Search accommodations in Highland, NY

19 available accommodation offers

7 nights
2
1
  • airbnb
  • booking
  • makemytrip
  • oyo
  • yatra
  • goibibo
  • travelguru
  • cleartrip
  • vrbo
  • expedia
  • hotelscom
  • tripcom
  • agoda
Highland, NY place to stay
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

Rustic Hudson R. Home With Firepit/bar/billiard - Highland, NY
9.8 159 reviews
Highland, NY
01/10 – 05/10
₹21025/nighttotal: ₹84100 (4 )

Rustic Hudson R. Home With Firepit/bar/billiard

1 2
apartment , Hyde Park
This Hyde Park apartment is situated on the first floor of a building, just a short walk from the lakefront and a 2-kilometre drive from the University of Chicago. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is spacious and can accommodate up to 5 guests. It features a unique rustic design with a large entertainment area, a private patio with a fire pit, and a fully equipped kitchenette. Guests can enjoy a billiard/pong combo table, multiple TVs, laundry facilities, and access to outdoor spaces.
The House In Highland - Highland, NY
10 2 reviews
Highland, NY
01/10 – 05/10
₹74505/nighttotal: ₹298020 (4 )

The House In Highland

1 2
apartment , Highland
This three-bedroom flat offers a secluded Highland location, just a few kilometres from the Walkway Over the Hudson State Park and convenient access to New Paltz and Poughkeepsie.
This family-friendly property accommodates up to six guests, boasting high-speed internet, a kitchen, air conditioning, a jacuzzi, a garden, a fitness centre, and an entertainment zone with an 85-inch television, arcade machines, and a record player, along with outdoor amenities including a hot tub and wood-burning fireplace.
Classic Hudson Valley Riverfront House With Pool - Highland, NY
9.7 25 reviews
Highland, NY
08/10 – 16/10
₹78743/nighttotal: ₹629944 (8 )

Classic Hudson Valley Riverfront House With Pool

1 3
apartment , Highland
This spacious house is located on the Hudson River, just 90km north of New York City, offering easy access to the Hudson Valley's attractions, including Mohonk Mountain House and the towns of Beacon and New Paltz. The property boasts excellent user, location, and cleanliness ratings, making it an ideal choice for travellers seeking a comfortable and enjoyable stay.
The house has four bedrooms and two bathrooms, accommodating up to six guests. It offers a range of amenities, including a swimming pool, a garden, a fully equipped kitchen, and a game room, providing everything you need for a relaxing and entertaining holiday.
Zen Peaks Retreat - Highland, NY
9.9 15 reviews
Highland, NY
01/10 – 05/10
₹42908/nighttotal: ₹171632 (4 )

Zen Peaks Retreat

1 2
apartment , Highland
This Highland, New York colonial farmhouse, situated approximately 48 kilometres from the Mohonk Mountains and Lake Minnewaska, offers easy access to a rail trail just 8 kilometres away.
Sleeping up to 12 guests in four bedrooms and two bathrooms, this self-catering property boasts a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, a garden, fitness centre, parking, and Wi-Fi.

Best Highland, NY lodging with a pool

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

S'mores Studio Hideaway - Highland, NY
10 1 review
Highland, NY
01/10 – 05/10
₹19211/nighttotal: ₹76844 (4 )

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.
Highland Mansion - Highland, NY
8.2 10 reviews
Highland, NY
14/10 – 20/10
₹129068/nighttotal: ₹774408 (6 )

Highland Mansion

1 3
house , Milton
This Milton manor house, perfect for families, offers a luxurious stay with stunning views, conveniently located near Milton's major attractions (distance unspecified).
Sleeping up to 10 guests across 4 bedrooms and 6 bathrooms, this spacious property boasts a swimming pool, garden, and parking, alongside modern amenities including air conditioning and internet access.
Hudson Valley Highland Retreat W/ Pool - Highland, NY
9.7 34 reviews
Highland, NY
01/10 – 05/10
₹64219/nighttotal: ₹256876 (4 )

Hudson Valley Highland Retreat W/ Pool

1 2
apartment , Highland
The Highland Cottage is situated in the Town of Lloyd, just a short distance from New Paltz and a short walk to Berean Park, offering easy access to the Walkway over the Hudson, the Mid Hudson Bridge, and the Culinary Institute of America. This charming cottage provides a peaceful retreat for those seeking a blend of rural tranquility and convenient access to local attractions.
The Highland Cottage is a spacious 3-bedroom home that comfortably sleeps 8 guests. It offers a fully equipped kitchen, a comfortable living area, and a private patio with a swimming pool and a gas BBQ, perfect for relaxing evenings.
Hyde Park Luxury A-frame - Pool/chef Kitchen - Highland, NY
10 55 reviews
Highland, NY
01/10 – 05/10
₹125146/nighttotal: ₹500584 (4 )

