Lenox vacation rentals

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Best Lenox vacation rentals

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$72 - $498$498 - $923$923 - $1,349$1,349 - $1,774$1,774+ per night

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Lenox

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Restored 1881 Farm House - Lenox - Kitchen
Restored 1881 Farm House
Lenox, MA
9.8Wonderful(20)
Free Wi-Fi
Pet friendly
$459+
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Heart of Lenox!! - renovated downtown apartment - Lenox - Kitchen
Heart of Lenox!! - renovated downtown apartment
Lenox, MA
9.8Wonderful(23)
$583+
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Renovated Downtown 1bedroom - Lenox - Living room
Renovated Downtown 1bedroom
Lenox, MA
10Wonderful(13)
$322+
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Beautiful Lenox Home, 3 Mi to Shakespeare and Co! - Lenox - Living room
Beautiful Lenox Home, 3 Mi to Shakespeare and Co!
Lenox, MA
9.1Wonderful(20)
Free Wi-Fi
$464+
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Urban Peak Escape - Lenox - Kitchen
Urban Peak Escape
Lenox, MA
10Wonderful(1)
Free Wi-Fi
$464+
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Imagine Being Lakeside This Summer! Book Now! - Lenox - Living room
Imagine Being Lakeside This Summer! Book Now!
Lenox, MA
9.4Wonderful(11)
$650+
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Huge Designer House on 2 acres property, minutes to restaurants, museums - Lenox - Building
Huge Designer House on 2 acres property, minutes to restaurants, museums
Lenox, MA
10Wonderful(1)
$515+
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Lovely Townhouse In Heart Of Lenox - Lenox - Dining room
Lovely Townhouse In Heart Of Lenox
Lenox, MA
10Wonderful(16)
$421+
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Historical Downtown 1bedroom - Lenox - Kitchen
Historical Downtown 1bedroom
Lenox, MA
9.5Wonderful(16)
$322+
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5 Star Casual Elegance For 5 Star Guests - Lenox - Patio
5 Star Casual Elegance For 5 Star Guests
Lenox, MA
10Wonderful(38)
Free Wi-Fi
$489+
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51 Church Street, Lenox Ma - One Bedroom Unit - Lenox
51 Church Street, Lenox Ma - One Bedroom Unit
Lenox, MA
10Wonderful(13)
$326+
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The Penthouse, Downtown Lenox by Evergreen Home - Lenox - Living room
The Penthouse, Downtown Lenox by Evergreen Home
Lenox, MA
10Wonderful(5)
Free Wi-Fi
$814+
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Family Friendly Raised Cape in the Center of Lenox Village - Lenox - Living room
Family Friendly Raised Cape in the Center of Lenox Village
Lenox, MA
9.3Wonderful(3)
Free Wi-Fi
$487+
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Charming, spacious country home with stunning viewssteps from Tanglewood - Lenox - Bedroom
Charming, spacious country home with stunning viewssteps from Tanglewood
Lenox, MA
10Wonderful(11)
$1,889+
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Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys! - Lenox - Living room
Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
Lenox, MA
9.4Wonderful(14)
$316+
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Cozy Home in Lenox - Lenox - Living room
Cozy Home in Lenox
Lenox, MA
$711+
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Booking Insights

KAYAK’s insights for vacation rentals in Lenox

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Lenox with confidence.

What is the cheapest day of the week to book a vacation rental in Lenox?

Wednesday offers the lowest rates in Lenox, with an average nightly price of $177. The highest prices are found on Thursday, with average rates at $440.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

April
November
$282
$308
Cheapest month to stay with an average 65% drop in price.
Most expensive month to stay with an average 52% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Lenox vacation rental deals

  • Vacation rentals in Lenox are around 71% more expensive than hotels on average. Search here to compare prices for all accommodation types in Lenox.
  • The best vacation rental properties in Lenox are Large Immaculate Home, 10 Minute Walk To Lenox Center, Minutes To Tanglewood (10.0, 26 reviews), Heart Of Lenox Walk To Town Cozy Cottage! (10.0, 43), and 5 Star Casual Elegance For 5 Star Guests (10.0, 38), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Lenox, you should consider visiting during the low season. The cheapest vacation homes in Lenox can be found in April and June.
  • The cheapest night for renting a vacation home in Lenox is Wednesday. In contrast, the most expensive is Thursday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Lenox for 3 days.

FAQs when booking a vacation home in Lenox

  • How much is a vacation rental for a week in Lenox?

    The average price for a weekly Lenox vacation rental found by KAYAK users in the last 2 weeks is $870.

  • How much is a vacation rental for a month in Lenox?

    The average price for a monthly Lenox vacation rental found by KAYAK users in the last 2 weeks is $3,730.

  • What types of vacation rentals are available in Lenox?

    There are loads of different property types that you can make your vacation home in Lenox. You’ll find agritourism, apartments, cottages, houses and villas.

  • Are there any pet-friendly vacation rentals in Lenox?

    There are a number of dog and pet-friendly Lenox vacation rentals, with around 1% allowing you to bring your pet along with you.

  • How much is a vacation rental in Lenox for tonight?

    In the last 72 hours, users have found Lenox vacation rentals for tonight for as low as $459. Search here for similar prices

  • How can I find vacation rentals near me in Lenox?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Lenox?

Our map will help you find the perfect place to stay in Lenox by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Lenox