Serviced Apartments in Pittsfield
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Featured Apartments in Pittsfield
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Lee MA
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: Pet-friendly apartments with WiFi and parking. Located near skiing.
Washing machine
Dryer
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Hancock MA
The price is AU$571 per night
AU$571
26 Dec - 27 Dec
includes taxes & fees
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone: Ski apartments with an indoor pool and 1 hot tub. Located in the mountains.
Pool
Hot tub
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock MA
The price is AU$631 per night
AU$631
26 Dec - 27 Dec
includes taxes & fees
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor: Ski apartments with an indoor pool and 1 hot tub. Located in the mountains.
Pool
Hot tub
Downtown Gateway to the Berkshires. Walk to Everything.
Lee MA
Downtown Gateway to the Berkshires. Walk to Everything.: Apartments with WiFi and TVs.
Kitchen
Air conditioning
Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Dalton MA
Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton: Pet-friendly apartments with free WiFi and parking.
Kitchen
Washing machine
Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4
Hancock MA
The price is AU$456 per night
AU$456
5 Jan - 6 Jan 2026
includes taxes & fees
Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4: Ski apartments with 1 hot tub and breakfast. Located in the mountains.
Pool
Hot tub
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Hancock MA
The price is AU$596 per night
AU$596
25 Jan - 26 Jan 2026
includes taxes & fees
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous: Ski apartments with 1 hot tub and WiFi. Located in the city centre.
Pool
Hot tub
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
Hancock MA
The price is AU$607 per night
AU$607
26 Dec - 27 Dec
includes taxes & fees
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn: Ski apartments with 1 hot tub and WiFi. Located in the mountains.
Pool
Hot tub
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
Hancock MA
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn: Apartments with 1 hot tub and WiFi. Located in the mountains.
Pool
Hot tub
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford VT
The price is AU$239 per night
AU$239
26 Dec - 27 Dec
includes taxes & fees
Getaway Near Mass MoCA, Great Hiking, Scenic Views: Apartments with free WiFi and laundry facilities. Located near skiing.
Kitchen
Washing machine
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.
Pittsfield Apartments essential information
Accommodation | 108 Apartments |
|---|---|
Lowest Price | AU$127 |
Highest Price | AU$631 |
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, 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, Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn, 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 |
Top trending hotels in Pittsfield
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
The price is AU$147 per night from 2 Jan to 3 Jan
AU$147
2 Jan - 3 Jan 2026
includes taxes & fees
8/10 Very Good! (997 reviews)
^Eligibility requirements and conditions apply.