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Lee

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Vacation Rentals in Lee, Berkshires

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  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews | Just Added
1-19 of 19
Berkshires Spacious Comfortable Charming Farmhouse, Lee
Massachusetts, Berkshires, Lee Holiday Rentals
Berkshires Spacious Comfortable Charming Farmhouse
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 3 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
308 AUD
Week:
1,232 AUD - 1,539 AUD
Minimum rental - 2 nights
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Bird Watchers Delight! Country Get-Away w/Pond!, Lee
Massachusetts, Berkshires, Lee Holiday Rentals
Bird Watchers Delight! Country Get-Away w/Pond!
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 5 Bedrooms, sleeps 11
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
359 AUD - 385 AUD
Week:
1,539 AUD - 2,463 AUD
Month:
2,976 AUD - 9,134 AUD
Minimum rental - 1 night
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Lovely Cottage Minutes to Tanglewood -Walk to Town, Lee
Massachusetts, Berkshires, Lee Holiday Rentals
Lovely Cottage Minutes to Tanglewood -Walk to Town
Slideshow
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
257 AUD - 308 AUD
Week:
1,232 AUD - 1,539 AUD
Month:
5,644 AUD
Minimum rental - 3 nights
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The Cottage at Devonfield, Lee
Massachusetts, Berkshires, Lee Holiday Rentals
The Cottage at Devonfield
Slideshow
  • Holiday Rental House
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
385 AUD
Week:
2,514 AUD
Month:
9,236 AUD
Minimum rental - 2 nights
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The following rentals are within 15 kilometres of Lee, Massachusetts.

Central Berkshire Lakefront 6-bedroom, Great Views, Pittsfield
Massachusetts, Berkshires, Pittsfield Holiday Rentals
Central Berkshire Lakefront 6-bedroom, Great Views
4.5 of 5 stars 5 reviews
  • Holiday Rental House
  • 6 Bedrooms, sleeps 8
  • 3 Bathrooms
  • Owner
EMAIL OWNER
Night:
257 AUD - 282 AUD
Week:
1,232 AUD - 1,796 AUD
Minimum rental - 2 nights
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3 bedroom cottage on quiet road in the Berkshires, Great Barrington
Massachusetts, Berkshires, Great Barrington Holiday Rentals
3 bedroom cottage on quiet road in the Berkshires
4 of 5 stars 4 reviews
  • Holiday Rental House
  • 3 Bedrooms, sleeps 5
  • 1 Bathroom
  • Owner
EMAIL OWNER
Week:
770 AUD - 1,026 AUD
Minimum rental - 1 week
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Elegant 2 bedroom condominium in Lenox, Lenox
Massachusetts, Berkshires, Lenox Holiday Rentals
Elegant 2 bedroom condominium in Lenox
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 2 Bedrooms, sleeps 4
  • 4 Bathrooms
  • Owner
EMAIL OWNER
Night:
308 AUD
Month:
3,592 AUD - 9,236 AUD
Minimum rental - 30 nights
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Gartner House, a charming home in Lenox, Lenox
Massachusetts, Berkshires, Lenox Holiday Rentals
Gartner House, a charming home in Lenox
Slideshow
4.5 of 5 stars 4 reviews
  • Condo/Apartment
  • 4 Bedrooms, sleeps 8
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
154 AUD - 205 AUD
Week:
924 AUD - 1,232 AUD
Month:
2,566 AUD - 3,695 AUD
Minimum rental - 2 nights
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Lakeview home with swingset, trampoline & firepit!, Richmond
Massachusetts, Berkshires, Richmond Holiday Rentals
Lakeview home with swingset, trampoline & firepit!
Slideshow
4 of 5 stars 4 reviews
  • Holiday Rental House
  • 3 Bedrooms, sleeps 8
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
113 AUD - 231 AUD
Week:
718 AUD - 1,232 AUD
Month:
1,539 AUD - 3,592 AUD
Minimum rental - 2 nights
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The Cottage B&B near Tanglewood in The Berkshires, Stockbridge
Massachusetts, Berkshires, Stockbridge Holiday Rentals
The Cottage B&B near Tanglewood in The Berkshires
Slideshow
4 of 5 stars 9 reviews
  • Guest Room
  • 2 Bedrooms, sleeps 4
  • Verified owner
EMAIL OWNER
Night:
128 AUD - 303 AUD
Week:
1,026 AUD
Month:
2,566 AUD
Minimum rental - 1 night
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Romantic Getaway in an Idyllic Berkshires cottage, Great Barrington
Massachusetts, Berkshires, Great Barrington Holiday Rentals
Romantic Getaway in an Idyllic Berkshires cottage
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 1 Bedroom, sleeps 3
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
174 AUD - 200 AUD
Week:
718 AUD - 975 AUD
Minimum rental - 2 nights
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Colesbrook Manor, Washington - JUST ADDED
United States, Massachusetts, Washington Holiday Rentals
Colesbrook Manor
  • Holiday Rental House
  • 4 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
257 AUD
Week:
1,642 AUD
Minimum rental - 1 week
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Berkshires House, 40 wooded acres, Lake Frontage, Monterey
Massachusetts, Berkshires, Monterey Holiday Rentals
Berkshires House, 40 wooded acres, Lake Frontage
Slideshow
  • Holiday Rental House
  • 3 Bedrooms, sleeps 7
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
154 AUD - 436 AUD
Week:
462 AUD - 1,745 AUD
Month:
2,566 AUD - 5,850 AUD
Minimum rental - 1 night
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Yankee Suites Extended Stays, Pittsfield
Massachusetts, Berkshires, Pittsfield Holiday Rentals
Yankee Suites Extended Stays
Slideshow
  • Condo/Apartment
  • 1 Bedroom, sleeps 5
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
91 AUD - 132 AUD
Week:
568 AUD - 898 AUD
Month:
2,001 AUD - 3,592 AUD
Minimum rental - 1 night
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Peaceful haven in Great Barrington,Berkshires, Great Barrington - JUST ADDED
Massachusetts, Berkshires, Great Barrington Holiday Rentals
Peaceful haven in Great Barrington,Berkshires
Slideshow
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
144 AUD
Week:
1,001 AUD
Month:
3,900 AUD
Minimum rental - 1 week
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STUNNING LENOX BUNGALOW, Lenox - JUST ADDED
Massachusetts, Berkshires, Lenox Holiday Rentals
STUNNING LENOX BUNGALOW
  • Holiday Rental House
  • 2 Bedrooms, sleeps 4
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
359 AUD
Week:
2,053 AUD
Month:
6,158 AUD
Minimum rental - 2 nights
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Beautiful peaceful Berkshire home near Tanglewood, Richmond
Massachusetts, Berkshires, Richmond Holiday Rentals
Beautiful peaceful Berkshire home near Tanglewood
  • Holiday Rental House
  • 3 Bedrooms, sleeps 7
  • 4 Bathrooms
  • Owner
EMAIL OWNER
Night:
257 AUD - 462 AUD
Week:
2,053 AUD - 3,079 AUD
Month:
4,105 AUD - 9,236 AUD
Minimum rental - 2 nights
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Renovated Early 1800s Greek Revival Farmhouse, Stockbridge
Massachusetts, Berkshires, Stockbridge Holiday Rentals
Renovated Early 1800s Greek Revival Farmhouse
Slideshow
  • Holiday Rental House
  • 3 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
205 AUD - 257 AUD
Week:
1,411 AUD - 2,053 AUD
Month:
3,489 AUD - 7,184 AUD
Minimum rental - 2 nights
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Lakefront Berkshires Ski/Summer House, Great Views, Great Barrington
Massachusetts, Berkshires, Great Barrington Holiday Rentals
Lakefront Berkshires Ski/Summer House, Great Views
Slideshow
  • Holiday Rental House
  • 4 Bedrooms, sleeps 11
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Week:
1,026 AUD - 1,539 AUD
Minimum rental - 2 nights
Check availability
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1-19 of 19

