Lenox Vacation Rentals

Our Favorite Vacation Rentals in Lenox

  • Villa with Access to 2 Pools, a Hot Tub, an 18-Hole Mini Golf Course, and More
     Villa
    RedAwning
    From
    $146
  • Berkshire Cottage
     Country House
    Booking.com
    From
    $748
  • Gartner House, a charming home in Lenox
    Excellent4br Home/Apartment
    HolidayLettings
    From
    $307
  • Spacious Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna!
     2br Villa
    RedAwning
    From
    $220
  • Holiday Cottage
     Country House
    Booking.com
    From
    $525
  • NEW! Lenox Home Mins to Tanglewood Shakespeare &Co
     3br Home/Apartment
    HolidayLettings
    From
    $422
  • Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna! Great Location!
     2br Villa
    RedAwning
    From
    $195
  • Writers Cottage
     Country House
    Booking.com
    From
    $463

Check prices for these upcoming dates

Lenox Vacation Rentals with a Pool

  • WALK to TNGLWD, Htd Pool, Hot Tub, S Bowl w/ Boats
     5br Home/Apartment
    Airbnb
    From
    $1,009
  • General Williams House
    Excellent6br Home/Apartment
    Airbnb
    From
    $1,074
  • Luxury Modern House in Berkshires with Pool
     3br Home/Apartment
    Airbnb
    From
    $542
  • Beautiful 2BD Villa in Berkshires Resort
    Good2br Home/Apartment
    Airbnb
    From
    $208

Lenox Vacation Rentals with Wi-Fi

  • The Berkshire Quintessential Cape downtown Lenox
    Excellent3br Home/Apartment
    Airbnb
    From
    $254
  • Modern,Comfortable, Classic House-Downtown Lenox
    Excellent4br Home/Apartment
    Airbnb
    From
    $338
  • Peaceful 2 BR apartment minutes from Tanglewood
    Excellent2br Home/Apartment
    Airbnb
    From
    $339
  • Country home Near Kripalu & Tanglewood Lenox, MA
     Home/Apartment
    Airbnb
    From
    $124

Lenox Pet-Friendly Vacation Rentals

  • Garfield House
     2br Home/Apartment
    HolidayLettings
    From
    $265
  • 3BR Lee House w/ Easy Access to Main Street!
     3br Home/Apartment
    HolidayLettings
    From
    $411
  • Berkshire Farmhouse Vacation
    Excellent5br Farmhouse
    HolidayLettings
    From
    $386
  • Tranquil 3BR Stockbridge House w/Private Deck
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $452

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
60° -5°
3
67°
1
74° 19°
5
83° 36°
4
85° 39°
5
90° 51°
4
86° 43°
2
85° 34°
3
73° 29°
8
66° 11°
4
53°
5
54° -11°
5
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Rainy days

This climate histogram shows you the weather patterns in Lenox. The warmest months in Lenox are June and May, when temperatures reach 90 ˚F. The coolest month is December, when temperatures drop to -11 ˚F. The wettest month in Lenox is March with 8.3 inches of rain, while the driest month is October with 1.25 inches of rain.

What Expert Travelers Think

  • — Like the buttons on the calendar which say today, tomorrow - that will make it easy for booking on the road. Website looks great - clean and easy to understand.

    Samantha Wragg
    Samantha WraggCoco Travels
  • — When I first opened up the AllTheRooms.com site, I was impressed right away... When I’m traveling, I don’t like to waste time searching multiple engines for accommodations, it gets overwhelming and frustrating fast. I want a unique, comfortable stay for the best deal

    Kaelin
    KaelinKindly Kae
  • — Site is easy to use; clean, laid out well, good colors and branding, fun logo and title that connects to the purpose of the brand. The blog, vacation destinations, and rental destinations is a great feature and really make the brand stand apart from other sites!

    Laurelle McVicker
    Laurelle McVickerLaurelle McVicker

Vacation Rentals in Lenox

At AllTheRooms.com we have rentals from all of your favorite providers - Airbnb, Priceline, Agoda and many more. We have 534 vacation rentals, hotels and other accommodation types in Lenox ranging from cheap options to extravagant places to stay. For those traveling on a budget, the most economical place to stay in Lenox is available at $40 per night. In general, an accommodation in Lenox will cost you $343 per night.

If you would like to stay connected during your vacation, then you can choose from over 221 accommodations in Lenox that have WiFi. 102 places to stay include a morning meal. Fitness fanatics can get a workout in during their stay by choosing from 6 accommodations that have gyms. If you are driving to Lenox, you'll want to pick from 225 places to stay that provide parking. 61 hotels and vacation rentals come with a pool or jacuzzi

Those traveling with a dog, cat 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 4 providers, including 206 places to stay from Airbnb, 22 accommodations from Priceline and 3 places to stay from Agoda.

256 accommodations in Lenox have been reviewed; 41% are rated excellent or good. You can instantly book any of 185 places to stay right now.

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