Discover Your Perfect Lenox Vacation Homes

Why Choose Rent By Owner for your Lenox Vacation Rental Homes?

What makes our Vacation Rentals 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 Lenox

When should you plan your Vacation Rentals stay?

Timing your visit to align with the area's seasonal highlights ensures you can fully enjoy the natural beauty and local events, making it the ideal choice for your next stay in this destination.

Peak Season Highlights

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Summer (June to August)

During the summer months, this destination experiences warm weather ideal for enjoying the outdoors and seasonal activities. It’s the busiest time here, making it perfect for those who thrive in lively environments.

Average Temperature Daytime: 80°F to 85°F - Nighttime: 60°F to 65°F
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Fall (September to November)

Autumn draws visitors seeking the region's vibrant foliage and pleasant temperatures. The area's scenic beauty peaks during this period, offering a picturesque setting for your stay.

Average Temperature Daytime: 70°F to 75°F - Nighttime: 45°F to 50°F

Off-Season Highlights

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Winter (December to February)

In winter, the region quiets down, providing a peaceful retreat away from the crowds. This is an ideal time if you prefer a cozy ambiance and lower rates on vacation rentals.

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

Spring offers mild weather and blooming landscapes, though it tends to be less crowded. It’s a great choice for travelers looking for a serene experience in this area.

Average Temperature Daytime: 55°F to 65°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Lenox

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.

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 grilling with a private barbecue area, perfect for family dinners or entertaining guests in this region.
  • Relax on spacious patios or decks that offer scenic views of the surrounding countryside.
  • Take advantage of well-maintained gardens and landscaped yards to enhance your outdoor experience.
  • Make use of dedicated outdoor seating areas designed for socializing and unwinding amidst the natural beauty here.
  • Access nearby walking trails or bike paths that wind through the picturesque landscapes of the area.
  • Benefit from outdoor fire pits or fireplaces ideal for cozy evenings under the stars.
  • Utilize available outdoor sports equipment such as volleyball courts or badminton sets for active, fun-filled days.
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Family Activities

  • Lenox Community Center: Enjoy engaging activities and programs designed for families looking to connect and have fun together in the heart of the region.
  • Lenox Public Park: Spend a day outdoors exploring trails, playgrounds, and open spaces perfect for picnics and family-friendly recreation.
  • Local Farmers Market: Experience the region's fresh produce and handmade goods while strolling through vibrant stalls with your loved ones.
  • Historic Lenox Museums: Discover the area's rich history through interactive exhibits and educational displays suitable for all ages.
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Adult Activities

  • Exploring the Lenox City Park: Enjoy a relaxing day outdoors at this scenic park, perfect for picnics, walking trails, and soaking in the local natural beauty.
  • Visiting the Lenox Historical Museum: Discover the area's rich heritage through engaging exhibits that highlight its history and cultural significance.
  • Golfing at the Lenox Golf Course: Play a round of golf surrounded by picturesque views, ideal for both beginners and seasoned players seeking leisure and sport.
  • Shopping at Local Boutiques: Browse unique shops and enjoy authentic regional crafts, making it a great activity to experience the local flavor here.

Lenox Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Events and Festivals: Check the area's event calendar to immerse yourself in authentic local culture and make the most of seasonal celebrations during your stay.
  • Choose a Prime Location: Select vacation rentals that offer easy access to nearby attractions and scenic outdoor spots to maximize your leisure time here.
  • Plan Outdoor Activities: Take advantage of the region’s natural beauty by scheduling outdoor adventures like hiking or picnicking near your rental property.
  • Utilize Local Recommendations: Seek advice from hosts or locals to discover hidden gems and authentic dining options within this destination.

Transportation Options

  • Personal Vehicles: Renting or driving your own car offers the most flexibility for exploring this destination and accessing nearby amenities comfortably.
  • Local Bus Services: The regional bus network provides a cost-effective way to travel around the area without relying on a private vehicle.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft offer convenient, on-demand transportation within the region’s key locations.
  • Airport Transfers: Shuttle services are available from the local airport, facilitating easy connections to your vacation rentals here and other parts of the area.

Local Customs Options

  • Local Farmers' Markets: Visiting the area’s farmers' markets allows you to experience the region’s fresh produce and agricultural traditions firsthand.
  • Harvest Festivals: Participating in seasonal harvest festivals offers an authentic glimpse into local customs and community celebrations during your stay.
  • Community Easter Egg Hunts: Engaging in traditional Easter egg hunts here highlights the warm, family-oriented spirit of the region’s residents.
  • Historical Church Services: Attending local church services provides insight into the area's cultural and religious heritage that is cherished by locals.

Frequently Asked Questions About Lenox?

2. Which vacation homes in Lenox are best for families?

If you are looking for a family-friendly vacation home in Lenox, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Lenox:

3. How many Rentbyowner vacation rentals are available in Lenox?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 50 in the Lenox 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 Lenox. 

4. What is the cancellation policy for vacation rentals here?

Cancellation policies vary depending on the individual listing. You should review the specific cancellation terms provided in the rental's details or contact the property owner directly to understand your options.

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

Additional fees such as cleaning, security deposits, or service charges are typically detailed in each listing. It's advisable to read the full rental description or reach out to the owner for clarification on all costs involved before completing your booking.

6. How do I confirm my booking and what steps are involved?

Booking confirmation generally involves selecting your dates, submitting your personal information, and possibly making a payment through the platform. Be sure to follow the instructions provided in the listing and contact the host if you need assistance with the booking process.

7. Is there a minimum stay requirement for vacation rentals here?

Minimum night requirements can differ among properties. The specifics will be listed on each rental detail page, so check the listing carefully or contact the owner to confirm the stay length before booking.

8. What amenities are typically included in a vacation rental in this area?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, and parking. To ensure the rental meets your needs, review the amenities section of the listing closely or contact the owner for more details.