Stockbridge Vacation Rentals
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OverBrook - Great local Ski conditions! - packed powder & great base — Property 101135
- House
- 3 bedrooms, sleeps 12
- 2 bathrooms, 1 half bath
- lake, town
- air-conditioning
Rates (shown in USD)
$200 - $250/night
$1,200 - $2,000/week
$4,000 - $8,000/month
Historic Colonial by Gardens / Tanglewood — Property 104441
- House
- 3 bedrooms, sleeps 6
- 2 bathrooms
- air-conditioning
- washing machine
Rates (shown in USD)
$8,000/month
Charming Lakefront on Stockbridge Bowl with Private Dock — Property 132791
Fabulous Home with Pool & Hot Tub ~ July and August Special Offer — Property 101829
- House
- 4 bedrooms, sleeps 6
- 2 bathrooms
- mountain, resort
- swimming pool
The Lilac House: Perfect for Couples or Extended Families — Property 110082
- House
- 3 bedrooms, sleeps 10
- 2 bathrooms
- village
- accept credit card
Unique Townhouse in the Heart of Stockbridge — Property 146723
- Townhome
- 3 bedrooms, sleeps 8
- 2 bathrooms
- lake, town
- air-conditioning
Rates (shown in USD)
$2,250/week
$8,000/month
Convenient to Beach, Tanglewood and All Berkshire Amenities — Property 125379
- Cabin
- 2 bedrooms, sleeps 6
- 1 bathroom
- beach, mountain
- washing machine
Rates (shown in USD)
$1,000 - $1,500/week
$3,500 - $5,000/month
WoodsWhole — Property 216511
- House
- 3 bedrooms, sleeps 6
- 2 bathrooms, 1 half bath
- beach, river
- swimming pool
Spacious & light- Artist designed luxury & privacy in Stockbridge — Property 170499
- House
- 3 bedrooms, sleeps 6
- 2 bathrooms
- lake, mountain
- washing machine
Rates (shown in USD)
$300/night
$1,800 - $2,500/week
$6,000 - $15,000/month
Charming Country Cottage, 1 mile from Tanglewood , very private — Property 124653
- Cottage
- 2 bedrooms, sleeps 6
- 1 bathroom
- mountain, rural
- washing machine
Rates (shown in USD)
$875/week
$950/month
Boulder Farm is a meticulously restored Colonial Revival Estate. — Property 164345
- Estate
- 4 bedrooms, sleeps 7
- 5 bathrooms, 1 half bath
- mountain, village
- swimming pool
Beautiful Stockbridge Contempt, on 16 wooded acres, Pool and Gardens — Property 137118
- 3 bedrooms, sleeps 8
- 2 bathrooms, 1 half bath
- lake, village
- swimming pool












