1. USA
  2. New York
  3. Chatham
  4. Spencertown
  5. Rentals by Owner

Discover Your Perfect Spencertown Rentals by Owner

Spencertown Rentals by Owner

More Top-Rated Rentals by Owner in Spencertown Area

Why Choose Rent By Owner for your Spencertown 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 Spencertown

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation here can enhance your experience, whether you're seeking vibrant seasonal events or quiet retreats in the region's charming rental homes through Rent By Owner.

Peak Season Highlights

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Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours, making it ideal for exploring the region’s outdoor landscapes from your rental by owner.

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

Autumn is a popular time to visit when the area is adorned with vibrant foliage, providing a picturesque backdrop for your stay at a vacation rental here.

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)

Winter brings colder temperatures and quieter surroundings, offering a peaceful retreat in this destination with cozy indoor accommodations available through Rent By Owner.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
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Spring (March to May)

Early spring features fewer visitors and a fresh start to blooming nature, making it an ideal period for relaxed stays before the peak season begins.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Spencertown

How to Book Your Spencertown 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 Spencertown

More Top-Rated Rentals by Owner in Spencertown 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 spaces with picnic tables or patios, perfect for meals amidst nature.
  • Take advantage of private or shared outdoor grills to prepare delicious barbecues during your stay.
  • Relax in spacious yards or gardens that offer a peaceful retreat in the region's scenic surroundings.
  • Make use of outdoor fire pits for cozy evenings and memorable gatherings with family and friends.
  • Benefit from designated areas for recreational activities such as volleyball or badminton to keep active outdoors.
  • Explore the area through nearby walking trails or hiking paths accessible directly from your rental.
  • Utilize outdoor swimming pools or hot tubs where available, providing both fun and relaxation in this destination’s charming setting.

Top Attractions Around Spencertown

What attractions are nearby?

Within this charming region, you can explore a variety of outdoor activities and cultural experiences that showcase the natural beauty and local heritage, ensuring a memorable stay when you choose a Rent By Owner rental nearby in Spencertown, Chatham, New York.

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Family Activities

  • Spencertown Park & Playground: Enjoy a relaxing day with the family at this local park, featuring playgrounds and open spaces perfect for picnics and outdoor activities in the area.
  • Chatham Railroad Station Museum: Discover the region's railroad history through interactive exhibits and family-friendly tours that allow you to explore this historic site together.
  • Hudson Highlands Nature Reserve: Hike scenic trails and observe local wildlife within this natural preserve, providing an educational and adventurous experience for all ages.
  • Local Art Studios and Craft Shops: Explore the area's vibrant arts scene by visiting nearby studios and shops, where families can participate in creative workshops or simply enjoy browsing unique handmade items.
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Adult Activities

  • Visit the Spencertown Academy Arts Center: Engage with local art exhibitions and cultural programs that showcase the region's vibrant creative community.
  • Explore the scenic Hudson River Valley: Enjoy outdoor activities like hiking or kayaking along the picturesque waterways, immersing yourself in the area's natural beauty.
  • Discover Chatham's antique shops and galleries: Browse through unique collectibles and artworks that reflect the area's rich history and artistic spirit.
  • Attend local farm-to-table dining experiences: Savor fresh, locally sourced cuisine at renowned eateries that emphasize regional flavors here in this welcoming destination.

Spencertown Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local hidden gems: Take time to discover the charming sights and serene spots that exemplify the unique character of this area.
  • Plan your activities in advance: Booking activities or excursions ahead can ensure you make the most out of your stay here without missing out on popular experiences.
  • Utilize local recommendations: Seek suggestions from hosts or fellow travelers for authentic dining and entertaining options that showcase the region's hospitality.
  • Respect your surroundings: Embrace the tranquility of this destination by following community guidelines and preserving its natural beauty during your visit.

Transportation Options

  • Car Rentals: Renting a car in the area offers flexible transportation options to explore both Spencertown and the surrounding region at your own pace.
  • Taxi Services: Local taxi services provide reliable door-to-door transportation, making it easy to navigate short distances within this destination.
  • Public Transit: Buses and regional transit options connect you to nearby towns and attractions, ideal for travelers seeking economical transport in the area.
  • Private Shuttle Services: Private shuttles are available for convenient, pre-arranged transportation across the region, ensuring a comfortable travel experience here.

Local Customs Options

  • Respect for Local Artisans: You’ll find that supporting local artists and craftsmen is a cherished tradition here, reflecting the community’s appreciation for handcrafted goods and unique souvenirs.
  • Community Events Etiquette: Participating in seasonal festivals and gatherings demonstrates your respect for the area's close-knit culture and its customs of celebrating togetherness.
  • Environmental Consciousness: Maintaining the region’s natural beauty involves practicing eco-friendly habits, such as proper waste disposal and respecting local green spaces during your stay.
  • Preservation of Historic Sites: Showing reverence for historic structures by adhering to guidelines helps preserve the area's rich heritage for future visitors exploring this charming destination.

Frequently Asked Questions About Spencertown Rentals by Owner

1. What are the top vacation rentals in Spencertown?

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 107 in the Spencertown 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 Spencertown. 

3. What is the cancellation policy for rental properties booked through Rent By Owner in this area?

Cancellation policies vary by property and are detailed in each listing. You should review the specific cancellation terms provided by the owner before completing your booking to ensure they meet your needs.

4. How do I contact the property owner if I have questions about my stay?

You can reach out to the property owner directly through the messaging system on the Rent By Owner platform. This allows you to clarify any details about your reservation or inquire about amenities prior to your arrival.

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

Additional fees such as cleaning fees, service charges, or security deposits are typically specified in the listing. Be sure to review the total cost breakdown before confirming your reservation to avoid surprises.

6. What do I need to know about check-in and check-out procedures at rentals in this region?

Check-in and check-out times, as well as procedures, are set by the property owner and are included in the listing details. It's recommended to confirm these details with the owner prior to your arrival.

7. Is there a minimum stay requirement for booking holiday or weekend rentals nearby?

Minimum stay requirements can vary depending on the time of year and the specific property. For accurate information, please review the listing details or contact the owner directly to discuss your booking plans.

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More Top-Rated Rentals by Owner in Spencertown Area