5 Best Lenox Apartments on Holiday Lettings - Villas

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134 Vacation rentals

(28) Excellent 

21

Vacation apartment in Lenox

Berkshires / Lenox

4 7 2 nights min

  • 4 bedrooms
  • Sleeps 7
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
Located on a quiet side street in the charming Berkshire town of Lenox, Gartner House is a great place to call home while exploring this scenic, historical, and culturally rich area of Western Massachusetts. Walk to breakfast, lunch or dinner at one of the town's many …see more

from $200 / night

$1,200 / week

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from $200 / night

(1) Excellent 

30

Vacation cottage in Lenox

Berkshires / Lenox

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning
AS YOU OPEN THE GATE FROM THE DRIVE YOU WALK ONTO YR FRONT DECK LEADING TO THE ENTRY , MUD ROOM WHICH HOLDS YR SUMMER NEEDS, SKIS AND BOOTS. THIS LEADS TO THE COTTAGE APT. [attached to the owner`s quarters} LIVING RM- HAS A SOFA SLEEPER TO ACCOMMODATE 2 MORE GUESTS. KIT …see more

from $150 / night

$1,050 / week

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Responds fast!
avg. 1 hour 0 minutes

from $150 / night

(2) Very Good 

12

Vacation home rental

Berkshires / Lenox

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
This sophisticated ranch is privately sited on a premier road in Stockbridge. Less than a mile to Tanglewood, Stockbridge Bowl, and local theatre companies. Nestled between Lenox and Stockbridge, this is perfect location for your vacation. 3 bedroom and 1 bath, an open …see more

from $225 / night

$1,415 / week

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from $225 / night

(1) Excellent 

10

Vacation home in Lenox

Berkshires / Lenox

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Just rated Best Small Town in the Northeast by USA Today, our home is located in the heart of Lenox MA! Come relax in our lovely home, situated in a quiet neighborhood just steps from downtown. Walk to Zagat rated restaurants, shop unique boutique shops, hike in Kennedy …see more

from $175 / night

$1,225 / week

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Responds fast!
avg. 2 hours 16 minutes

from $175 / night

12

Lenox Vacation home rental

Berkshires / Lenox

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Great little house in a very convenient location. Set nicely back from the street with a spacious back and side yard. 8 minutes drive to tanglewood. All rooms are furnished. Living room with bay window and fireplace, hardwood floors throughout. Almost an acre of land wi …see more

from $150 / night

$950 - $1,580 / week

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from $150 / night

23

Vacation apartment in Lenox

Berkshires / Lenox

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
Completely renovated 2 bedroom downtown apartment with open floor plan in Lenox MA. Enjoy walks around the downtown area and visit the many attractions in Berkshire County. Endless restaurants to choose from, golf courses within 7 miles, Kennedy Park and Tanglewood clos …see more

from $300 / night

$2,100 / week

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Responds fast!
avg. 3 hours 40 minutes

from $300 / night

24

Vacation home in Lenox

Berkshires / Lenox

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Child friendly
No matter the season, you'll find the getaway you crave while staying at this 3-bed, 2.5-bath house in Lenox! This welcoming vacation rental features room for 6, numerous amenities, and an incredible location just minutes from the Tanglewood Music Center. In addition, e …see more

from $375 / night

$2,625 / week

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Responds fast!
avg. 40 minutes

from $375 / night