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  2. New York
  3. Town of Highlands
  4. Rentals by Owner

Discover Your Perfect Town of Highlands Rentals by Owner

Town of Highlands Rentals by Owner

More Top-Rated Rentals by Owner in Town of Highlands Area

Why Choose Rent By Owner for your Town of Highlands vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Town of Highlands

When should you plan your Rentals by Owner stay?

To make the most of your stay, consider visiting during the region’s optimal seasons when weather and local events enhance the experience for those booking a rental by owner in this charming destination.

Peak Season Highlights

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Summer (June to August)

During the peak summer months, you can enjoy warm daytime temperatures ideal for outdoor activities and exploring the natural beauty of the region.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Fall (September to November)

Autumn offers vibrant foliage and comfortable weather, making it a popular time to visit this destination and experience its scenic landscapes.

Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F

Off-Season Highlights

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Spring (March to May)

Spring sees fewer visitors, providing a quieter experience as you witness blooming flora and mild temperatures in the area.

Average Temperature Daytime: 50-65°F - Nighttime: 30-45°F
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Winter (December to February)

During winter, the region transforms into a snowy retreat, offering a peaceful atmosphere with lower demand for accommodations.

Average Temperature Daytime: 25-40°F - Nighttime: 15-25°F

Weekly Weather Forecast for Town of Highlands

How to Book Your Town of Highlands vacation rental

What's our booking process?

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

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

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

Explore and book the perfect rental in Town of Highlands

More Top-Rated Rentals by Owner in Town of Highlands Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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

  • Relax on your private outdoor patio or deck, perfect for enjoying the scenic views of the local landscape.
  • Take advantage of a spacious backyard area ideal for outdoor dining or family gatherings.
  • Enjoy access to a swimming pool or hot tub, providing a refreshing escape during your stay.
  • Make the most of well-maintained hiking trails or nature walks directly from your rental.
  • Utilize outdoor grilling facilities to complement your delicious meals with freshly cooked barbecue.
  • Benefit from ample parking space for outdoor gear and recreational vehicles.
  • Experience the serenity of a well-landscaped garden or wooded surroundings to unwind after exploring the area.

Top Attractions Around Town of Highlands

What attractions are nearby?

Nearby, you can explore a variety of outdoor activities and scenic spots that showcase the natural beauty of this destination, perfect for enhancing your stay with memorable adventures in the region.

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Family Activities

  • Hudson Highlands Nature Museum: Discover interactive exhibits and outdoor trails that engage children and families alike in the natural beauty of the region.
  • : Enjoy scenic hiking, picnicking, and family-friendly activities surrounded by the picturesque landscapes just moments from here.
  • : Take a family hike to this historic overlook for breathtaking views of the area’s river and mountain vistas.
  • : Embark on an accessible trail leading to a historic fire tower and panoramic overlooks, perfect for a memorable family outdoor adventure.
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Adult Activities

  • Hiking along the Appalachian Trail: Experience breathtaking views and outdoor adventure as you explore this popular trail that passes through the scenic surroundings of the area.
  • Fishing in local lakes and streams: Enjoy a peaceful day casting your line in nearby freshwater spots, renowned for their abundant fish and tranquil atmosphere.
  • Exploring state parks and nature preserves: Discover the natural beauty of the region by visiting parks that offer walking trails, wildlife viewing, and relaxing picnic areas.
  • Attending local cultural events and festivals: Immerse yourself in the area's vibrant community spirit by participating in seasonal festivals and art shows hosted within the destination.

Other Places to Stay in Town of Highlands, NY

West Point Museum
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United States Military Academy
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Michie Stadium
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Eisenhower Hall Theater
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West Point
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Fort Montgomery
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West Point Golf Course
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Highland Falls
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Town of Highlands Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature: Take advantage of the area's scenic parks and outdoor trails to fully experience the natural beauty that surrounds your rental in this charming region.
  • Connect with the Community: Engage with local events or visit nearby markets to gain authentic insights into the culture and lifestyle here.
  • Plan Your Activities Ahead: Book popular outdoor excursions or tours early through your rental host to ensure you make the most of your time in this destination.
  • Utilize Rental Amenities: Make full use of the facilities and conveniences offered by your owner-managed property to enjoy a comfortable and convenient stay.

Transportation Options

  • Personal Vehicles: Renting or bringing your own car offers the most flexibility for exploring the scenic region and reaching nearby attractions with ease.
  • Local Taxis and Rideshare Services: Taxis and rideshare options provide convenient transportation within the area, allowing you to travel comfortably without the need for parking or navigation concerns.
  • Public Transit: Local bus services connect key points in this destination, making it a cost-effective way to get around while enjoying the area's natural beauty.
  • Private Shuttle Services: Specialized shuttle services operate in and around the region, offering tailored transportation for excursions or group trips from your rental stay.

Local Customs Options

  • Respect for Nature: Locals in the area value environmental preservation, so you’ll find that eco-friendly practices are commonplace during your stay.
  • Quiet Hours: Maintaining a peaceful atmosphere is important here, especially during the evenings, so adhere to designated quiet times out of respect for neighbors.
  • Local Craftsmanship: Supporting regional artisans by purchasing handmade goods is a cherished tradition that reflects the area's appreciation for its unique heritage.
  • Community Celebrations: Participating in seasonal festivals and local events is a wonderful way to experience the region’s authentic culture and connect with residents.

Frequently Asked Questions About Town of Highlands Rentals by Owner

1. What are the top vacation rentals in Town of Highlands?

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

2. How many Rentbyowner vacation rentals are available in Town of Highlands?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 47 in the Town of Highlands area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Town of Highlands. 

3. How do I find the cancellation policy for a rental by owner in this area?

You can review the cancellation policy details on the individual listing provided by the owner. For specific questions or exceptions, it is recommended to contact the owner directly before completing your booking.

4. What should I know about checking in and check-out procedures for rentals here?

Check-in and check-out times are specified in each listing. To ensure a smooth stay, communicate with the owner if you have special requests or need flexibility with these times.

5. Are there any additional fees I should be aware of when booking a rental by owner?

Additional fees, such as cleaning or service charges, are listed on the booking page. Confirm these details with the owner during your reservation process to avoid surprises.

6. Can I modify my booking after it's confirmed?

Modification policies vary by owner; some may allow changes while others might require cancellations and re-bookings. Contact the owner directly through the platform to discuss any adjustments.

7. Is there a secure way to communicate with the owner during my stay in the region?

Yes, the platform offers a trusted messaging system to communicate securely with the owner. Use this feature to inquire about your stay or resolve any issues during your visit.

More Rentals You May Like Near Town of Highlands

More Top-Rated Rentals by Owner in Town of Highlands Area