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Our top choices for Pittsfield condo rentals

Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities G2A

Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities G2A
Killington
8.8 out of 10, Excellent, (3 reviews)
"Great location, just the right size, and comfy beds."
United States
Mike H.
Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities G2A

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, (35 reviews)
"Great stay!"
United States
Bryann F.
The price is AED 408
AED 1,275 total
includes taxes & fees
17 Mar - 18 Mar
Comfortable mountain gem with pool, mountain views, & indoor parking space

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
9.2 out of 10, Wonderful, (13 reviews)
"Great property, as advertised."
United States
Chris A.
The price is AED 500
AED 1,208 total
includes taxes & fees
10 Mar - 11 Mar
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

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, (31 reviews)
"beds were comfortable"
United States
Juan T.
The price is AED 404
AED 1,226 total
includes taxes & fees
9 Mar - 10 Mar
Welcoming condo near the slopes with free WiFi and full kitchen

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Killington
9.6 out of 10, Exceptional, (67 reviews)
"Condo well equipped- hosts very responsive-pool area great! "
United States
gail m.
The price is AED 592
AED 1,225 total
includes taxes & fees
22 Feb - 23 Feb
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room

Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room
Killington
9.0 out of 10, Wonderful, (18 reviews)
"Had a great time in a lovely property between town and the resort. "
United States
Alan S.
The price is AED 511
AED 1,830 total
includes taxes & fees
9 Mar - 10 Mar
Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room

Killington condo 5 min to killington resort

Killington condo 5 min to killington resort
Killington
9.4 out of 10, Exceptional, (9 reviews)
"We loved staying here. It was comfortable, had everything we needed. 100% would stay here again!"
United States
Vanessa O.
Killington condo 5 min to killington resort

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, (39 reviews)
"Clean, comfortable, full kitchen, fast internet, plenty of parking, great location right by the Killington base lodges. Would definitely stay here again."
United States
Brian B.
The price is AED 518
AED 1,302 total
includes taxes & fees
24 Feb - 25 Feb
Mountain view condo with full kitchen and free WiFi

Ski-In/Ski-Out Sunrise Village Condo | 2BR, Fireplace, Pool

Ski-In/Ski-Out Sunrise Village Condo | 2BR, Fireplace, Pool
Killington
10.0 out of 10, Exceptional, (35 reviews)
"Great ski-in, ski-out property."
United States
Kristi C.
The price is AED 2,087
AED 3,796 total
includes taxes & fees
18 Feb - 19 Feb
Ski-In/Ski-Out Sunrise Village Condo | 2BR, Fireplace, Pool

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

Cozy condo, dog-friendly, electric fireplace, walk-to-lifts, balcony, views, wif
Killington
8.0 out of 10, Very Good, (2 reviews)
"Excellent location with in easy walking distance to the slopes. "
United States
RAYMOND P.
The price is AED 558
AED 1,417 total
includes taxes & fees
2 Mar - 3 Mar
Cozy condo, dog-friendly, 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
7.8 out of 10, Good, (18 reviews)
"close to ski lift within a short walking distance"
United States
Jun W.
The price is AED 503
AED 1,409 total
includes taxes & fees
17 Mar - 18 Mar
Mountain view condo with fast WiFi plus on-site amenities

Ski You Later, Alligator Condo with Mountain Views on Shuttle Route

Ski You Later, Alligator Condo with Mountain Views on Shuttle Route
Killington
9.6 out of 10, Exceptional, (8 reviews)
"Cozy"
United States
Vito F.
Ski You Later, Alligator Condo with Mountain Views on Shuttle Route

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, (38 reviews)
"Great place. Met our needs. "
United States
Sean K.
The price is AED 371
AED 1,096 total
includes taxes & fees
11 Mar - 12 Mar
Cozy condo on ski shuttle route with free WiFi & full ktichen

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 AED 613
AED 1,725 total
includes taxes & fees
5 Mar - 6 Mar
Resort condo with mountain views, full kitchen, and free WiFi

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 AED 525
AED 1,401 total
includes taxes & fees
1 Mar - 2 Mar
Resort condo with balcony & shared seasonal amenities - close to skiing

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Killington
9.6 out of 10, Exceptional, (4 reviews)
"The place was clean and easy to get to. "
United States
Sarah Z.
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.

The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
Killington
10.0 out of 10, Exceptional, (3 reviews)
"This was our second time at this property because it’s clean and a great location. "
United States
Kristan K.
The price is AED 1,010
AED 2,086 total
includes taxes & fees
16 Feb - 17 Feb
The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.

Killington Tree House: 2 Room Modern Condo 432

Killington Tree House: 2 Room Modern Condo 432
Killington
9.2 out of 10, Wonderful, (34 reviews)
"Nice stay"
United States
Charles C.
The price is AED 869
AED 2,092 total
includes taxes & fees
16 Feb - 17 Feb
Killington Tree House: 2 Room Modern Condo 432

Paging Dr. Powder Condo with Mountain Views on Shuttle Route

Paging Dr. Powder Condo with Mountain Views on Shuttle Route
Killington
7.4 out of 10, Good, (3 reviews)
"Great pool, hot tub, shuttle service."
United States
Patricia H.
Paging Dr. Powder Condo with Mountain Views on Shuttle Route

Modern Studio for 4 Near Killington w/ Fireplace, Pool & EV Charger

Modern Studio for 4 Near Killington w/ Fireplace, Pool & EV Charger
Killington
Modern Studio for 4 Near Killington w/ Fireplace, Pool & EV Charger
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

Frequently asked questions

How much do condos in Pittsfield cost?
The price range for condos in Pittsfield is AED 1,096 to AED 3,796 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 8.7. 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 traveling with the kids or organizing a weekend break with some friends, Expedia can help you find the perfect space for your entire crew.
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.