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Our top choices for Pittsfield condo rentals

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
Plymouth
9.8 out of 10, Exceptional, (24 reviews)
"The Nest at Hawk Ledges was a perfect summer getaway. The home provides comfort in a tranquil setting while being close enough to many summer adventures. We enjoyed relaxing in the bright, open home after taking many day trips to explore the area. What a gem!"
United States
Ben N.
The price is €581
includes taxes & fees
22 Apr - 23 Apr
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

Comfortable mountain gem with pool, mountain views, & indoor parking space

Comfortable mountain gem with pool, mountain views, & indoor parking space
Killington
8.4 out of 10, Very good, (36 reviews)
"Property was just as advertised. Shuttle to the mountain is only a short 2-3 ride. The spa area was amazing. "
United States
Quinten M.
The price is €238
includes taxes & fees
22 Apr - 23 Apr
Comfortable mountain gem with pool, mountain views, & indoor parking space

Resort condo with mountain views, full kitchen, and free WiFi

Resort condo with mountain views, full kitchen, and free WiFi
Killington
8.8 out of 10, Excellent, (46 reviews)
"Very close to Killington and in the shuttle route."
United States
Craig C.
The price is €290
includes taxes & fees
22 Apr - 23 Apr
Resort condo with mountain views, full kitchen, and free WiFi

Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
7.4 out of 10, Good, (32 reviews)
"Great location."
United States
Dustin S.
Welcoming condo near the slopes with free WiFi and full kitchen

Resort condo with balcony & shared seasonal amenities - close to skiing

Resort condo with balcony & shared seasonal amenities - close to skiing
Killington
8.2 out of 10, Very good, (35 reviews)
"It was clean and as advertised"
United States
Kiehl H.
The price is €241
includes taxes & fees
28 Apr - 29 Apr
Resort condo with balcony & shared seasonal amenities - close to skiing

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Killington
9.0 out of 10, Wonderful, (15 reviews)
"The apartment was very comfortable, including a very convenient bathroom. There was everything we needed. Though the apartment did not look like the photo on the internet site. There was no street number on the building which made it difficult to find it. "
United States
lilya l.
The price is €213
includes taxes & fees
22 Apr - 23 Apr
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

Killington Condo: Walk to Mountain, Pool & Hot Tub

Killington Condo: Walk to Mountain, Pool & Hot Tub
Killington
9.8 out of 10, Exceptional, (31 reviews)
"Excellent VRBO. Perfect location to the mountain. Condo was modern and clean and very comfortable. Would go back again!! "
United States
Sheri L.
The price is €289
includes taxes & fees
22 Apr - 23 Apr
Killington Condo: Walk to Mountain, Pool & Hot Tub

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Killington
9.4 out of 10, Exceptional, (72 reviews)
"Amazing stay! Great location, comfortable,had everything we needed. Would stay again."
United States
George
The price is €247
includes taxes & fees
22 Apr - 23 Apr
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Killington condo 5 min to killington resort

Killington condo 5 min to killington resort
Killington
9.4 out of 10, Exceptional, (9 reviews)
"Great location!!"
United States
Nicholas C.
The price is €254
includes taxes & fees
22 Apr - 23 Apr
Killington condo 5 min to killington resort

Cozy condo, electric fireplace, walk-to-lifts, balcony, views, wif

Cozy condo, electric fireplace, walk-to-lifts, balcony, views, wif
Killington
7.4 out of 10, Good, (3 reviews)
"Excellent location with in easy walking distance to the slopes. "
United States
RAYMOND P.
The price is €303
includes taxes & fees
22 Apr - 23 Apr
Cozy condo, electric fireplace, walk-to-lifts, balcony, views, wif

Mountain view condo with full kitchen and free WiFi

Mountain view condo with full kitchen and free WiFi
Killington
7.6 out of 10, Good, (40 reviews)
"Great location, good unit, nice pool. "
United States
Jeff C.
The price is €281
includes taxes & fees
22 Apr - 23 Apr
Mountain view condo with full kitchen and free WiFi

Mountain view condo with fast WiFi plus on-site amenities

Mountain view condo with fast WiFi plus on-site amenities
Killington
8.0 out of 10, Very good, (20 reviews)
"close to ski lift within a short walking distance"
United States
Jun W.
The price is €297
includes taxes & fees
29 Apr - 30 Apr
Mountain view condo with fast WiFi plus on-site amenities

SunBear- AC, Pool, Game Room, Fireplace, Hiking!

