Discover Your Perfect Lenox Vacation Homes

Lenox Luxury Rentals

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Find More Lenox Villas, Resorts, & Rentals on BedroomVillas

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?

Knowing the best time to visit can help you enjoy this destination’s charming scenery and vibrant local events, ensuring your stay in the area aligns perfectly with your ideal vacation experience.

Peak Season Highlights

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Summer (June to August)

During the summer months, you'll enjoy warm weather perfect for outdoor activities and exploring this charming destination’s natural beauty.

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

The early fall offers vibrant foliage and pleasant temperatures, making it an ideal time to experience the region’s scenic landscapes in comfort.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Winter (December to February)

In winter, the area becomes a quiet retreat with cooler temperatures, perfect for cozy stays and enjoying the serene winter scenery.

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

Springtime brings milder weather and blossoming landscapes, offering a peaceful time to visit before the summer crowds arrive.

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

Weekly Weather Forecast for Lenox

How to Book Your Lenox Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. 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 Lenox

More Top-Rated Vacation Rentals in Lenox Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals 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 with a fully equipped barbecue area to make the most of your time in the region.
  • Relax on spacious patios or decks that provide beautiful views of the surrounding natural beauty.
  • Take advantage of private gardens or landscaped yards perfect for leisurely strolls or family activities.
  • Make use of community tennis courts or golf courses available nearby for outdoor sports enthusiasts.
  • Experience serenity and outdoor fun with access to hiking trails directly from your property.
  • Spend time around a cozy fire pit, ideal for evening gatherings under clear night skies.
  • Utilize outdoor pools or hot tubs that offer relaxation after exploring all that the area has to offer.

Top Attractions Around Lenox

What attractions are nearby?

In this charming area, you’ll find a variety of outdoor activities and cultural experiences to enjoy, making your stay in Lenox an enriching and memorable getaway.

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Family Activities

  • Lenox Mountain Adventure Park: Experience outdoor fun with zip-lining and treetop obstacle courses that are perfect for energetic families exploring the area.
  • The Berkshire Scenic Railway Museum: Enjoy a family-friendly train ride that offers a nostalgic journey through the region’s scenic landscapes.
  • Ventfort Hall Mansion and Gilded Age Museum: Tour this historic mansion to learn about the area's rich history and indulge in engaging exhibits suitable for all ages.
  • Tanglewood Music Center: Attend a family concert or outdoor event during summer months, exposing your loved ones to world-class performances amid the lovely surroundings of the region.
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Adult Activities

  • Golf at Cranwell Spa & Golf Club: Enjoy a round on the picturesque course set amidst scenic surroundings in this popular destination.
  • Visit Tanglewood: Experience world-class performances and concerts at the renowned summer home of the Boston Symphony Orchestra, just a short drive away.
  • Explore the Berkshire Botanical Garden: Discover beautiful native plants and tranquil walking paths at this peaceful garden, perfect for leisurely afternoons.
  • Attend local art galleries and studios: Immerse yourself in the region’s thriving arts scene by exploring galleries showcasing works from talented local artists.

Lenox Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead: Make your reservations early to secure the best vacation rentals and enjoy the region’s popular attractions without last-minute stress.
  • Explore Local Cuisine: Take advantage of dining options that highlight local flavors, enhancing your experience in this scenic destination.
  • Discover Hidden Gems: Ask your hosts or locals about lesser-known spots around here to enjoy a more authentic and memorable stay.
  • Check Seasonal Events: Align your visit with regional festivals or seasonal happenings for an immersive experience in the area’s vibrant culture.

Transportation Options

  • Car Rentals: Renting a car in this region offers the flexibility to explore Lenox and its scenic surroundings at your own pace, making it ideal for convenient access to your vacation rentals.
  • Public Transit: The area is served by local bus services that provide affordable and reliable transportation options for traveling between key destinations and your rental property.
  • Taxi Services: Taxis and ride-sharing apps are readily available here, providing quick and hassle-free transportation whenever you need to reach nearby attractions or amenities.
  • Private Shuttle Services: Exclusive shuttle transfers are available for seamless travel from regional airports directly to your vacation rentals or desired locations within this destination.

Local Customs Options

  • Lenox Summer Theatre Traditions: Engaging in outdoor performances during the warmer months is a cherished custom that locals and visitors alike enjoy here.
  • Harvest Festival Celebrations: Participating in the fall festivities, which showcase regional produce and crafts, offers an authentic experience of the area's rural heritage.
  • Historic Preservation Practices: Respect for the region’s architectural history is evident through community efforts to maintain and celebrate local landmarks.
  • Community Art Events: Joining in annual art festivals and workshops reflects the area's vibrant cultural scene rooted in its artistic traditions.

Frequently Asked Questions About Lenox?

1. What are the top vacation rentals in Lenox?

There are a lot of options in Lenox. If you plan on staying in the Lenox area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in 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 33 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 in Lenox, New York?

Cancellation policies vary depending on the individual listing. You should review the specific property's cancellation terms on the booking page or contact the property owner directly to understand any fees or restrictions.

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

Additional fees such as cleaning, service charges, or local taxes may apply and are detailed in the listing. It's recommended to read the full details on the booking platform or reach out to the host for clarification.

6. How do I confirm my reservation for a property in this area?

Reservations are confirmed once your booking request has been accepted by the property owner. Be sure to follow the instructions provided in the booking confirmation email to secure your stay.

7. Is Wi-Fi available during my stay at a vacation rental here?

Wi-Fi availability varies by property. You can find this information listed in the amenities section of each property profile or contact the host directly for confirmation before booking.

8. What should I do if I need to alter or cancel my booking in this destination?

Modifications or cancellations should be handled through the booking platform following the property's policies. If you encounter issues, reach out to the property owner or customer support for assistance.