Lenox Vacation Rentals

Our Favorite Vacation Rentals in Lenox

  • Heart Of The Berkshires
    ExcellentHome/Apartment
    Booking.com
    From
    $155
  • Gartner House, a charming home in Lenox
    Excellent4br Home/Apartment
    HolidayLettings
    From
    $307
  • Berkshire Cottage
     Country House
    Booking.com
    From
    $625
  • Heart of the Berkshires!
    Good3br Home/Apartment
    HolidayLettings
    From
    $288
  • Holiday Cottage
     Country House
    Booking.com
    From
    $575
  • Cozy & Modern Home -mins from Tanglewood & Kripalu
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $220
  • Writers Cottage
     Country House
    Booking.com
    From
    $425
  • NEW! Lenox Home Mins to Tanglewood Shakespeare &Co
     3br Home/Apartment
    HolidayLettings
    From
    $415

Check prices for these upcoming dates

Lenox Vacation Rentals with a Pool

  • Stockbridge: 4 bed/ 4 bath with heated pool
    Good4br Home/Apartment
    Airbnb
    From
    $592
  • Beautiful 2BD Villa in Berkshires Resort
    Good2br Home/Apartment
    Airbnb
    From
    $197
  • Idyllic Berkshires Retreat With Pond Views
    Excellent2br Home/Apartment
    Airbnb
    From
    $279
  • Amazing, Spacious Estate on 10 Acres
    Excellent8br Estate
    Airbnb
    From
    $2,749

Lenox Vacation Rentals with Wi-Fi

  • Peaceful 2 BR apartment minutes from Tanglewood
    Excellent2br Home/Apartment
    Airbnb
    From
    $339
  • Chic Comfortable Contemporary Home
    Excellent3br Home/Apartment
    Airbnb
    From
    $236
  • Near Kripalu, Jacob's Pillow, Tanglewood, skiing
    Good4br Home/Apartment
    Airbnb
    From
    $384
  • Charming Mountainview Cottage Lenox
    Excellent2br Home/Apartment
    Airbnb
    From
    $198

Lenox Pet-Friendly Vacation Rentals

  • Berkshire Farmhouse Vacation
    Excellent5br Farmhouse
    HolidayLettings
    From
    $386
  • Tranquil 3BR Stockbridge House w/Private Deck
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $438
  • NEW! Lakefront Berkshires House w/Deck, Dock +Boat
     4br Home/Apartment
    HolidayLettings
    From
    $437
  • Berkshires Waterfront Lakehouse Sanctuary
    Good3br Home/Apartment
    HolidayLettings
    From
    $310

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

Most expensive
Most availability
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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
79° 27°
3
64°
6
59°
4
61° -10°
5
73° -3°
4
55°
2
67° 18°
4
86° 40°
3
91° 42°
3
93° 46°
5
90° 51°
8
89° 40°
7
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
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

  • — I use and I recommend AllTheRooms because it is a complete platform. It helps to save a lot of time, it gives all the main information about price, location, and features. In a few steps, I can easily find the best place to stay according to my criteria.

    My Anasa
    My AnasaMy Anasa
  • — I love that AllTheRooms has everything in one place when I need to find accommodations that fit my family. Plus it provides all the details I need to help me make the best choice. I often recommend AllTheRooms to friends and family visiting NYC and they agree that it’s a great. Such a time saver!

    Monica
    MonicaNYCTechMommy
  • — 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

At AllTheRooms.com we have vacation rentals from all of the leading providers - Airbnb, Bed and Breakfast, Priceline and more. We have 556 vacation rentals, hotels and other places to stay in Lenox ranging from inexpensive options to luxury places to stay. If you are wanting to keep costs down, the cheapest place to stay in Lenox is just $28 a night. On average, a place to stay in Lenox will cost you $417 per night.

If you have to have an internet connection during your stay in Lenox, then you can choose from over 218 accommodations that have WiFi internet. 71 of our accommodations include a breakfast in the price. Choose from 13 accommodations that provide gym options, so you won't miss a single workout. Driving to Lenox? Then choose one of the 210 places to stay that comes with a parking spot included. We have 24 vacation rentals that have a pool or jacuzzi.

Those traveling with a cat, dog or some other animal can stay in any of 25 accommodations that are designated as pet-friendly.

We combine a wide variety of Lenox accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 5 providers, including 157 places to stay from Airbnb, 12 accommodations from Bed and Breakfast and 8 places to stay from Priceline.

284 of our rentals in Lenox have been reviewed by previous guests. They rated 53% as great. You can instantly book any of 131 places to stay right now.

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