SunBear- AC, Pool, Game Room, Fireplace, Hiking!
Killington
10.0 out of 10, Exceptional, (29 reviews)
"Clean and perfect"
United States
Cyle D.
SunBear- AC, Pool, Game Room, Fireplace, Hiking!

Cozy condo on ski shuttle route with free WiFi & full ktichen

Cozy condo on ski shuttle route with free WiFi & full ktichen
Killington
8.4 out of 10, Very good, (39 reviews)
"Great place. Met our needs. "
United States
Sean K.
The price is €220
includes taxes & fees
23 Apr - 24 Apr
Cozy condo on ski shuttle route with free WiFi & full ktichen

CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis

CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis
Killington
10.0 out of 10, Exceptional, (25 reviews)
"Really enjoyed our time there. It's a simple and straightforward apartment. Easy to get to, and a really nice location."
United States
Matthew G.
CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (24 reviews)
"I enjoy the location "
United States
troy
The price is €217
includes taxes & fees
28 Apr - 29 Apr
Mountain Green

Top-floor condo with mountain views & covered parking space

Top-floor condo with mountain views & covered parking space
Killington
9.0 out of 10, Wonderful, (31 reviews)
"Easy access to the lifts. Nice pool and sauna, We'll be back. "
United States
Andrus P.
Top-floor condo with mountain views & covered parking space

FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym

FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym
The Woods
10.0 out of 10, Exceptional, (24 reviews)
"Great place to stay for an escape to the mountains!"
United States
Kristin G.
FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym

Trail Creek: Ski home to renovated 1st floor, 1br condo. Sleeps 4.

Trail Creek: Ski home to renovated 1st floor, 1br condo. Sleeps 4.
Killington
10.0 out of 10, Exceptional, (83 reviews)
"Condo was beautiful in a great location!"
United States
Shaw F.
The price is €429
includes taxes & fees
22 Apr - 23 Apr
Trail Creek: Ski home to renovated 1st floor, 1br condo. Sleeps 4.

BearTrax- Pool, Hot tub, Gym, Sauna, Near Resort

BearTrax- Pool, Hot tub, Gym, Sauna, Near Resort
Killington
9.4 out of 10, Exceptional, (8 reviews)
"Enjoyed our stay"
United States
Adam M.
The price is €652
includes taxes & fees
22 Apr - 23 Apr
BearTrax- Pool, Hot tub, Gym, Sauna, Near Resort
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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Top Pittsfield Hotel Reviews

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Pittsfield Condo Rentals information

Number of reviews
551
Accommodation
633 Condo Rentals
Lowest Price
€213
Highest Price
€652

Frequently asked questions

How much do condos in Pittsfield cost?
The price range for condos in Pittsfield is €213 to €652 per night. No matter your budget, you'll find someplace that suits your needs — as well as your entire squad! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in Pittsfield?
Pittsfield offers multiple condos with a total average guest review rating of 9.0. Silver Spring Chalet - Getaway is one highly recommended option. Guests staying at this 3-star condo will enjoy amenities such as a furnished patio and a fireplace. Slopeside Pico 3 Bedroom Condo is another popular choice. This 3-star property offers a swimming pool and ski-in/ski-out facilities.
How many condos are there in Pittsfield?
You can choose from 633 condos in Pittsfield. No matter if you're travelling with the kids or organising a weekend break with some friends, Expedia can help you find the perfect space for your entire crew.
Are there any family-friendly condos in Pittsfield?
Put your feet up at Silver Spring Chalet - Getaway, a 3-star option not far from town. Conveniences here include a furnished patio and a fireplace. Another family-friendly condo is Slopeside Pico 3 Bedroom Condo. Ski-in/ski-out facilities and a swimming pool help make this 3-star escape a hit with guests. Once you've checked in and unpacked your suitcase, there are loads of family-friendly attractions to explore in and around Pittsfield. Pico Mountain at Killington Ski Resort and Gifford Woods State Park guarantee fun for all ages.
Why book your condo in Pittsfield with Expedia?
With Expedia, it's easy to find your dream condo in Pittsfield. After a luxury stay? Take advantage of our filters to search for properties that are 5-star rated. If you have a budget in mind, click on how much you'd like to spend and then check out our amazing deals. We'll help you find a suitable stay whatever your style of travel or plans.
How can I find cheap condos in Pittsfield?
Expedia can help you narrow your search for cheap condos in Pittsfield. To discover your special stay in a few clicks, try out the filter tool to refine your search by star rating, budget and amenities.