5 Best Lenox Apartments on Holiday Lettings - Villas

Close

View larger map

Lenox

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

138 Vacation rentals

(27) 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 $150 / night

$900 - $1,200 / week

Book View

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

Book View

from $225 / 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

Book View

Responds fast!
avg. 3 hours 55 minutes

from $150 / 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

Book View

from $150 / night

(1) Very Good 

16

Vacation home in Lenox

Berkshires / Lenox

4 11 2 nights min

  • 4 bedrooms
  • Sleeps 11
  • 2 nights min
  • Child friendly
  • Pet friendly
220 acre Fox Hollow Estate with 1000 feet of Lake Front on Laurel Lake. 8 Person Hot tub on deck. Fabulous deck fire pit, outdoor furniture and gas grill. Fireplace to warm up by. High ceilings, open living concept. 2400 sq. feet with 4 BR's on main level each with priv …see more

from $500 / night

$3,000 / week

Book View

from $500 / night

(1) Excellent 

19

Vacation home with indoor pool in Lenox

Berkshires / Lenox

5 14 2 nights min

  • 5 bedrooms
  • Sleeps 14
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.32 mi
  • Swimming pool
220+ Acres W\ Tennis Cts, Indoor / Outdoor Pool, Canoe, Fishing Boat, Hot Tub. New first time rental of 4 BR, 2BA, Cape Cod style, sleeps 10-12. New fully equipped kitchen w/ center island, indoor and outdoor barbecues, wine cooler, 2 fireplaces, large deck with 8 perso …see more

from $450 / night

$2,800 / week

Book View

from $450 / 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

Book View

Responds fast!
avg. 3 hours 40 minutes

from $300 / 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

Book View

Responds fast!
avg. 2 hours 45 minutes

from $175 / night