Rent Pittsfield Condos

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Featured Condo Rentals in Pittsfield

Killington Retreat

Killington Retreat

2 out of 5
Killington
Stay at this condo in Killington. Enjoy a fitness center, laundry facilities, and a hot tub. Popular attractions Killington Resort and Black Dog Sports are located ...
Opens in a new windowKillington Retreat
Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room

Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room

Killington
Stay at this condo in Killington. Enjoy a fitness center, laundry facilities, and a pool table. Popular attractions Killington Resort and Killington Golf Course ...
Opens in a new windowTrail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room
Perfect four bedroom condo, shuttle to the mountain, ski Back Whiffletree D8

Perfect four bedroom condo, shuttle to the mountain, ski Back Whiffletree D8

Killington
Stay at this condo in Killington. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Killington Resort and Killington Golf Course are located ...
Opens in a new windowPerfect four bedroom condo, shuttle to the mountain, ski Back Whiffletree D8
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Killington Sapphire

Killington Sapphire

Killington
Stay at this condo in Killington. Enjoy a fitness center and laundry facilities. Popular attractions Killington Resort and Black Dog Sports are located ...
Opens in a new windowKillington Sapphire
Trail Creek 75 | Condo in Killington

Trail Creek 75 | Condo in Killington

Killington
Stay at this condo in Killington. Enjoy a fitness center, laundry facilities, and a pool table. Popular attractions Killington Resort and Killington Golf Course ...
Opens in a new windowTrail Creek 75 | Condo in Killington
Two-story, walk-to-lift condo with indoor pool, hot tub, sauna, gym & game room

Two-story, walk-to-lift condo with indoor pool, hot tub, sauna, gym & game room

Killington
Book a stay at this golf condo in Killington. Enjoy a fitness center, laundry facilities, and a pool table. Popular attractions Killington Resort and Killington ...
Opens in a new windowTwo-story, walk-to-lift condo with indoor pool, hot tub, sauna, gym & game room
Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access

Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access

2 out of 5
Killington, VT
The price is NZ$525 per night from 6 Nov to 7 Nov
NZ$525
6 Nov - 7 Nov
includes taxes & fees
Stay at this condo in Killington. Enjoy a fitness center and laundry facilities. Popular attractions Killington Resort and Black Dog Sports are located ...
Opens in a new windowKillington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access
Ski-In/ski-out Killington Resort condo with tennis, pool & hot tub

Ski-In/ski-out Killington Resort condo with tennis, pool & hot tub

Killington
Book a stay at this ski condo in Killington. Enjoy a fitness center, laundry facilities, and tennis courts. Popular attractions Killington Resort and Sunrise ...
Opens in a new windowSki-In/ski-out Killington Resort condo with tennis, pool & hot tub
Walk-to-lifts, ski-in trail condo, sauna, indoor pool, hot tub, gym, w/d

Walk-to-lifts, ski-in trail condo, sauna, indoor pool, hot tub, gym, w/d

Killington
Book a stay at this ski condo in Killington. Enjoy a sauna, laundry facilities, and ski-in/ski-out access. Popular attractions Killington Resort and Killington ...
Opens in a new windowWalk-to-lifts, ski-in trail condo, sauna, indoor pool, hot tub, gym, w/d
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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
587 Condo Rentals
Lowest Price
NZ$214
Highest Price
NZ$700
Popular accommodation
Killington Retreat, Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room, Perfect four bedroom condo, shuttle to the mountain, ski Back Whiffletree D8, Killington Sapphire, Trail Creek 75 | Condo in Killington, Two-story, walk-to-lift condo with indoor pool, hot tub, sauna, gym & game room, Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access, Ski-In/ski-out Killington Resort condo with tennis, pool & hot tub, Walk-to-lifts, ski-in trail condo, sauna, indoor pool, hot tub, gym, w/d

Top trending hotels in Pittsfield

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$254 per night from 16 Nov to 17 Nov
NZ$254
16 Nov - 17 Nov
includes taxes & fees
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 ...
Opens in a new windowKillington Mountain Lodge, Tapestry Collection by Hilton
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$214 per night from 6 Nov to 7 Nov
NZ$214
6 Nov - 7 Nov
includes taxes & fees
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 ...
Opens in a new windowComfort Inn Rutland - Killington
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is NZ$700 per night from 30 Nov to 1 Dec
NZ$700
30 Nov - 1 Dec
includes taxes & fees
Stay at this 4.5-star luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Opens in a new windowWoodstock Inn & Resort
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The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Stay at this 3-star hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ...
Opens in a new windowThe Shire Woodstock
Don't see what you're looking for?
See all available properties in Pittsfield
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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.