Pittsfield, MA 01201, USA Vacation rentals • comparison for Airbnb, Vrbo and Booking prices

United States Massachusetts Hancock vacation rental compare prices direct by owner 12750682

Vac Village in Berkshires MLK-Jiminy Peak

4.3 (1377)

2 Bedrooms • 8 Guests

$151 avg/night

United States Massachusetts vacation rental compare prices direct by owner 1946524

January Ski/In Ski/Out Bentley Brook 2BR

5.0 (20)

2 Bedrooms • 8 Guests

Available on

United States Massachusetts West Stockbridge vacation rental compare prices direct by owner 26000325

Lovely, Sunny, Stockbridge Home with Wood Stove!

5.0 (10)

3 Bedrooms • 6 Guests

$519 avg/night

United States Massachusetts Lanesborough vacation rental compare prices direct by owner 33520165

Mountain Blossom Retreat by Evergreen Home

5.0 (44)

3 Bedrooms • 8 Guests

$1,065 avg/night

United States Massachusetts West Stockbridge vacation rental compare prices direct by owner 23611131

Panoramic Views, Indoor Pool by Evergreen Home

5.0 (87)

4 Bedrooms • 11 Guests

$1,379 avg/night

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United States Massachusetts Richmond vacation rental compare prices direct by owner 11839747

Escape to The Berkshires w/Pool by Evergreen Home

5.0 (36)

4 Bedrooms • 8 Guests

$810 avg/night

United States Massachusetts Pittsfield vacation rental compare prices direct by owner 2297482

Hidden Oasis in the Mountains by Evergreen Home

5.0 (152)

5 Bedrooms • 10 Guests

$752 avg/night

United States Massachusetts Cheshire vacation rental compare prices direct by owner 26549912

Berkshires Lakefront Retreat by Evergreen Home

5.0 (64)

4 Bedrooms • 8 Guests

$883 avg/night

United States Massachusetts Lenox vacation rental compare prices direct by owner 11500496

Sophisticated Lenox Retreat by Evergreen Home

4.9 (66)

4 Bedrooms • 8 Guests

$684 avg/night

United States Massachusetts Lenox vacation rental compare prices direct by owner 26577129

The Penthouse, Downtown Lenox by Evergreen Home

4.9 (89)

2 Bedrooms • 6 Guests

$608 avg/night

United States New York East Chatham vacation rental compare prices direct by owner 32293417

Red Rock Summit: Pool | Privacy + Views | Sauna

4.8 (17)

4 Bedrooms • 8 Guests

$1,249 avg/night

United States Massachusetts Lenox vacation rental compare prices direct by owner 38213059

Cliffwood Cottage by Evergreen Home

5.0 (2)

2 Bedrooms • 4 Guests

$585 avg/night

United States Massachusetts Pittsfield vacation rental compare prices direct by owner 24420932

Grand Berkshire Manor By Evergreen Home

5.0 (73)

5 Bedrooms • 10 Guests

$843 avg/night

United States Massachusetts Pittsfield vacation rental compare prices direct by owner 10618102

The Guest House at Cottage Farm

4.9 (34)

3 Bedrooms • 6 Guests

$465 avg/night

United States Massachusetts Stockbridge vacation rental compare prices direct by owner 1275229

Cozy Stockbridge Cabin - Walk to Beach & Lake!

4.7 (36)

2 Bedrooms • 4 Guests

Available on

United States Massachusetts Pittsfield vacation rental compare prices direct by owner 26586285

Berkshires Colonial on 2 Acres by Evergreen Home

5.0 (62)

4 Bedrooms • 8 Guests

$590 avg/night

United States Massachusetts Pittsfield vacation rental compare prices direct by owner 37432954

Lake Views & Dock Access - Pittsfield Cottage!

5.0 (12)

4 Bedrooms • 6 Guests

$569 avg/night

United States Massachusetts West Stockbridge vacation rental compare prices direct by owner 40394612

Crossbridge: Vintage Charm + Unique Character

5.0 (3)

4 Bedrooms • 7 Guests

$1,458 avg/night

United States Massachusetts Lenox vacation rental compare prices direct by owner 40517862

Historic 9-BR Berkshires Estate Retreat

5.0 (3)

9 Bedrooms • 16 Guests

Available on

United States Massachusetts Pittsfield vacation rental compare prices direct by owner 40543518

Elegant 6-BR Berkshires Estate 10 Min to Bousquet

5.0 (3)

6 Bedrooms • 14 Guests

$1,281 avg/night

United States Massachusetts Lenox vacation rental compare prices direct by owner 26626882

Lenox Grand Colonial with Pool by Evergreen Home

5.0 (47)

4 Bedrooms • 8 Guests

$537 avg/night

United States Massachusetts Williamstown vacation rental compare prices direct by owner 32806820

Elegant Mountain View Retreat By Evergreen Home

5.0 (66)

4 Bedrooms • 8 Guests

$644 avg/night

United States Massachusetts Pittsfield vacation rental compare prices direct by owner 181688

Renovated Pittsfield Colonial by Evergreen Home

5.0 (65)

4 Bedrooms • 12 Guests

$809 avg/night

United States Massachusetts Pittsfield vacation rental compare prices direct by owner 25707008

Modern, Renovated Lakefront Escape

5.0 (41)

4 Bedrooms • 9 Guests

$710 avg/night

United States Massachusetts Stockbridge vacation rental compare prices direct by owner 201122

Tranquil 3 BR Stockbridge House w/ Private Deck!

5.0 (156)

3 Bedrooms • 6 Guests

$362 avg/night

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