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
The price is NZ$289 per night from 8 Sept to 9 Sept
NZ$289
8 Sept - 9 Sept
includes taxes & fees
Stay at this condo in Killington. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Killington Resort and Fire Tower are located nearby.
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
Beautiful Spacious Condo at Killington Resort

Beautiful Spacious Condo at Killington Resort

Killington
Book a stay at this ski condo in Killington. Enjoy a fitness center, laundry facilities, and ski-in/ski-out access. Popular attractions Killington Resort and ...
Beautiful Spacious Condo at Killington Resort
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 ...
Killington Retreat
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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 ...
Killington Sapphire
⛷ 1BR Ski-Home Condo. Pool/Hot Tub/Sauna. Short walk 2 lifts, golf, hikes.

⛷ 1BR Ski-Home Condo. Pool/Hot Tub/Sauna. Short walk 2 lifts, golf, hikes.

Killington
Book a stay at this golf condo in Killington. Enjoy a fitness center, laundry facilities, and cable/satellite TV service. Popular attractions Killington Resort ...
⛷ 1BR Ski-Home Condo. Pool/Hot Tub/Sauna. Short walk 2 lifts, golf, hikes.
NEW Killington Studio: Great Location! Comfy. 431

NEW Killington Studio: Great Location! Comfy. 431

Killington
Stay at this condo in Killington. Enjoy free WiFi, Netflix, and cable/satellite TV service. Popular attractions Killington Resort and Fire Tower are located ...
NEW Killington Studio: Great Location! Comfy. 431
Trail Creek 33 | Condo in Killington

Trail Creek 33 | Condo in Killington

Killington
The price is NZ$695 per night from 7 Sept to 8 Sept
NZ$695
7 Sept - 8 Sept
includes taxes & fees
Stay at this condo in Killington. Enjoy a fitness center, laundry facilities, and a pool table. Popular attractions Killington Resort and Killington Golf Course ...
Trail Creek 33 | Condo in Killington
1 BR Best Location! Pools/Massage Chair/Hottubs!
Summer '25 long term rental ok!

1 BR Best Location! Pools/Massage Chair/Hottubs! Summer '25 long term rental ok!

Killington
Book a stay at this ski condo in Killington. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Killington Resort and Black Dog Sports are ...
1 BR Best Location! Pools/Massage Chair/Hottubs! Summer '25 long term rental ok!
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

3 out of 5
Killington
Stay at this 3-star ski condo in Killington. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Killington Resort and Sunrise Village ...
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub
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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
603 Condo Rentals
Lowest Price
NZ$218
Highest Price
NZ$1,202
Popular accommodation
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!, Beautiful Spacious Condo at Killington Resort, Killington Retreat, Killington Sapphire, ⛷ 1BR Ski-Home Condo. Pool/Hot Tub/Sauna. Short walk 2 lifts, golf, hikes. , NEW Killington Studio: Great Location! Comfy. 431, Trail Creek 33 | Condo in Killington, 1 BR Best Location! Pools/Massage Chair/Hottubs! Summer '25 long term rental ok!, Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

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$218 per night from 8 Sept to 9 Sept
NZ$218
8 Sept - 9 Sept
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 ...
Comfort Inn Rutland - Killington
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is NZ$1,202 per night from 21 Sept to 22 Sept
NZ$1,202
21 Sept - 22 Sept
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. ...
Woodstock Inn & Resort
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Fully refundableReserve now, pay when you stay
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 ...
The Shire Woodstock
Save an average of 15% on thousands of hotels when you're signed in
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd, Killington, VT
Fully refundableReserve now, pay when you stay
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
The Mountain Inn at Killington
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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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