls - Highland, NY
9.5 234 reviews
Highland, NY
14/10 – 17/10
₹57278/nighttotal: ₹171834 (3 )

Historic 4br Family Home Near Buttermilk Falls

1 2
apartment , Milton
This charming house in Milton, New York, is situated directly across the street from Buttermilk Falls Resort & Spa and a short walk from the Hudson River, offering easy access to the area's attractions. The property has received excellent user ratings for location, cleanliness, and overall experience.
This four-bedroom, two-bathroom house can accommodate up to 10 guests, making it ideal for families or groups of friends. The house offers modern amenities, including a fully equipped kitchen, air conditioning, and a garden with a fire pit, as well as unique features like a sunroom with dining for 10 and a dressing room with a makeup table.
Maple Branch Manor: Large Groups | Events, Parties - Highland, NY
Highland, NY
14/10 – 20/10
₹392187/nighttotal: ₹2353122 (6 )

Maple Branch Manor: Large Groups | Events, Parties

7 3
apartment , Milton
Maple Branch Manor is a grand estate situated in the Hudson Valley, less than 3.2 kilometres from Milton and minutes from the Hudson River, offering convenient access to local attractions and amenities.
This expansive seven-bedroom, seven-bathroom residence accommodates up to 14 guests and features a party barn with a pool table, a beauty room with styling stations, two fireplaces, and extensive outdoor entertaining areas with a stone patio, BBQ, and firepit.
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.
Charming Townhouse In Historic District - Highland, NY
9.7 52 reviews
Highland, NY
15/07 – 27/07
₹66081/nighttotal: ₹792972 (12 )

Charming Townhouse In Historic District

5 2
apartment , Poughkeepsie
This charming five-bedroom townhouse is situated in the Poughkeepsie Historic District, just a short walk from Vassar College and the Walkway Over the Hudson, offering stunning views of the Hudson River. The apartment has received excellent ratings for cleanliness, user experience and location, making it an ideal choice for travellers seeking a comfortable and well-maintained home away from home.
The spacious property features multiple levels, including a media room and a parlor level perfect for gatherings, accommodating up to eight guests. The townhouse boasts a fully equipped kitchen with a freezer, microwave oven and dishwasher, as well as air conditioning, a garden and internet access, ensuring a comfortable and enjoyable stay.
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