Browse Stockbridge Condos for Rent
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Featured Condo Rentals in Stockbridge
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 13 Jan to 14 Jan
AU$190
13 Jan - 14 Jan 2026
includes taxes & fees
With a stay at Vacation Village in the Berkshires in Williamstown, you'll be a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain ...
Club Wyndham Bentley Brook Resort - 2 Bedroom
Hancock MA
With a stay at this condo in Hancock, you'll be steps from Jiminy Peak Mountain Resort and a 2-minute drive from Mountain Coaster.
Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, pool
Hancock MA
With a stay at this condo in Hancock, you'll be steps from Jiminy Peak Mountain Resort and a 1-minute drive from Mountain Coaster.
Save an average of 15% on thousands of hotels when you're signed in
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
Hancock MA
With a stay at this condo, you'll be centrally located in Hancock, within a 5-minute drive of Jiminy Peak Mountain Resort and Mountain Coaster.
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Hancock MA
The price is AU$510 per night from 5 Jan to 6 Jan
AU$510
5 Jan - 6 Jan 2026
includes taxes & fees
With a stay at this condo, you'll be centrally located in Hancock, within a 5-minute drive of Jiminy Peak Mountain Resort and Mountain Coaster.
Tranquil Lakeside Escape in the Berkshires
Lenox MA
With a stay at this condo in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and The Mount.
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2
Hancock MA
When you stay at this condo in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 1-minute drive from Mountain Coaster.
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
Hancock MA
When you stay at this condo in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 1-minute drive from Mountain Coaster.
Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths
Hancock MA
With a stay at this condo in Hancock, you'll be steps from Jiminy Peak Mountain Resort and a 1-minute drive from Mountain Coaster.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stockbridge Condo Rentals essential information
Accommodation | 43 Condo Rentals |
|---|---|
Lowest Price | AU$127 |
Highest Price | AU$510 |
Popular accommodation | Vacation Village in the Berkshires, Club Wyndham Bentley Brook Resort - 2 Bedroom, Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, pool , SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!, 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7, Tranquil Lakeside Escape in the Berkshires, SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2, SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1, Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths |
Top trending hotels in Stockbridge
The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is AU$319 per night from 14 Jan to 15 Jan
AU$319
14 Jan - 15 Jan 2026
includes taxes & fees
With a stay at The Red Lion Inn in Stockbridge, you'll be in the historical district, within a 15-minute drive of Tanglewood Music Center and Housatonic ...
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 13 Jan to 14 Jan
AU$190
13 Jan - 14 Jan 2026
includes taxes & fees
With a stay at Vacation Village in the Berkshires in Williamstown, you'll be a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain ...
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is AU$127 per night from 4 Jan to 5 Jan
AU$127
4 Jan - 5 Jan 2026
includes taxes & fees
Located in Lenox, The Yankee, Trademark Collection by Wyndham is a 4-minute drive from Bousquet Ski Area and 8 minutes from The Mount.
Save an average of 15% on thousands of hotels when you're signed in
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is AU$163 per night from 23 Jan to 24 Jan
AU$163
23 Jan - 24 Jan 2026
includes taxes & fees
With a stay at Holiday Inn & Suites Pittsfield-Berkshires by IHG, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
More ways to explore Stockbridge
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