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Featured Condo Rentals in Windsor

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is €125 per night
€125
6 Jul - 7 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Vacation Village in the Berkshires. During your stay, you'll be within walking distance of Jiminy Peak Mountain Resort. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool. This comfortable condo has 360 condos over 2 floors. A fireplace and a patio are available in each condo.
Pool
Parking included

Club Wyndham Bentley Brook Resort - 2 Bedroom
Hancock MA
During your stay at this condo building, you're just a quick walk from Jiminy Peak Mountain Resort. Concierge services and laundry facilities are available. A balcony and a TV are available in the condo.

Tranquil Lakeside Escape in the Berkshires
Lenox MA
During your stay at this condo building, you'll be within walking distance of The Mount. Enjoy features like laundry facilities. Free WiFi and a kitchen are available in the condo.

SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2
Hancock MA
During your stay at this condo building, you're just a quick walk from Jiminy Peak Mountain Resort. An outdoor pool, a gym and breakfast (surcharge) are available. Enjoy your stay with amenities like free WiFi and in-room jetted baths in the condo.

SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
Hancock MA
During your stay at this condo building, you'll be within walking distance of Alpine Super Slide. An outdoor pool, a gym and breakfast (surcharge) are available. The condo offers free WiFi and in-room jetted baths.

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Hancock MA
The price is €363 per night
€363
29 Jun - 30 Jun
includes taxes & fees
During your stay at this condo building, you'll be within walking distance of Alpine Super Slide. A gym, breakfast (surcharge) and laundry facilities are available. A kitchen and a fireplace are available in the condo.

Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths
Hancock MA
During your stay at this condo building, you'll be within walking distance of Alpine Super Slide. You'll find features such as a gym, 1 hot tub and laundry facilities. The condo offers 2 bathrooms and a Smart TV.

Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5
Hancock MA
During your stay at this condo building, you're just a quick walk from Jiminy Peak Mountain Resort. An outdoor pool, a gym and an arcade/games room are available. The condo offers free WiFi and a kitchen.

Year-round fun! Condo at Jiminy Peak Resort. Treat yourself!
Hancock MA
During your stay at this condo building, you're just a quick walk from Jiminy Peak Mountain Resort. A gym and laundry facilities are available.

Peaceful 1BR Condo with Pond View
Lenox MA
During your stay at this condo building, you'll be within walking distance of The Mount. Enjoy features like laundry facilities. The condo offers free WiFi and a kitchen.

3 BR+ 4level WINTER SKI RENTAL LOOKING 4 SEASONAL RENTER 1 MILE OFF OF JIMINEY
Hancock MA
During your stay at this condo building, you'll be close to Jiminy Peak Mountain Resort. You'll find features such as an indoor pool, a gym and 1 hot tub. The condo includes amenities such as free WiFi and in-room jetted baths.

Ski-In/Ski-Out at Jiminy Peak in the Country Inn
Hancock MA
During your stay at this condo building, you're just a quick walk from Jiminy Peak Mountain Resort. An outdoor pool, a gym and 1 hot tub are available. The condo includes amenities such as free WiFi and a kitchenette.

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Hancock MA
The price is €389 per night
€389
29 Jun - 30 Jun
includes taxes & fees
During your stay at this condo building, you'll be within walking distance of Alpine Super Slide. Enjoy features like a gym and laundry facilities. The condo offers a kitchen and 2 bathrooms.

Large Mountainside Condo with Private Trail to Grouse Run
Hancock MA
During your stay at this condo building, you're just a quick walk from Jiminy Peak Mountain Resort. A gym, 1 hot tub and laundry facilities are available. Free WiFi and a kitchen are available in the condo.
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.
Windsor Condo Rentals essential information
Accommodation | 39 Condo Rentals |
|---|---|
Lowest Price | €125 |
Highest Price | €389 |
Popular accommodation | Vacation Village in the Berkshires, Club Wyndham Bentley Brook Resort - 2 Bedroom, 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, 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous, Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths, Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5, Year-round fun! Condo at Jiminy Peak Resort. Treat yourself!, Peaceful 1BR Condo with Pond View, 3 BR+ 4level WINTER SKI RENTAL LOOKING 4 SEASONAL RENTER 1 MILE OFF OF JIMINEY, Ski-In/Ski-Out at Jiminy Peak in the Country Inn, 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7, Large Mountainside Condo with Private Trail to Grouse Run, SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS! |
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