Rent Pittsfield Condos

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Featured Condo Rentals in Pittsfield

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
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!

SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!

Hancock MA
Stay at this ski condo in Hancock. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Popular attractions Jiminy Peak Mountain Resort and Mountain ...
Opens in a new windowSKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
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 Jiminy Peak Mountain Resort and 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$599 per night from 23 Mar to 24 Mar
NZ$599
23 Mar - 24 Mar
includes taxes & fees
Stay at this condo in Hancock. Enjoy a fitness centre, a garden and laundry facilities. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster ...
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
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 2

Hancock MA
Stay at this ski condo in Hancock. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Popular attractions Jiminy Peak Mountain Resort and Mountain ...
Opens in a new windowSKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2
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 Jiminy Peak Mountain Resort and 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 Jiminy Peak Mountain Resort and Mountain ...
Opens in a new windowSKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
Ski-In/Ski-Out at Jiminy Peak  in the Country Inn

Ski-In/Ski-Out at Jiminy Peak in the Country Inn

Hancock MA
Stay at this ski condo in Hancock. Enjoy free Wi-Fi, a fitness centre and ski-in/ski-out access. Popular attractions Jiminy Peak Mountain Resort and Mountain ...
Opens in a new windowSki-In/Ski-Out at Jiminy Peak in the Country Inn
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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$204
Highest Price
NZ$599
Popular accommodation
Club Wyndham Bentley Brook Resort - 2 Bedroom, SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!, 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, SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2, 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, Ski-In/Ski-Out at Jiminy Peak in the Country Inn

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$213 per night from 23 Mar to 24 Mar
NZ$213
23 Mar - 24 Mar
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
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$236 per night from 24 Mar to 25 Mar
NZ$236
24 Mar - 25 Mar
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
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$285 per night from 25 Mar to 26 Mar
NZ$285
25 Mar - 26 Mar
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
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Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$204 per night from 24 Mar to 25 Mar
NZ$204
24 Mar - 25 Mar
includes taxes & fees
Stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowBest Western Plus Berkshire Hills Inn & Suites
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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.