Highland Accommodations

House

Cozy Cottage Getaway in Clintondale Near New Paltz

9.8

Exceptional

(14 Reviews)

1 Bedroom 1 Bath 4 Guests

US $170/Night 7 Nights - US $1,190

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Private 37 Acre Lake Estate On 164 Acres - 11 Br

House

Private 37 Acre Lake Estate On 164 Acres - 11 Br

10.0

Exceptional

(1 Review)

14 Bedrooms 8 Baths 29 Guests 10763.91 ft²

US $9,099/Night 7 Nights - US $63,692

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Apartment

Step into history & unwind at Elixir apt a charming 🏡 at the❤️of NYHudson Valley

9.6

Exceptional

(7 Reviews)

1 Bedroom 1 Bath 6 Guests 850 ft²

US $262/Night 7 Nights - US $1,833

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7 Mi to The Walkway: Hudson Valley Adventure Base

House

7 Mi to The Walkway: Hudson Valley Adventure Base

10.0

Exceptional

(1 Review)

4 Bedrooms 2 Baths 8 Guests 2497.23 ft²

US $551/Night 7 Nights - US $3,855

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House

7 Mi to The Walkway: Hudson Valley Adventure Base

4 Bedrooms 1 Bath 8 Guests 2500 ft²

US $408/Night 7 Nights - US $2,857

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Spacious 4BD Country Gem - Fire Pit & Chill Vibes

House

Spacious 4BD Country Gem - Fire Pit & Chill Vibes

9.5

Exceptional

(4 Reviews)

5 Bedrooms 5 Baths 10 Guests 2002.09 ft²

US $389/Night 7 Nights - US $2,725

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House

The Cherry House - Mountain View Retreat Near New Paltz, Wineries & Weddings

10.0

Exceptional

(33 Reviews)

4 Bedrooms 3 Baths 8 Guests 2400 ft²

US $623/Night 7 Nights - US $4,359

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Apartment

Highland, New York Entire apartment - Country side

8.0

Excellent

(1 Review)

1 Bedroom 1 Bath 2 Guests

US $252/Night 7 Nights - US $1,764

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House

Spacious 4BD Country Gem - Fire Pit & Chill Vibes

10.0

Exceptional

(22 Reviews)

4 Bedrooms 3 Baths 8 Guests 3000 ft²

US $689/Night 7 Nights - US $4,824

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House

Secluded Country Getaway

1.0

Average

(1 Review)

2 Bedrooms 1 Bath 6 Guests 1119.45 ft²

US $144/Night 7 Nights - US $1,008

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Cabin

Mountain Ridge Retreat - Private & Peaceful Getaway. Family & Pet Friendly

10.0

Exceptional

(17 Reviews)

5 Bedrooms 3 Baths 16 Guests

US $655/Night 7 Nights - US $4,585

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Apartment

Chic New York Studio with Kitchen

1.0

Average

(1 Review)

3 Bedrooms 1 Bath 2 Guests

US $155/Night 7 Nights - US $1,085

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More Top-Rated Accommodations in Highland Area

Why Choose Rent By Owner for your Highland Accommodations?

What makes our Accommodations special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

Diverse Options

From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Highland

When should you plan your Accommodations stay?

Choosing the right time to vacation here can enhance your experience, as the region offers different experiences throughout the year, so consider seasons and local events to find the ideal period for your stay in Highland, New York.

Peak Season Highlights

summer (June to August)

During these months, the area experiences warm weather, making it an ideal time for outdoor activities and exploring the scenic landscape of Highland, New York.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F

fall (September to November)

The vibrant foliage and crisp air draw visitors seeking to enjoy the breathtaking autumn scenery in this destination during the peak fall season.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

winter (December to February)

Cold temperatures and potential snowfalls characterize winter here, offering a peaceful retreat for those looking to escape the crowds and enjoy seasonal tranquility.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F

early spring (March to May)

As the region transitions from winter, fewer visitors come to appreciate the early signs of spring, providing a quieter experience for your stay in Highland.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Highland

How to Book Your Highland Accommodations

What's our booking process?

Our platform allows you to browse a curated selection of accommodations. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Highland

More Top-Rated Accommodations in Highland Area

Common Accommodations Amenities

What amenities can you expect?

Our Accommodations are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

Fully-equipped kitchens with modern appliances
Comfortable living areas with flat-screen TVs
Free Wi-Fi for staying connected
Air conditioning and heating for year-round comfort
In-unit washers and dryers for convenience
Luxurious bedrooms with premium bedding
Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

Enjoy spacious outdoor patios or decks perfect for relaxing and entertaining.
Make the most of private gardens or yard spaces to unwind amidst nature.
Take advantage of outdoor grilling areas or barbecue facilities for al fresco dining.
Benefit from access to nearby outdoor recreational areas like parks or trails.
Experience the comfort of outdoor furniture designed for lounging and enjoying the fresh air.
Utilize outdoor fire pits or fireplaces to gather with friends and family during cooler evenings.
Explore available amenities such as private pools or hot tubs to enhance your outdoor experience.

