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Featured Condo Rentals in Pittsfield

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Killington VT
The price is AU$417 per night from 23 Mar to 24 Mar
AU$417
23 Mar - 24 Mar
includes taxes & fees
When you stay at this condo in Killington, you'll be in the mountains, just steps from Killington Resort and 5 minutes by foot from Black Dog Sports.
Opens in a new windowSnowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Woods Resort and Spa by RedAwning

Woods Resort and Spa by RedAwning

2.5 out of 5
329 Village Cir Killington VT
With a stay at this condo in Killington (The Woods), you'll be within a 10-minute drive of Killington Resort and Green Mountain National Forest.
Opens in a new windowWoods Resort and Spa by RedAwning
Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift

Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift

Killington VT
The price is AU$697 per night from 22 Mar to 23 Mar
AU$697
22 Mar - 23 Mar
includes taxes & fees
With a stay at this condo in Killington, you'll be in the mountains, just a 3-minute walk from Pico Mountain at Killington Ski Resort and 8 minutes by foot from ...
Opens in a new windowTrailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift
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The Forest Fun Suite at Killington Center: 2RM/2BA Condo. Pool. Bus. Discounted Ski Rentals!

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

Killington VT
The price is AU$582 per night from 23 Mar to 24 Mar
AU$582
23 Mar - 24 Mar
includes taxes & fees
With a stay at this condo in Killington, you'll be in the mountains, within a 5-minute drive of Killington Resort and Gifford Woods State Park.
Opens in a new windowThe Forest Fun Suite at Killington Center: 2RM/2BA Condo. Pool. Bus. Discounted Ski Rentals!
SUNRISE 3BR  - 2 Story Remodeled Condo -  SKI ON & OFF. Pool + Trailside

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

Killington VT
When you stay at this condo in Killington, you'll be in the mountains, just steps from Killington Resort and 12 minutes by foot from Sunrise Village Triple Ski ...
Opens in a new windowSUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside
Beautifully upscale condo with pool, hot tub, and fitness room Highridge E1

Beautifully upscale condo with pool, hot tub, and fitness room Highridge E1

Killington VT
When you stay at this condo in Killington, you'll be in the mountains, just steps from Killington Resort and a 4-minute drive from Killington Golf Course.
Opens in a new windowBeautifully upscale condo with pool, hot tub, and fitness room Highridge E1
Ski, Hike, Relax - 2BR Killington Condo with Balcony, Pools, Hot Tubs and Free Shuttle

Ski, Hike, Relax - 2BR Killington Condo with Balcony, Pools, Hot Tubs and Free Shuttle

Killington VT
When you stay at this condo in Killington, you'll be in the mountains, just steps from Killington Resort and Black Dog Sports.
Opens in a new windowSki, Hike, Relax - 2BR Killington Condo with Balcony, Pools, Hot Tubs and Free Shuttle
Relaxing Mountain Condo Steps from Killington Resort; Views, Pool & Shuttle!

Relaxing Mountain Condo Steps from Killington Resort; Views, Pool & Shuttle!

Killington VT
When you stay at this condo in Killington, you'll be next to a golf course, just steps from Killington Resort and Black Dog Sports.
Opens in a new windowRelaxing Mountain Condo Steps from Killington Resort; Views, Pool & Shuttle!
Pico Village Resort by RedAwning

Pico Village Resort by RedAwning

2.5 out of 5
71 Alpine Drive Killington VT
When you stay at this condo in Killington, you'll be next to a golf course, just steps from Golden Express Quad and Pico Mountain at Killington Ski Resort.
Opens in a new windowPico Village Resort by RedAwning
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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
633 Condo Rentals
Lowest Price
AU$157
Highest Price
AU$697
Popular accommodation
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service, Woods Resort and Spa by RedAwning, Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift, The Forest Fun Suite at Killington Center: 2RM/2BA Condo. Pool. Bus. Discounted Ski Rentals!, SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside , Beautifully upscale condo with pool, hot tub, and fitness room Highridge E1, Ski, Hike, Relax - 2BR Killington Condo with Balcony, Pools, Hot Tubs and Free Shuttle, Relaxing Mountain Condo Steps from Killington Resort; Views, Pool & Shuttle!, Pico Village Resort by RedAwning

Top trending hotels in Pittsfield

Killington area home - 4-seasons, hot tub and A/C

Killington area home - 4-seasons, hot tub and A/C

Pittsfield VT
With a stay at this vacation home in Pittsfield, you'll be in the mountains, just steps from Green Mountain National Forest and a 3-minute drive from Pittsfield ...
Opens in a new windowKillington area home - 4-seasons, hot tub and A/C
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 AU$217 per night from 19 Apr to 20 Apr
AU$217
19 Apr - 20 Apr
includes taxes & fees
With a stay at Killington Mountain Lodge, Tapestry Collection by Hilton in Killington, you'll be next to a golf course, just steps from Killington Resort and ...
Opens in a new windowKillington Mountain Lodge, Tapestry Collection by Hilton
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 AU$157 per night from 19 Apr to 20 Apr
AU$157
19 Apr - 20 Apr
includes taxes & fees
Located in Randolph Center, My Place Hotel-Randolph VT is within a 5-minute drive of Whale Dance Sculpture and Vermont Veterans Memorial Cemetery.
Opens in a new windowMy Place Hotel-Randolph VT
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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 AU$196 per night from 5 Apr to 6 Apr
AU$196
5 Apr - 6 Apr
includes taxes & fees
With a stay at Comfort Inn Rutland - Killington in Rutland, you'll be 0.6 mi (1 km) from Rutland Regional Medical Center and 9.8 mi (15.7 km) from Pico Mountain ...
Opens in a new windowComfort Inn Rutland - 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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