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  2. New York
  3. Glen Head
  4. Rentals by Owner

Discover Your Perfect Glen Head Rentals by Owner

Glen Head Rentals by Owner

More Top-Rated Rentals by Owner in Glen Head Area

Why Choose Rent By Owner for your Glen Head 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 Glen Head

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 conditions enhance your experience and help you find the ideal rental by owner in Glen Head, New York, USA.

Peak Season Highlights

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Summer (June to August)

During the warm summer months, you can enjoy longer daylight hours and pleasant weather, making it an ideal time for outdoor activities in this area.

Average Temperature Daytime: around 80°F (27°C) - Nighttime: about 65°F (18°C)
autumn
Fall (September to November)

Autumn brings vibrant foliage and cooler temperatures, providing a picturesque setting for exploring the region's natural beauty.

Average Temperature Daytime: approximately 70°F (21°C) - Nighttime: near 50°F (10°C)

Off-Season Highlights

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Winter (December to February)

This quieter period offers a calm escape with colder temperatures, perfect for visitors seeking tranquility away from the peak crowds.

Average Temperature Daytime: around 40°F (4°C) - Nighttime: about 25°F (-4°C)
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Spring (March to May)

As the region transitions into warmer weather, spring provides a peaceful atmosphere with blooming flora and fewer tourists.

Average Temperature Daytime: roughly 60°F (16°C) - Nighttime: near 40°F (4°C)

Weekly Weather Forecast for Glen Head

How to Book Your Glen Head 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 Glen Head

More Top-Rated Rentals by Owner in Glen Head 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

  • You can enjoy spacious outdoor patios or decks, perfect for relaxing or entertaining during your stay.
  • Expect well-maintained gardens or landscaped yards that enhance the scenic beauty of the area.
  • Many rentals offer outdoor dining areas, ideal for savoring meals while taking in the fresh regional air.
  • Look for properties featuring private or shared BBQ grills to host enjoyable cookouts with friends and family.
  • Outdoor swimming pools are common, providing a refreshing escape during warmer months in this destination.
  • Some rentals include sports facilities such as tennis courts or basketball hoops for active recreation.
  • Explore options with available outdoor fire pits or fireplaces, perfect for cozy evenings in the region’s crisp evenings.

Top Attractions Around Glen Head

What attractions are nearby?

Within this vibrant region, you can enjoy a variety of outdoor activities and local attractions that provide a perfect backdrop for your stay in Glen Head, New York, USA, offering memorable experiences just moments from your rental by owner.

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Family Activities

  • Brightwaters Nature Preserve: Enjoy a family-friendly outdoor adventure with scenic walking trails and picnic spots within a peaceful natural setting.
  • Glen Head Community Park: Spend quality time together engaging in sports, playground activities, or simply relaxing amid the lush surroundings of this inviting park.
  • Long Island Children's Museum: Explore interactive exhibits and educational programs designed to inspire curiosity for children of all ages in nearby Long Island.
  • North Shore Historical Museum: Discover local history through engaging exhibits that provide an enriching experience suitable for the entire family here in the region.
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Adult Activities

  • Hiking at the North Shore Trail: Explore scenic views and enjoy a refreshing outdoor experience along this popular trail in the region surrounding Glen Head.
  • Golf at the Glen Head Country Club: Improve your swing and relax on well-maintained greens at this esteemed golf course, offering a perfect day for enthusiasts nearby.
  • Visit the local wineries and tasting rooms: Sample regional wines and learn about local viticulture at charming establishments just a short drive from here.
  • Explore local art galleries and cultural spots: Discover the vibrant arts scene within the area by visiting galleries that showcase talented local artists and exhibitions.

Other Places to Stay in Glen Head, NY

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Glenwood Landing
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Old Brookville
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Brookville
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Glen Head Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Outdoor Spaces: Take advantage of nearby parks and trails to enjoy the area's natural beauty and outdoor recreation during your stay.
  • Plan Your Dining Experiences: Discover local eateries and cafes to experience regional cuisine and support small businesses in this welcoming destination.
  • Utilize Nearby Amenities: Make the most of community facilities such as markets, shops, and service providers to enhance your comfort and convenience here.
  • Connect with the Community: Engage with local events or gatherings to immerse yourself in the region’s culture and make meaningful connections during your visit.

Transportation Options

  • Long Island Rail Road: You can access convenient rail services connecting to the region’s major hubs, making travel from here to New York City quick and reliable.
  • Public Bus Services: Local bus routes offer affordable transportation options within the area and to nearby destinations, ideal for exploring the surrounding region.
  • Taxi and Rideshare Services: Private taxis and rideshare companies operate throughout the town, providing flexible, on-demand travel choices for your stay.
  • Car Rentals: Renting a vehicle gives you the freedom to explore the region at your own pace, with numerous rental agencies offering services close to here.

Local Customs Options

  • Respect for Local Holidays: Participating in or observing local holidays in the area shows appreciation for the community’s traditions and enhances your cultural experience.
  • Community Dining Etiquette: When dining with locals, it’s customary to be punctual and to share in the regional hospitality that often emphasizes communal meals.
  • Environmental Conservation Practices: The region values sustainability, so engaging in eco-friendly practices during your stay helps preserve its natural beauty.
  • Respect for Residential Privacy: Maintaining a quiet demeanor and respecting private properties is appreciated when exploring neighborhoods around here.

Frequently Asked Questions About Glen Head Rentals by Owner

1. What are the top vacation rentals in Glen Head?

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

2. How many Rentbyowner vacation rentals are available in Glen Head?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 122 in the Glen Head 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 Glen Head. 

3. What is the cancellation policy for a rental by owner in Glen Head, New York?

You should review the specific cancellation terms outlined in each listing on Rent By Owner. Policies can vary depending on the owner, so it's important to read these details carefully before booking.

4. How do I contact the owner of a rental in this area for special requests?

You can reach out directly to the property owner through the messaging system provided on the booking platform. This allows you to discuss any special requirements or questions prior to confirming your reservation.

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

Additional fees, such as cleaning or service charges, are typically specified in the listing details. Always check the full pricing breakdown before finalizing your booking to ensure transparency.

6. What amenities are commonly included in rentals by owner in Glen Head?

Listings usually feature amenities like Wi-Fi, parking, and kitchen facilities. For specifics, review the property description and amenities list on each individual listing to confirm what is included during your stay.

7. Is there a minimum stay requirement for vacation rentals in the region?

Minimum stay policies vary by property. It’s best to verify the duration requirements directly on the listing or contact the owner to ensure your preferred travel dates meet their criteria.

More Rentals You May Like Near Glen Head

More Top-Rated Rentals by Owner in Glen Head Area