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  2. New York
  3. Poughkeepsie
  4. Brewster
  5. Rentals by Owner

Discover Your Perfect Brewster Rentals by Owner

Brewster Rentals by Owner

New
House
Lakeside living !
  • Air Conditioner
  • Bedding/Linens
  • Fireplace/Heating
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More Top-Rated Rentals by Owner in Brewster Area

Why Choose Rent By Owner for your Brewster 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 Brewster

When should you plan your Rentals by Owner stay?

Choosing the right time to visit here can enhance your experience, allowing you to enjoy the region's natural beauty and local events at their best while ensuring your rental by owner in Brewster aligns with the ideal seasonal conditions.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy the region's warm weather and longer daylight hours, making it ideal for outdoor activities and scenic exploration from your rental here.

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

Autumn offers vibrant foliage and crisp air, creating a picturesque setting that enhances your stay in this destination during the peak fall season.

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

Off-Season Highlights

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Winter (December to February)

The winter months bring cooler temperatures and quieter surroundings, providing a peaceful retreat for those seeking a cozy rental experience here.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
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Spring (March to May)

Springtime transforms the area with blooming scenery and mild weather, offering a tranquil atmosphere perfect for exploring your rental here without the crowds.

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

Weekly Weather Forecast for Brewster

How to Book Your Brewster 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 Brewster

More Top-Rated Rentals by Owner in Brewster 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

  • Enjoy outdoor dining areas with picnic tables and grills, perfect for gatherings in the fresh air.
  • Take advantage of spacious yards or gardens for relaxing walks or outdoor activities.
  • Make use of private or shared decks and patios to soak up the scenic surroundings.
  • Explore nearby nature trails or walking paths accessible directly from your rental.
  • Benefit from outdoor swimming pools that offer a refreshing escape in good weather.
  • Relax in cozy fire pits or outdoor fireplaces for evening get-togethers under the stars.
  • Utilize outdoor recreational facilities like volleyball courts or basketball hoops where available.

Top Attractions Around Brewster

What attractions are nearby?

Nearby, you can explore a variety of outdoor activities and local attractions that showcase the region’s natural beauty and charm, providing plenty of opportunities to enjoy your stay here in Brewster, New York.

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Family Activities

  • Brewster Historical Society Museum: Discover local history through engaging exhibits that are perfect for family outings in the area.
  • Fowler Park: Enjoy a relaxing day outdoors with playgrounds, picnic areas, and scenic views, making it ideal for family picnics in Brewster.
  • Catskill Animal Sanctuary: Experience an educational visit where your family can learn about animal rescue efforts and meet the sanctuary’s residents in this region.
  • Beacon Sloop Club: Take part in family-friendly sailing trips or festivals on the water, offering memorable experiences here in the area.
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Adult Activities

  • Visit the Brewster Historical Society Museum: Explore local history through engaging exhibits that provide a deeper understanding of this destination's rich past.
  • Enjoy outdoor activities at Lake Mahopac: Engage in kayaking, paddleboarding, or lakeside relaxation in this scenic area nearby, perfect for unwinding during your stay.
  • Discover local art at the Brewster Artist Guild Gallery: Immerse yourself in regional creativity and perhaps find unique pieces to take home as souvenirs.
  • Embark on nature walks in the nearby reservoirs: Experience the region's natural beauty while hiking along well-maintained trails suitable for all levels.

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Brewster Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor activities: Take advantage of the region's scenic parks and trails to enjoy nature and outdoor recreation during your stay.
  • Visit nearby attractions carefully: Plan your itinerary around the area's popular spots to experience the best this destination has to offer while avoiding crowds.
  • Communicate with your rental owner: Reach out for insider tips and recommendations to enhance your visit and discover hidden gems in the community.
  • Check seasonal events and festivals: Align your trip with local celebrations or markets to immerse yourself in the area's culture and traditions.

Transportation Options

  • Metro-North Railroad - Brewster Station: You can conveniently access train services here for easy travel to New York City and nearby regions, making it a practical choice for exploring the area.
  • Local Bus Services: Local buses operate throughout the region, providing an affordable and reliable option to get around this destination without the need for a car.
  • Car Rentals: Renting a vehicle offers flexibility and independence as you explore the region at your own pace from your rental by owner accommodation.
  • Taxis and Ride-Sharing Services: Taxis and ride-share options like Uber and Lyft are readily available here for quick, door-to-door transportation within the area.

Local Customs Options

  • Respect for Local History: It’s appreciated when visitors honor the area's rich heritage by engaging with local history and preservation efforts.
  • Community Engagement: Participating in neighborhood events or supporting regional businesses helps you connect authentically with this welcoming destination.
  • Environmental Awareness: Being mindful of natural resources and adhering to eco-friendly practices demonstrates respect for the region's scenic beauty and outdoor spaces.
  • Traditional Celebrations: Observing local customs during seasonal festivals fosters a deeper appreciation of the area's cultural identity here in Brewster.

Frequently Asked Questions About Brewster Rentals by Owner

1. What are the top vacation rentals in Brewster?

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

2. How many Rentbyowner vacation rentals are available in Brewster?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 42 in the Brewster 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 Brewster. 

3. What is the cancellation policy for rental properties in Brewster, New York?

Cancellation policies vary by owner and listing. To understand the specific terms, please review the details on the rental listing or contact the property owner directly before booking.

4. Are there any additional fees I should be aware of when booking a rental by owner in this area?

Additional fees such as cleaning, service charges, or security deposits are usually specified within the listing. Be sure to read the full description or reach out to the owner for clarification.

5. How do I ensure the rental property in Brewster meets safety and cleanliness standards?

Listings often include information about safety measures and cleanliness protocols. You can also contact the owner directly to inquire about their practices to ensure your comfort and peace of mind during your stay.

6. What amenities are typically included in rentals owned here?

Most rentals provide essential amenities like Wi-Fi, kitchen facilities, and linens. For specific details, review the property listing carefully or communicate directly with the owner.

7. How can I secure my booking and confirm availability for my preferred dates?

Availability is updated by owners in real-time. Once you find a suitable property, follow the booking process outlined on the site and contact the owner if you have further questions regarding your desired dates.

More Rentals You May Like Near Brewster

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