Hyde Park Luxury A-frame - Pool/chef Kitchen

1 2
apartment , Haviland
This A-frame house is located in Hyde Park, just 145 kilometres from New York City, making it a convenient base for exploring the Hudson Valley. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The house has three bedrooms and three bathrooms, comfortably accommodating up to six guests. Amenities include a private pool, a spa, a screened-in cabana, dual fireplaces, game and movie rooms, a fully equipped kitchen, and a fitness centre.

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

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.
Hamptons On The Hudson: Pool, Spa, Bbq, Views! - Highland, NY
9.8 41 reviews
Highland, NY
08/10 – 16/10
₹281366/nighttotal: ₹2250928 (8 )

Hamptons On The Hudson: Pool, Spa, Bbq, Views!

1 3
apartment , Milton
This waterfront property in Milton offers stunning views of the Hudson River, just 0.8km from the riverfront and within 5km of Live At The Falcon and Marlboro Free Library. The apartment has consistently received excellent ratings for user experience, location, and cleanliness.
This spacious 5-bedroom home, spanning 465 square metres, can comfortably accommodate up to 10 guests. The property provides a range of amenities including a private pool, a jacuzzi, a terrace, a garden, and a spa, ensuring a luxurious and relaxing stay.
Two Tillson - Highland, NY
10 1 review
Highland, NY
08/10 – 16/10
₹43220/nighttotal: ₹345760 (8 )

Two Tillson

1 3
apartment , Highland
This apartment is situated on the grounds of the historic Inn at Twaalfskill, directly adjacent to the Hudson Valley Rail Trail, and within minutes of Vassar College, Marist University, and the Culinary Institute of America, offering convenient access to significant historic sites.
This stylish two-bedroom, two-bathroom flat sleeps up to five guests and features air conditioning, Wi-Fi, a kitchen equipped with a fridge and dishwasher, and off-street parking, with a garden also available for use.
Historic 1 Br Family Home Near Buttermilk Falls - Highland, NY
9.5 191 reviews
Highland, NY
08/10 – 16/10
₹22334/nighttotal: ₹178672 (8 )

Historic 1 Br Family Home Near Buttermilk Falls

1 3
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.

Best Highland, NY accommodations with a kitchen

Bucolic, Cozy Hudson Valley Studio Near All - Highland, NY
9.2 24 reviews
Highland, NY
01/07 – 31/08
₹9801/nighttotal: ₹597861 (61 )

Bucolic, Cozy Hudson Valley Studio Near All

1 2
studio , Highland
This charming studio apartment is located in a converted barn in Highland, just 5km from the Mid Hudson Bridge and 8km from the Metro North Poughkeepsie station. It has received excellent ratings for its location, cleanliness, and overall experience.
The self-catering studio is perfect for two guests and features a comfortable double bed, a sofa, and a fully equipped kitchen. You can enjoy the private patio, relax by the fire pit, or explore the 13-hectare wetland lake with a kayak or canoe (with host approval).
Black Walnut Tree Farm: 50-acres + Private Pond - Highland, NY
9.4 3 reviews
Highland, NY
14/10 – 20/10
₹84483/nighttotal: ₹506898 (6 )

Black Walnut Tree Farm: 50-acres + Private Pond

4 3
apartment , Clintondale
This Highland countryside farmhouse, a 33-minute (53km) drive from Mohonk Lake and 12-minute (19km) drive from the Walkway Over the Hudson State Historic Park, offers a convenient rural location near major attractions.
Sleeping up to eight guests, the property boasts three bathrooms, a fully equipped kitchen including dishwasher and microwave, Wi-Fi, laundry facilities, a private garden, and barbecue facilities, all within easy reach of Quartz Rock Vineyard and Franny Reese State Park.
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).
Night And Armor - Highland, NY
Highland, NY
14/10 – 20/10
₹15763/nighttotal: ₹94578 (6 )

Night And Armor

1 3
apartment , Poughkeepsie
This Poughkeepsie flat is located in a neighbourhood providing convenient access to local attractions.
This three-bedroom flat accommodates up to four guests and features air conditioning, internet, and a kitchen, with a fitness centre available for use.
©2026 cozycozy.com