Rent Pittsfield Condos

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Featured Condo Rentals in Pittsfield

Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!

Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!

Killington
Stay at this condo in Killington. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Killington Resort and Pico Mountain at Killington Ski ...
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
SUNRISE 3BR  - 2 Story Remodeled Condo -  SKI ON & OFF. Pool + Trailside

SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside

Killington
Book a stay at this ski condo in Killington. Enjoy free WiFi, a fitness center, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Killington
Stay at this condo in Killington. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Killington Resort and Pico Mountain at Killington ...
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts
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The Forest Fun Suite at Killington Center: 2RM/2BA Condo. Pool. Bus. Discounted Ski Lift Tickets!

The Forest Fun Suite at Killington Center: 2RM/2BA Condo. Pool. Bus. Discounted Ski Lift Tickets!

Killington
Stay at this condo in Killington. Enjoy a garden, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Killington Resort and Pico Mountain ...
The Forest Fun Suite at Killington Center: 2RM/2BA Condo. Pool. Bus. Discounted Ski Lift Tickets!
Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10

Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10

Killington
Stay at this condo in Killington. Enjoy free WiFi, a fitness center, and patios. Popular attractions Killington Resort and Pico Mountain at Killington Ski Resort ...
Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10
PicoVillageResort D209 - Amazing 1-bedroom  ski in ski out great views

PicoVillageResort D209 - Amazing 1-bedroom ski in ski out great views

Killington
Book a stay at this ski condo in Killington. Enjoy free WiFi, a fitness center, and ski-in/ski-out access. Popular attractions Killington Resort and Pico Mountain ...
PicoVillageResort D209 - Amazing 1-bedroom ski in ski out great views
The Mountain Green Nook with Views, Shuttle Bus, Pools, Hot Tub and Lift Ticket Deals

The Mountain Green Nook with Views, Shuttle Bus, Pools, Hot Tub and Lift Ticket Deals

Killington
Book a stay at this ski condo in Killington. Enjoy free WiFi, a sauna, and ski-in/ski-out access. Popular attractions Killington Resort and Pico Mountain at ...
The Mountain Green Nook with Views, Shuttle Bus, Pools, Hot Tub and Lift Ticket Deals
Ski, Ride,Relax, Read in this Exclusive Luxury, family friendly Vermont getaway

Ski, Ride,Relax, Read in this Exclusive Luxury, family friendly Vermont getaway

Killington
Stay at this condo in Killington. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Killington Resort and Pico Mountain at Killington ...
Ski, Ride,Relax, Read in this Exclusive Luxury, family friendly Vermont getaway
Amazing Mountain Condo - Right across the street to Killington Resort

Amazing Mountain Condo - Right across the street to Killington Resort

Killington
Book a stay at this golf condo in Killington. Enjoy free WiFi, a fitness center, and patios. Popular attractions Killington Resort and Pico Mountain at Killington ...
Amazing Mountain Condo - Right across the street to Killington Resort
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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
484 Condo Rentals
Lowest Price
NZ$257
Highest Price
NZ$649
Popular accommodation
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!, SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside , Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts, The Forest Fun Suite at Killington Center: 2RM/2BA Condo. Pool. Bus. Discounted Ski Lift Tickets!, Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10, PicoVillageResort D209 - Amazing 1-bedroom ski in ski out great views, The Mountain Green Nook with Views, Shuttle Bus, Pools, Hot Tub and Lift Ticket Deals, Ski, Ride,Relax, Read in this Exclusive Luxury, family friendly Vermont getaway, Amazing Mountain Condo - Right across the street to Killington Resort

Top trending hotels in Pittsfield

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is NZ$257 per night from 2 Mar to 3 Mar
NZ$257
includes taxes & fees
2 Mar - 3 Mar
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Comfort Inn Rutland - Killington
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
2440 Vermont 66, Randolph Center, VT
Fully refundableReserve now, pay when you stay
The price is NZ$264 per night from 28 Feb to 1 Mar
NZ$264
includes taxes & fees
28 Feb - 1 Mar
Book a stay at this business-friendly hotel in Randolph Center. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Whale Dance Sculpture ...
My Place Hotel-Randolph VT
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd, Killington, VT
Fully refundableReserve now, pay when you stay
The price is NZ$377 per night from 26 Mar to 27 Mar
NZ$377
includes taxes & fees
26 Mar - 27 Mar
Stay at this 3.5-star ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the ...
Killington Mountain Lodge, Tapestry Collection by Hilton
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Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is NZ$649 per night from 16 Mar to 17 Mar
NZ$649
includes taxes & fees
16 Mar - 17 Mar
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Woodstock Inn & Resort
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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.