Lee Vacation Rentals

Our Favorite Vacation Rentals in Lee

  • Villa with Access to 2 Pools, a Hot Tub, an 18-Hole Mini Golf Course, and More
     Villa
    RedAwning
    From
    $159
  • 3BR Lee House w/ Easy Access to Main Street!
     3br Home/Apartment
    HolidayLettings
    From
    $411
  • Spacious Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna!
     2br Villa
    RedAwning
    From
    $232
  • Berkshires Spacious Comfortable Charming Farmhouse
    Nice3br Farmhouse
    HolidayLettings
    From
    $448
  • Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna! Great Location!
     2br Villa
    RedAwning
    From
    $208
  • Gartner House, a charming home in Lenox
    Excellent4br Home/Apartment
    HolidayLettings
    From
    $307
  • Charming and Spacious Colonial Farmhouse on 4 Acre Estate
     4br Farmhouse
    HolidayLettings
    From
    $617
  • Cozy Stockbridge Home - Walk To Golf Course!
     2br Home/Apartment
    HolidayLettings
    From
    $401

Check prices for these upcoming dates

Lee Vacation Rentals with a Pool

  • General Williams House
    Excellent6br Home/Apartment
    Airbnb
    From
    $1,074
  • Beautiful 2BD Villa in Berkshires Resort
    Good2br Home/Apartment
    Airbnb
    From
    $247
  • WALK to TNGLWD, Htd Pool, Hot Tub, S Bowl w/ Boats
     5br Home/Apartment
    Airbnb
    From
    $1,009
  • The Guesthouse at Summerhouse Stockbridge. + pool
    Excellent2br Home/Apartment
    Airbnb
    From
    $362

Lee Vacation Rentals with Wi-Fi

  • Garfield Guest House
    GoodHome/Apartment
    Airbnb
    From
    $99
  • Birch Brook
    Excellent5br Home/Apartment
    Airbnb
    From
    $251
  • Organic Home in the Center of the Berkshires
    Excellent3br Home/Apartment
    Airbnb
    From
    $381
  • Devon Field Farm: Stunning Modern Country House
    Excellent4br Home/Apartment
    Airbnb
    From
    $876

Lee Pet-Friendly Vacation Rentals

  • Cozy Berkshire Home, 1 Mile to Stockbridge Center!
     4br Home/Apartment
    HolidayLettings
    From
    $387
  • Tranquil 3BR Stockbridge House w/Private Deck
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $452
  • Berkshire Farmhouse Vacation
    Excellent5br Farmhouse
    HolidayLettings
    From
    $386
  • Best vacation home in Berkshires (Summer & rest of seasons ..1, 2 or 3 families)
     6br Home/Apartment
    HolidayLettings
    From
    $998

Lee Travel Guide

Located in Berkshire County, the small town of Lee is a vacation-friendly destination that's close to the Berkshire highlands, golf courses and ponds.

Things to Do in Lee

Visitors can head to the Lee Library, which is a small, historic library that was built in 1907. It's a great place to read a book on a rainy afternoon or borrow some books for your vacation.

If its fun and adventure you're after, you can go fly fishing on the Berkshire highlands, or kayaking or fishing on the Goose Pond Reservation. There's also golfing at the Greenock Country Club. Other fun indoor options include touring the Norman Rockwell Museum, which is an art museum in nearby Stockbridge, or shopping at Lee's many unique outlets and locally-owned stores.

Best Places to Stay in Lee

The best place to stay in Lee is in the downtown area, which is close to the best bars, restaurants, and cafes.

Best Time to Visit Lee

The best time to visit is between June and October when you can enjoy the sunshine and outdoor activities.

Food in Lee

What the city of Lee lacks in population, it makes up for with quality food. Chef Express is a burger restaurant that serves everything from burgers and fries to deli sandwiches and Indian food. Meanwhile, Aiello's focuses on serving hot plates of breakfast and lunch and prides itself on having excellent customer service.

Best Events in Lee

The Lee Founder’s Weekend is a three-day long weekend celebration that celebrates the town's founder Lee's birthday. The event includes a parade, music, food, arts and crafts, a magic show, face painting, a vintage tennis tournament, contests and prizes, and sidewalk sales.

Things to Do for Families in Lee

Children and family members can all enjoy a day at AniMagic, which is a museum that is run by an Oscar-winning special effects animator. The Museum offers tours and an animation class that is family-friendly and easy for young children to follow.

Price and Availability in Lee

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The cheapest day to stay at a vacation rental in Lee tends to be Monday, while the most expensive day tends to be Saturday. Vacation homes in Lee 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 Lee is in April, while the cheapest month is in November. The most popular time to book a vacation rental in Lee is in the high season in July. Lee has its low season in December, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Lee

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 Lee. The hottest month in Lee is June, when temperatures peak at 90 ˚F. The coolest month is December, when temperatures drop to -11 ˚F. The wettest month in Lee is March with 8.3 inches of rain, while the driest month is October with 1.25 inches of rain.

What Expert Travelers Think

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

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    ArtMatters.InfoArtMatters.Info
  • — 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

Vacation Rentals in Lee

At AllTheRooms.com we have accommodations from all of your favorite providers - Airbnb, Priceline, RedAwning and more. Lee has 358 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, luxury travelers and everything in between. A trip to Lee can be affordable - the lowest price vacation rental is available at $39 per night. The average price of an accommodation is generally $244 per night.

If you want internet access during your stay in Lee, then you can choose from over 132 accommodations that provide WiFi internet. 23 places to stay include a morning meal. You can maintain your workout regime by staying at one of 44 accommodations that provide gym facilities. If you're planning on arriving in Lee by car, be sure to choose from 140 accommodations that provide parking. We have 51 vacation rentals that have a pool or jacuzzi.

Those traveling with a cat, dog or some other animal can stay in any of 36 accommodations that are designated as pet-friendly.

In Lee AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 4 providers, including 126 places to stay from Airbnb, 4 accommodations from Priceline and 4 places to stay from RedAwning.

189 of our accommodations in Lee have been reviewed and rated. 60% are rated great. You can instantly book any of 118 places to stay right now.

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