Search and Rent Pittsfield Condos

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Our top choices for Pittsfield condo rentals

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.
$306 nightly
The price is $346
May 16 - May 17
Total with taxes and fees
Resort condo with mountain views, full kitchen, and free WiFi

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.
$246 nightly
The price is $278
May 16 - May 17
Total with taxes and fees
Comfortable mountain gem with pool, mountain views, & indoor parking space

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.
$257 nightly
The price is $290
May 16 - May 17
Total with taxes and fees
Welcoming condo near the slopes with free WiFi and full kitchen

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.
$272 nightly
The price is $307
May 16 - May 17
Total with taxes and fees
Killington condo 5 min to killington resort

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.
$312 nightly
The price is $342
May 16 - May 17
Total with taxes and fees
Killington Condo: Walk to Mountain, Pool & Hot Tub

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.
$315 nightly
The price is $356
May 16 - May 17
Total with taxes and fees
Cozy condo, electric fireplace, walk-to-lifts, balcony, views, wif

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.
$305 nightly
The price is $345
May 17 - May 18
Total with taxes and fees
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
9.8 out of 10, Exceptional, (31 reviews)
"Clean and perfect"
United States
Cyle D.
$500 nightly
The price is $565
May 16 - May 17
Total with taxes and fees
SunBear- AC, Pool, Game Room, Fireplace, Hiking!

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.
$350 nightly
The price is $395
May 17 - May 18
Total with taxes and fees
FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym

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.
$243 nightly
The price is $274
May 17 - May 18
Total with taxes and fees
CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis

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.
$325 nightly
The price is $367
May 16 - May 17
Total with taxes and fees
Top-floor condo with mountain views & covered parking space

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (24 reviews)
"I enjoy the location "
United States
troy
$251 nightly
The price is $276
May 17 - May 18
Total with taxes and fees
Mountain Green

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.
$705 nightly
The price is $772
May 17 - May 18
Total with taxes and fees
BearTrax- Pool, Hot tub, Gym, Sauna, Near Resort

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.
$352 nightly
The price is $398
May 19 - May 20
Total with taxes and fees
Snowcub- AC, Pool, Hot tub, Tennis, Grill!

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
$453 nightly
The price is $512
May 17 - May 18
Total with taxes and fees
Trail Creek: Ski home to renovated 1st floor, 1br condo. Sleeps 4.

⛷ 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.
$423 nightly
The price is $478
May 17 - May 18
Total with taxes and fees
⛷ 1BR Ski-Home Condo. Pool/Hot Tub/Sauna. Short walk 2 lifts, golf, hikes.

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.
$572 nightly
The price is $646
May 16 - May 17
Total with taxes and fees
Walk-to-lift condo w/ balcony, fireplace, pool, hot tub, sauna, gym, gameroom

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

Four Season Condo: ski, hike, mountain bike & seasonal pool
Warren
$182 nightly
The price is $204
May 16 - May 17
Total with taxes and fees
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

Find out more about Pittsfield

Pittsfield Condo Rentals information

Number of reviews
436
Accommodation
623 Condo Rentals
Lowest Price
$204
Highest Price
$772

Frequently asked questions

How much do condos in Pittsfield cost?
The price range for condos in Pittsfield is $204 to $772 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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