Search Condos in Pittsfield

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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 NZ$1,133
includes taxes & fees
23 Apr - 24 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 NZ$464
includes taxes & fees
23 Apr - 24 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 NZ$572
includes taxes & fees
23 Apr - 24 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.
The price is NZ$485
includes taxes & fees
23 Apr - 24 Apr
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 NZ$476
includes taxes & fees
23 Apr - 24 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 NZ$414
includes taxes & fees
24 Apr - 25 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 NZ$571
includes taxes & fees
23 Apr - 24 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 NZ$482
includes taxes & fees
23 Apr - 24 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 NZ$512
includes taxes & fees
5 May - 6 May
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 NZ$588
includes taxes & fees
23 Apr - 24 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 NZ$547
includes taxes & fees
23 Apr - 24 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.
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 NZ$435
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 NZ$396
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.
The price is NZ$655
includes taxes & fees
23 Apr - 24 Apr
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 NZ$843
includes taxes & fees
6 May - 7 May
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 NZ$1,254
includes taxes & fees
27 Apr - 28 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pittsfield Hotel Reviews

Find out more about Pittsfield

Pittsfield Condo Rentals information

Number of reviews
551
Accommodation
633 Condo Rentals
Lowest Price
NZ$396
Highest Price
NZ$1,254

Frequently asked questions

How much do condos in Pittsfield cost?
The price range for condos in Pittsfield is NZ$396 to NZ$1,254 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.
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.