Search Condos Rentals in Pittsfield from CA $283

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Pittsfield condo rentals

Indoor pool

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)
"Great location. Great amenities. Great communication. "
United States
Jason B.
The price is CA $102
CA $476 total
includes taxes & fees
May 17 - May 18
Resort condo with mountain views, full kitchen, and free WiFi
Property grounds

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

Comfortable mountain gem with pool, mountain views, & indoor parking space
Killington
8.6 out of 10, Excellent, (37 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 CA $87
CA $382 total
includes taxes & fees
May 17 - May 18
Comfortable mountain gem with pool, mountain views, & indoor parking space
Indoor pool

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 CA $110
CA $399 total
includes taxes & fees
May 17 - May 18
Welcoming condo near the slopes with free WiFi and full kitchen
Living area

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 CA $123
CA $423 total
includes taxes & fees
May 17 - May 18
Killington condo 5 min to killington resort
Dining

Killington Condo: Walk to Mountain, Pool & Hot Tub

Killington Condo: Walk to Mountain, Pool & Hot Tub
Killington
9.8 out of 10, Exceptional, (32 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 CA $157
CA $470 total
includes taxes & fees
May 17 - May 18
Killington Condo: Walk to Mountain, Pool & Hot Tub
Exterior

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 CA $172
CA $489 total
includes taxes & fees
May 17 - May 18
Cozy condo, electric fireplace, walk-to-lifts, balcony, views, wif
Indoor pool

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 CA $151
CA $472 total
includes taxes & fees
May 17 - May 18
Mountain view condo with fast WiFi plus on-site amenities
Interior

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

SunBear- AC, Pool, Game Room, Fireplace, Hiking!
Killington
9.8 out of 10, Exceptional, (31 reviews)
"Clean and perfect"
United States
Cyle D.
The price is CA $296
CA $779 total
includes taxes & fees
May 17 - May 18
SunBear- AC, Pool, Game Room, Fireplace, Hiking!
Outdoor dining

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 CA $207
CA $539 total
includes taxes & fees
May 18 - May 19
FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym
Terrace/patio

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

CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis
Killington
10.0 out of 10, Exceptional, (25 reviews)
"We loved our stay! Very cozy condo with the cutest welcome gifts/snacks! It was so nice waking up so close to the resort and being first chair each morning "
United States
Brittany G.
The price is CA $167
CA $374 total
includes taxes & fees
May 17 - May 18
CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis
TV, DVD player, books

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.
The price is CA $186
CA $506 total
includes taxes & fees
May 17 - May 18
Top-floor condo with mountain views & covered parking space
Aerial view

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 CA $284
CA $381 total
includes taxes & fees
May 20 - May 21
Mountain Green
Smart TV, fireplace, offices

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 CA $483
CA $1,062 total
includes taxes & fees
May 17 - May 18
BearTrax- Pool, Hot tub, Gym, Sauna, Near Resort
Dining

Snowcub- AC, Pool, Hot tub, Tennis, Grill!

Snowcub- AC, Pool, Hot tub, Tennis, Grill!
The Woods
10.0 out of 10, Exceptional, (23 reviews)
"We loved our stay at Snowcub! The condo is beautiful, welcoming and our hosts had excellent communication. We were comfortable and enjoyed the nice amenities- including a pool and hot tub! We would love to stay here again! We loved it! "
United States
Maura A.
The price is CA $210
CA $544 total
includes taxes & fees
May 19 - May 20
Snowcub- AC, Pool, Hot tub, Tennis, Grill!
Property grounds

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)
"Family have fun"
United States
Yanyi
The price is CA $549
CA $701 total
includes taxes & fees
May 27 - May 28
Trail Creek: Ski home to renovated 1st floor, 1br condo. Sleeps 4.
Indoor pool

⛷ 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
10.0 out of 10, Exceptional, (27 reviews)
"I loved this place. I felt at home and loved how clean it was. "
United States
David & Ali H.
The price is CA $370
CA $653 total
includes taxes & fees
May 20 - May 21
⛷ 1BR Ski-Home Condo. Pool/Hot Tub/Sauna. Short walk 2 lifts, golf, hikes.
Interior

Walk-to-lift condo w/ balcony, fireplace, pool, hot tub, sauna, gym, gameroom

Walk-to-lift condo w/ balcony, fireplace, pool, hot tub, sauna, gym, gameroom
Killington
10.0 out of 10, Exceptional, (1 review)
"Great renovated unit. Very clean. "
United States
Andrea G.
The price is CA $361
CA $892 total
includes taxes & fees
May 17 - May 18
Walk-to-lift condo w/ balcony, fireplace, pool, hot tub, sauna, gym, gameroom
Exterior

Four Season Condo: ski, hike, mountain bike & seasonal pool

Four Season Condo: ski, hike, mountain bike & seasonal pool
Warren
The price is CA $125
CA $283 total
includes taxes & fees
May 18 - May 19
Four Season Condo: ski, hike, mountain bike & seasonal pool
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

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

8/10 Good
"Breakfast was great and parking free and adequate!"
Susan 2-night trip
Posted 1 hour ago
Comfort Inn Rutland - Killington

Find out more about Pittsfield

Pittsfield Condo Rentals information

Number of reviews
436
Accommodation
623 Condo Rentals
Lowest Price
CA $283
Highest Price
CA $1,062

Frequently asked questions

How much do condos in Pittsfield cost?
The price range for condos in Pittsfield is CA $283 to CA $1,062 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 9.2. 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 623 condos in Pittsfield. No matter if you're traveling with the kids or organizing 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.

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