Lee Holiday Rental Advice

Where else to stay for Tangelwood -besides Lenox?
Posted by needarest67, 30 Apr 2008
... affordable in-town studio or apartment. They are all gone! Well the ones that we could afford are long gone. We are asking for help with finding a PLAN B: Can anyone recommend another town that might be both affordable and within easy driving range of Lenox? A nice hotel ... more
Ideas for girly week in vacation village please
Posted by C from NY, 9 May 2012
... village for a week we enjoyed the area so much that we rented a place in the Berkshires for a summer. After that , we wound up buying a condo and made the move permanent. ;>) I've sent you an overview of the area via the message center. Hope it helps ... more
Monterey vs Otis
Posted by C from NY, 16 Mar 2012
Sounds like you're in for a great vacation. We have a condo in Lenox. Check your messages. I'll be sending you an overview of some stuff to do in the area via message center. ... more
Oak n Spruce - What's the real deal?
Posted by Mel K, 2 Mar 2012
Thank you, C! I stupidly booked the exchange BEFORE I read the reviews thinking I would get a quality condo that I am accustomed to through Diamond. AARRGGHH! I will see if i can cancel the exchange. Thx!!!. ... more
wind in the pines
Posted by tfj, 29 Jun 2011
... is an old converted motel. Condo units have a mini kitchen with small frig, microwave, sink, coffee pot and basic dishes and a window air conditioner. It is clean but definitely OLD. Carpet, draperies, bedding are clean but low-end. Looks like you have stepped back into the 60's ... more
Trip to Berkshires with Young kids in April
Posted by weiler97, 12 Apr 2010
... if you stay in a condo with a kitchen. - Berkshire Museum is a must see. Bottom floor includes a nice aquarium that kept kids enthralled. 2 other floors full of hands-on, intereting but non-pretentious exhibits including a mummy. Traveling exhibit now is 'Armed and Dangrerous' which is basically ... more
Home base in the Berkshires
Posted by dancingnancy, 30 Aug 2009
... and is a ski resort condo-type place. Stockbridge or Lenox are both charming. Stockbridge has the advantage of being 8 miles north of Great Barrington, a really great town that, sadly, doesn't have much in the way of inns or hotels. If you prefer a B&B, Lenox ... more
Berkshires in Massachusetts
Posted by BIGREDDON, 26 Oct 2007
... Brodie Mountain Rd Hancock, Massachusetts 01237 United States My wife and I have stayed here 4 times at different times of the year. We enjoy ourselves with swimming, hiking, eating out, grilling by nearby our condo, visiting various attractions. We are going to be there Oct 27 for a week ... more
Places to stay near Tanglewood
Posted by travelinmidatlantic, 21 May 2007
We are looking for a place to stay in July that would put us near Tanglewood (Lennox) as well as near hiking, fishing, golfing. We would prefer a one bedroom "condo experience" rather than a hotel room. Any recommendations? Thank you. ... more
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