Windsor Apartments
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Apartments in Windsor
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Lee MA
With a stay at this apartment in Lee, you'll be within a 10-minute drive of Tanglewood Music Center and Berkshire Mountain Country Store.
Washer
Dryer
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Hancock MA
$210 nightly
The price is $235 total per night
$235 total
Dec 15 - Dec 16
Total with taxes and fees
When you stay at this apartment in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 1-minute drive from Mountain Coaster.
Pool
Hot Tub
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock MA
$210 nightly
The price is $235 total per night
$235 total
Dec 15 - Dec 16
Total with taxes and fees
When you stay at this apartment in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 1-minute drive from Mountain Coaster.
Pool
Hot Tub
Charming 1-BR Apartment in Conway, WiFi/AC
Conway MA
Located in Conway, this apartment is within a 5-minute drive of Bardwell's Ferry Bridge and Conway Town Park.
Downtown Gateway to the Berkshires. Walk to Everything.
Lee MA
With a stay at this apartment in Lee, you'll be within a 15-minute drive of Tanglewood Music Center and Lee Library.
Kitchen
Air conditioning
Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Dalton MA
With a stay at this apartment in Dalton, you'll be within a 5-minute drive of Wahconah Falls State Park and Crane Museum of Papermaking.
Kitchen
Washer
Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4
Hancock MA
$219 nightly
The price is $245 total per night
$245 total
Dec 15 - Dec 16
Total with taxes and fees
When you stay at this apartment in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 1-minute drive from Mountain Coaster.
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Hancock MA
$596 nightly
The price is $666 total per night
$666 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
With a stay at this apartment, you'll be centrally located in Hancock, within a 5-minute drive of Jiminy Peak Mountain Resort and Mountain Coaster.
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
Hancock MA
$210 nightly
The price is $235 total per night
$235 total
Dec 15 - Dec 16
Total with taxes and fees
When you stay at this apartment in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 1-minute drive from Mountain Coaster.
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford VT
$128 nightly
The price is $144 total per night
$144 total
Dec 14 - Dec 15
Total with taxes and fees
Located in Stamford, this apartment is in the mountains, within a 5-minute walk of Green Mountain National Forest and Stamford Town Hall.
Cozy 1-bedroom Suite in Jiminy Peak Resort, with Wi-Fi, Pool, Fitness & More!
Hancock MA
When you stay at this apartment in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 1-minute drive from Mountain Coaster.
The Allen House historic North Adams Home in the Berkshire Mountains
North Adams MA
$337 nightly
The price is $376 total per night
$376 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
With a stay at this apartment in North Adams, you'll be a 4-minute walk from North Adams City Hall and 6 minutes by foot from Western Gateway Heritage State Park.
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 Apartments essential information
Accommodation | 105 Apartments |
|---|---|
Lowest Price | $144 |
Highest Price | $666 |
Popular accommodation | Elegant 19th Century New England Newly Renovated 1BR Vacation Rental, Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone, Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor, Charming 1-BR Apartment in Conway, WiFi/AC, Downtown Gateway to the Berkshires. Walk to Everything., Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton, Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4, Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous, WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn, Getaway Near Mass MoCA, Great Hiking, Scenic Views, Cozy 1-bedroom Suite in Jiminy Peak Resort, with Wi-Fi, Pool, Fitness & More!, The Allen House historic North Adams Home in the Berkshire Mountains |