Rent Pittsfield Condos

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Featured Condo Rentals in Pittsfield

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is NZ$180 per night from 17 May to 18 May
NZ$180
17 May - 18 May
includes taxes & fees
Stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in their ...
Opens in a new windowVacation Village in the Berkshires
Club Wyndham Bentley Brook Resort - 2 Bedroom

Club Wyndham Bentley Brook Resort - 2 Bedroom

Hancock MA
Stay at this ski condo in Hancock. Enjoy laundry facilities, concierge services and ski-in/ski-out access. Popular attractions Jiminy Peak Mountain Resort and ...
Opens in a new windowClub Wyndham Bentley Brook Resort - 2 Bedroom
Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, pool

Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, pool

Hancock MA
Stay at this condo in Hancock. Enjoy a fitness centre, laundry facilities and air conditioning. Popular attractions Mountain Coaster and Jiminy Peak Mountain ...
Opens in a new windowFamily-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, pool
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2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

Hancock MA
The price is NZ$568 per night from 11 May to 12 May
NZ$568
11 May - 12 May
includes taxes & fees
Stay at this condo in Hancock. Enjoy a fitness centre, a garden and laundry facilities. Popular attractions Mountain Coaster and Jiminy Peak Mountain Resort ...
Opens in a new window2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5

Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5

Hancock MA
Stay at this ski condo in Hancock. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are ...
Opens in a new windowSki In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5
Clean+Comfy1BRw/Views! OpenLR/D/K! GasFP, HPool,HTub, WorkRemote+Play AllYear!🤗

Clean+Comfy1BRw/Views! OpenLR/D/K! GasFP, HPool,HTub, WorkRemote+Play AllYear!🤗

Hancock MA
Stay at this family-friendly condo in Williamstown. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Jiminy Peak Mountain Resort and Mountain ...
Opens in a new windowClean+Comfy1BRw/Views! OpenLR/D/K! GasFP, HPool,HTub, WorkRemote+Play AllYear!🤗
Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths

Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths

Hancock MA
Stay at this condo in Hancock. Enjoy a fitness centre, laundry facilities and air conditioning. Popular attractions Mountain Coaster and Jiminy Peak Mountain ...
Opens in a new windowEscape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1

SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1

Hancock MA
Stay at this ski condo in Hancock. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Popular attractions Mountain Coaster and Jiminy Peak Mountain ...
Opens in a new windowSKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
🌞Views! 2mi2Ski+Dtw! Great 1BR OpenLR/DR/Kit! FP,HPool,Htub,Gym,PetsOk,EVchg🌞!

🌞Views! 2mi2Ski+Dtw! Great 1BR OpenLR/DR/Kit! FP,HPool,Htub,Gym,PetsOk,EVchg🌞!

Pittsfield MA
Stay at this ski condo in Pittsfield. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Tanglewood Music Center and Guido's Marketplace are ...
Opens in a new window🌞Views! 2mi2Ski+Dtw! Great 1BR OpenLR/DR/Kit! FP,HPool,Htub,Gym,PetsOk,EVchg🌞!
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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 Condo Rentals essential information

Accommodation
46 Condo Rentals
Lowest Price
NZ$180
Highest Price
NZ$568
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 , 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7, Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5, Clean+Comfy1BRw/Views! OpenLR/D/K! GasFP, HPool,HTub, WorkRemote+Play AllYear!🤗, Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths, SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1, 🌞Views! 2mi2Ski+Dtw! Great 1BR OpenLR/DR/Kit! FP,HPool,Htub,Gym,PetsOk,EVchg🌞!

Top trending hotels in Pittsfield

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$202 per night from 24 May to 25 May
NZ$202
24 May - 25 May
includes taxes & fees
Stay at this golf lodge in Pittsfield. Enjoy free Wi-Fi, free parking and a business centre. Our guests praise the helpful staff and the clean rooms in their ...
Opens in a new windowBerkshire Mountain Lodge
Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$279 per night from 11 May to 12 May
NZ$279
11 May - 12 May
includes taxes & fees
Stay at this business-friendly hotel in Pittsfield. Enjoy free Wi-Fi, free parking and room service. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowHotel On North
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Fully refundable
The price is NZ$224 per night from 17 May to 18 May
NZ$224
17 May - 18 May
includes taxes & fees
Stay at this business-friendly hotel in Pittsfield. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
Save an average of 15% on thousands of hotels when you're signed in
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 out of 5
1055 South Street Pittsfield MA
Fully refundable
The price is NZ$246 per night from 13 May to 14 May
NZ$246
13 May - 14 May
includes taxes & fees
Stay at this hotel in Pittsfield. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Tanglewood Music Center and Guido's Marketplace are ...
Opens in a new windowHoliday Inn Express & Suites Pittsfield - Berkshires by IHG
Don't see what you're looking for?
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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.

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^Subject to availability and chosen travel dates.