Top Attractions Around Highland

What attractions are nearby?

Nearby, you can enjoy a variety of outdoor activities such as hiking scenic trails, exploring lush parks, and engaging in water sports on the nearby rivers and lakes, all within easy reach of your stay in Highland, New York.

Family Activities

Walkway Over the Hudson State Historic Park Enjoy a family-friendly stroll across one of the world's longest elevated pedestrian bridges with stunning views of the river and surrounding landscape.
Mid-Hudson Children's Museum Engage your kids with interactive exhibits and hands-on activities designed to inspire curiosity and learning in a welcoming environment.
Hiking in the Hudson Highlands Explore scenic trails suitable for all ages, offering breathtaking vistas and opportunities to connect with nature right here in this region.
Boat Tours on the Hudson River Experience the area's natural beauty from the water through guided or private boat tours perfect for family adventures.

Adult Activities

Hiking along the Appalachian Trail Experience scenic views and outdoor adventure on one of the region's most iconic trails, perfect for outdoor enthusiasts visiting Highland.
Visiting local wineries Explore the area's renowned wineries and enjoy tastings amidst beautiful vineyard settings that highlight the region's rich viticultural tradition.
Exploring the Hudson River Take a boat tour or engage in water activities on the nearby Hudson River, offering stunning vistas and relaxing leisure options.
Discovering historic sites Immerse yourself in the area's history by visiting well-preserved landmarks and cultural attractions that tell the story of the region.

Other Places to Stay in Highland, NY

Highland Travel Tips

How Can You Make the Most of Your Stay?

Explore local outdoor activities: Take advantage of the area's scenic parks and trails for outdoor adventures that showcase the natural beauty of this destination.
Visit nearby cultural sites: Immerse yourself in regional history by exploring cultural attractions known for their unique charm and heritage.
Plan your itinerary ahead: Organize your stay to include the best times for visiting popular spots and making the most of your time here.
Choose strategic accommodations: Select a well-located property through RentByOwner.com that offers convenient access to both relaxation and exploration within the region.

Transportation Options

Car Rental Services Renting a car offers the flexibility to explore Highland and its scenic surroundings at your own pace, making it easier to access various accommodations throughout the area.
Public Transit Bus and train options connect Highland to nearby cities and attractions, providing a reliable and economical means of transportation for visitors staying in local properties.
Taxi and Rideshare Services Taxis and ridesharing apps like Uber or Lyft provide convenient point-to-point transportation within the region, ideal for quick trips from your Highland accommodation.
Biking and Walking Options The area features scenic biking trails and pedestrian-friendly paths, allowing you to enjoy the natural beauty of Highland while traveling eco-friendly distances from your stay.

Local Customs Options

Local Craftsmanship: Residents take pride in their handmade artisanal products, which reflect the region’s rich cultural heritage and tradition.
Seasonal Festivals: Celebrating the changing seasons with local festivals, this area emphasizes community participation and preserving its unique customs.
Traditional Cuisine: The local culinary scene features distinctive dishes passed down through generations, offering an authentic taste of the region’s history.
Respect for Nature: Visitors are encouraged to observe eco-friendly practices and respect the natural landscape that defines this destination’s identity.

Frequently Asked Questions about Highland Accommodations

1. What are the top Accommodations in Highland?

There are a lot of options in Highland. If you plan on staying in the Highland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Accommodations in Highland:

2. How many Accommodations are available in Highland?

Currently, the total number of properties listed by RBO in 2026 is over 62 in the Highland area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in Highland. 

3. What is the cancellation policy for accommodations in Highland, New York?

Cancellation policies vary depending on the property listing. It is recommended that you review the specific cancellation terms directly on the listing before completing your booking or contact the property owner for detailed information.

4. Are there any additional fees I should be aware of when booking a stay here?

Additional fees such as cleaning charges, service fees, or local taxes may apply. These details will be clearly outlined during the booking process, and you can also inquire directly with the property owner for clarification.

5. How can I ensure my booking is secure and verified?

Bookings made through this destination are secured through trusted platform protocols. Always check for verified listings and read reviews from previous guests to ensure a reliable and genuine reservation experience.

6. Is it possible to make special requests or accommodations during my stay?

Many hosts are open to special requests, but it’s best to contact the property owner beforehand to discuss your needs. Confirming these details prior to booking helps ensure a smooth stay.

7. What amenities are typically available at properties in the area?

Amenities vary by property, but common offerings include Wi-Fi, parking, kitchen facilities, and outdoor spaces. Specific amenities are listed on each property page, so reviewing those details will provide clarity for your stay.