Viewed 20 times in the last 48 hours

Sunny, Large, Home with beautiful gardens on pond. Walking Distance To Town

3 BR
2 BA
Sleeps 10

$200

avg/night

Viewed 8 times in the last 48 hours

Rare setting overlooking river - West Stockbridge Dream

2 BR
2 BA
Sleeps 8

Wonderful! 4.8/5
(23 reviews)

$200

avg/night

Viewed 6 times in the last 48 hours

On the Williams River in Downtown West Stockbridge

2 BR
2 BA
Sleeps 5

Wonderful! 4.8/5
(10 reviews)

$291

avg/night

Viewed 16 times in the last 48 hours

Perfect setting for Family vacations Reunions and Special Occasion Events

5 BR
5 BA
Sleeps 10

Wonderful! 4.9/5
(18 reviews)

$800

avg/night

Glorious Berkshire Retreat

3 BR
4 BA
Sleeps 10

Exceptional! 5/5
(8 reviews)

$506

avg/night

Viewed 10 times in the last 48 hours

Newly Renovated 1910 Farmhouse - Walk To Town - Perfect Berkshire Retreat

3 BR
2 BA
1 HF BA
Sleeps 6

$200

avg/night

Viewed 6 times in the last 48 hours

Secluded West Stockbridge Estate

4 BR
4 BA
Sleeps 8

$500

avg/night

Quiet Retreat Close To All Things Berkshire

3 BR
2 BA
1 HF BA
Sleeps 6

$250

avg/night

Beautifully Renovated Colonial Home

3 BR
3 BA
1 HF BA
Sleeps 6

Wonderful! 4.8/5
(5 reviews)

$300

avg/night

Viewed 7 times in the last 48 hours

Berkshire retreat in the Heart of West Stockbridge

2 BR
1 BA
Sleeps 3

$165

avg/night

Viewed 8 times in the last 48 hours

Comfortable 1830 Farmhouse in lovely Berkshire setting

5 BR
2 BA
1 HF BA
Sleeps 12

$293

avg/night

W. Stockbridge Farmhouse with Sweeping Views + Modern updates, family Friendly!

3 BR
3 BA
Sleeps 9

Exceptional! 5/5
(5 reviews)

$415

avg/night

Spacious Studio Apartment in the Berkshire

1 BR
1 BA
Sleeps 4

$175

avg/night

Viewed 18 times in the last 48 hours

Beautiful Secluded Berkshires Mountain view home, family-friendly!

5 BR
4 BA
Sleeps 10

$429

avg/night

24 Acres House & Studio With Glorious Views and Swimming Pond with kayaks

3 BR
5 BA
Sleeps 10

View details for price

Viewed 7 times in the last 48 hours

Meticulously Restored Compound With Pastoral Views, Privacy And Pool

5 BR
6 BA
Sleeps 10

$1,071

avg/night

Viewed 5 times in the last 48 hours

Charming West Stockbridge 3 bedroom cottage central to all Berkshire attractions

3 BR
1 BA
1 HF BA
Sleeps 5

$200

avg/night

Beautiful Colonial In Berkshire County

5 BR
3 BA
Sleeps 10

$395

avg/night

Viewed 32 times in the last 48 hours

Vacation in a Berkshire Farmhouse

5 BR
2 BA
Sleeps 12

Wonderful! 4.9/5
(39 reviews)

$250

avg/night

Viewed 65 times in the last 48 hours

Modern Cozy Wooded Retreat On 30 Private Acres

2 BR
2 BA
Sleeps 6

Exceptional! 5/5
(6 reviews)

$230

avg/night

Viewed 200 times in the last 48 hours

The Playhouse: 7,000 Square Feet of Berkshires Modern Luxury and History

6 BR
5 BA
Sleeps 20

Exceptional! 5/5
(32 reviews)

$710

avg/night

Viewed 39 times in the last 48 hours

Bird Lover's Paradise

3 BR
2 BA
Sleeps 7

Wonderful! 4.9/5
(9 reviews)

$196

avg/night

Viewed 17 times in the last 48 hours

Idyllic Berkshire Get Away: Balance of relaxation and convenience

3 BR
2 BA
Sleeps 6

Very Good! 4.2/5
(5 reviews)

$114

avg/night

Viewed 21 times in the last 48 hours

Cultural Playground of the East 2+ bed Cottage, 5 mins walk to the Red Lion Inn.

2 BR
2 BA
Sleeps 7

Exceptional! 5/5
(10 reviews)

$250

avg/night

Viewed 41 times in the last 48 hours

Elterwater--Sought after and rare private idyllic Berkshire lakefront

3 BR
2 BA
Sleeps 4

Exceptional! 5/5
(35 reviews)

$175

avg/night

Viewed 26 times in the last 48 hours

Family and Dog Friendly Retreat from the City ! (insta/fb: @berkshirebluehouse)

4 BR
2 BA
Sleeps 8

$450

avg/night

Viewed 37 times in the last 48 hours

Chic Berkshire Carriage House

2 BR
1 BA
Sleeps 5

Wonderful! 4.9/5
(22 reviews)

$200

avg/night

Viewed 25 times in the last 48 hours

Beautiful Berkshire Home W Tennis Court; Close to Skiing!

