Lenox Vacation Rentals

Our Favorite Vacation Rentals in Lenox

  • Heart Of The Berkshires
  • Berkshire Cottage
     Country House
  • Holiday Cottage
     Country House
  • Writers Cottage
     Country House
  • Greylock Cottage
     Country House
  • Lenox - Walk to Town - Berkshire Home
    Excellent2br Home/Apartment
  • Heart of Lenox Walk to Town Cozy Cottage!
    Excellent2br Cottage
  • Peaceful 2 BR apartment minutes from Tanglewood
    Excellent2br Home/Apartment

Check prices for these upcoming dates

Lenox Vacation Rentals with a Pool

  • Gracious winter ski retreat with views and privacy
    Excellent5br Estate
  • Beautiful 2BD Villa in Berkshires Resort
    Good2br Home/Apartment
  • Amazing, Spacious Estate on 10 Acres
    Excellent8br Estate
  • The Oliver Wendell Holmes Guesthouse @ Holmesdale

Lenox Vacation Rentals with Wi-Fi

  • Country home Near Kripalu & Tanglewood Lenox, MA
  • Berkshire, MA Getaway!!
    Excellent3br Home/Apartment
  • Blissful Berkshires Retreat
    Excellent5br Home/Apartment
  • Mid-Century Modern Chic in Lenox
    Good2br Home/Apartment

Lenox Pet-Friendly Vacation Rentals

  • Luxury Fox Hollow Home-Laurel Lake
    Excellent5br Home/Apartment
  • Cheever Cottage - minutes from Tanglewood
    Excellent2br Home/Apartment
  • Berkshire beautiful one floor house
  • Organic Home in the Center of the Berkshires
    Excellent3br Home/Apartment

Lenox Travel Guide

Lenox MA is a quaint town in Berkshire County boasting plenty of things to do and beautiful sights to see. The town was first settled in the mid 1700s and so has a long, interesting history -- in fact, an inn was the first thing opened by settlers, so Lenox was always destined to be a vacation destination. Nowadays, the town is mostly an art community, complete with friendly locals and an abundance of nature.

Things to Do in Lenox

Lenox is a very popular vacation destination as there's simply so much to do here. Make the most of the artsy vibes in the town and visit a museum or gallery to soak up the local culture. The top museums in Lenox are Edith Wharton’s Home Museum and the Ventfort Hall Mansion where historical landmarks tell the story of Lenox and Massachusetts. Other museums around the town focus on art and display local artists' work.

Elsewhere, the Berkshire Colonial Theatre is a beautiful building where visitors can attend performances and take designated tours to learn more about the productions.

On warm days, head to the picturesque nature spots in Lenox. Pleasant Valley Sanctuary is run by MaSS Moca and is an excellent spot for hiking, plus there are many animals living in the sanctuary.

If you're visiting Lenox in winter time, Kennedy Park is a must-see. Known for its array of winter sports, the park has a ski area and also the option to go snow shoeing in the woods. Jiminy Peak Mountain Resort is another excellent place for skiing and snowboarding, boasting slopes and classes for beginnners. Moreover, it's a four-seasons resort and offers programs all year-round.

Best Places to Stay in Lenox

The best area to stay in Lenox is close to October Mountain State Forest where there are vacation houses with amazing mountain views. Restaurants, cafes, bars and other amenities are also within walking distance. Vacation home rentals in Lenox cater to a variety of needs: from cozy log cabins to big houses, you're sure to find a home away from home here. Most vacation rentals also feature full kitchens, large living rooms, dining areas, and multiple bathrooms.

Best Time to Visit Lenox

The best time to visit Lenox is in July when the weather is warm and there is little chance of rain. From May until September the average temperature is 70 degrees, while July can peak at 79 degrees. December to June has around three inches of rainfall per month, and winter sees snowfall of 1.4 inches.

Price and Availability in Lenox

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The cheapest day to stay at a vacation rental in Lenox tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in Lenox tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Lenox is in July, while the cheapest month is in November. The most popular time to book a vacation rental in Lenox is in the high season in July. Lenox has its low season in April, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Lenox

Rainy days
61° -10°
73° -3°
67° 18°
86° 40°
91° 42°
93° 46°
90° 51°
89° 40°
79° 27°
Rainy days

This climate histogram shows you the weather patterns in Lenox. The warmest months in Lenox are June and July, when temperatures reach 93 ˚F. The coolest month is December, when temperatures drop to -10 ˚F. The wettest month in Lenox is May with 8.25 inches of rain, while the driest month is October with 2.35 inches of rain.

What Expert Travelers Think

  • — AllTheRooms.com makes travel easier, enjoyable and inexpensive through its provision of ample information, data and every possible accommodation available to choose from

  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE
  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide

Vacation Rentals in Lenox

Find the perfect accommodation for your trip at AllTheRooms.com. We compare Airbnb, Priceline, Bed and Breakfast and others. Lenox has 598 hotels, vacation rentals and other special places to stay, with prices to suit budget travelers, extravagant travelers and everything in between. For those trying to keep costs down, the lowest priced place to stay in Lenox comes in at $40 a night. The average price of a vacation rental is around $381 per night.

If you would like to stay connected during your trip, then you can choose from over 203 accommodations in Lenox that have WiFi. 76 of our accommodations come with breakfast in the price. Choose from 9 accommodations that provide gym facilities, so you don't miss a single workout. If you're planning on arriving in Lenox by car, be sure to choose from 200 accommodations that provide parking. 44 places to stay have a a pool or jacuzzi

AllTheRooms has 22 pet-friendly places to stay in Lenox, so if you're traveling with your cat or dog you won't have any problems.

AllTheRooms aggregates vacation rentals, hotels and other unique accommodation types from many providers in Lenox, including 176 places to stay from Airbnb, 23 accommodations from Priceline and 12 places to stay from Bed and Breakfast

294 of the accommodations in Lenox have been rated by previous guests. They rated 51% as great. 149 accommodations allow instant booking.

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