4 BR
3 BA
Sleeps 9

Exceptional! 5/5
(57 reviews)

$443

avg/night

Viewed 65 times in the last 48 hours

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

3 BR
3 BA
Sleeps 10

Wonderful! 4.9/5
(20 reviews)

$305

avg/night

Viewed 30 times in the last 48 hours

Quiet Affordable Luxury Berkshire Getaway Near All Attractions

3 BR
3 BA
Sleeps 8

Wonderful! 4.9/5
(34 reviews)

$200

avg/night

Viewed 23 times in the last 48 hours

Lovingly restored Victorian in Lee's Historic District

5 BR
5 BA
Sleeps 12

Wonderful! 4.8/5
(31 reviews)

$333

avg/night

Viewed 13 times in the last 48 hours

Classic charm and comfort in this private, renovated home.

4 BR
2 BA
1 HF BA
Sleeps 8

$261

avg/night

Viewed 10 times in the last 48 hours

Cozy Modern Berkshires Rental (mins From Lenox, Kripalu & Tanglewood)

2 BR
1 BA
Sleeps 6

Wonderful! 4.8/5
(12 reviews)

$184

avg/night

Viewed 25 times in the last 48 hours

Peaceful, Newly Renovated Lakeside Cottage On Lake Garfield In Berkshires

2 BR
1 BA
Sleeps 5

Wonderful! 4.8/5
(8 reviews)

$164

avg/night

Viewed 27 times in the last 48 hours

A Small Oasis in the Heart of Lenox

1 BR
1 BA
Sleeps 3

Wonderful! 4.9/5
(37 reviews)

$152

avg/night

Viewed 36 times in the last 48 hours

Serene, Private Waterfront House --Perfect Summer Retreat!

2 BR
2 BA
Sleeps 6

Wonderful! 4.8/5
(40 reviews)

$157

avg/night

Viewed 47 times in the last 48 hours

General Williams Estate House Lenox/Stockbridge

6 BR
5 BA
1 HF BA
Sleeps 16

Exceptional! 5/5
(16 reviews)

$800

avg/night

Viewed 79 times in the last 48 hours

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

2 BR
1 BA
Sleeps 4

Excellent! 4.6/5
(56 reviews)

$112

avg/night

Viewed 11 times in the last 48 hours

Enjoy Relaxing Organic Living in the Heart of the Berkshires!

3 BR
2 BA
Sleeps 8

Wonderful! 4.8/5
(37 reviews)

$243

avg/night

Viewed 23 times in the last 48 hours

Peace And Quiet On The Lake

2 BR
2 BA
Sleeps 6

Wonderful! 4.9/5
(11 reviews)

$211

avg/night

Viewed 24 times in the last 48 hours

Wyndham Bentley Brook Resort in Hancock, MA

2 BR
2 BA
Sleeps 8

Excellent! 4.4/5
(5 reviews)

$94

avg/night

Viewed 19 times in the last 48 hours

CHRISTMAS COTTAGE ALL YEAR LONG 1464 Hartsville New Marlborough Rd

2 BR
1 BA
Sleeps 4

Wonderful! 4.8/5
(6 reviews)

$143

avg/night

Viewed 19 times in the last 48 hours

Contemporary 'Castle in the Sky' on 15 Acres

2 BR
2 BA
Sleeps 6

Wonderful! 4.8/5
(27 reviews)

$161

avg/night

Viewed 17 times in the last 48 hours

Country Waterfront Lakehouse in The Berkshires

3 BR
1 BA
1 HF BA
Sleeps 6

Wonderful! 4.8/5
(16 reviews)

$203

avg/night

Viewed 24 times in the last 48 hours

Camp Kinderhook Lake House

4 BR
2 BA
Sleeps 10

Wonderful! 4.9/5
(30 reviews)

$163

avg/night

Viewed 11 times in the last 48 hours

Minutes from downtown Great Barrington, Convenient location

4 BR
3 BA
Sleeps 8

Excellent! 4.7/5
(7 reviews)

$325

avg/night

Viewed 12 times in the last 48 hours

Stunning Mountain Views Atop Blueberry Hill w/ 40 Private Acres

3 BR
2 BA
1 HF BA
Sleeps 6

Wonderful! 4.9/5
(13 reviews)

$240

avg/night

Viewed 17 times in the last 48 hours

UPSCALE BERKSHIRE HOME - 2 BED/BATHS; AC; BBQ; NEAR J.PILLOW/SWIM-KAYACK LAKE/

2 BR
2 BA
Sleeps 6

Wonderful! 4.9/5
(15 reviews)

$165

avg/night

Viewed 11 times in the last 48 hours

Ideal Location, Freshly Renovated, Sleeps 6; Enjoy life in the Berkshires!

3 BR
2 BA
Sleeps 8

Exceptional! 5/5
(9 reviews)

$357

avg/night

Viewed 36 times in the last 48 hours

Restored 1780 Cottage Nestled In The Pastures Of Kinderhook Farm

3 BR
1 BA
Sleeps 6

Exceptional! 5/5
(16 reviews)

$257

avg/night

West Stockbridge (300+)

Recent West Stockbridge Reviews

View property

Great house; comfortable; relaxing; plenty of room; quiet (even though the house is on a main drag); convenient to Lennox, Great Barrington, Stockbridge, West Stockbridge, Pittsfield... could not ask for more. Very relaxing, comfortable, and laid back.

Submitted: Jul 10, 2017
Stayed: Jul 2017

View property

Sweet, clean home on the water!

5 of 5

We loved all the birds on the property. So close to the rail trail and Mount Greylock. We will be back Lanesborough!

Submitted: Jul 01, 2017
Stayed: Jun 2017

Price details

Enter dates for a detailed price

Sort By

Sort By VRBO Sort

Price Per Night

Bedrooms

Bathrooms

Booking Options

Booking Options

Property Type

Property Type

Booking Options

Booking Options

Location Type

Location Type

Features

Features

Managed By

Managed By

West Stockbridge (300+)

Recent West Stockbridge Reviews