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Our top choices for Pittsfield condo rentals

Trailside Village #1: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals

Trailside Village #1: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
Killington
9.4 out of 10, Exceptional, (58 reviews)
"Wonderful location…"
United States
David C.
The price is €866
includes taxes & fees
11 Mar - 12 Mar
Trailside Village #1: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals

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
9.2 out of 10, Wonderful, (19 reviews)
"Had a great time in a lovely property between town and the resort. "
United States
Alan S.
The price is €386
includes taxes & fees
9 Mar - 10 Mar
Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room

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 €706
includes taxes & fees
8 Mar - 9 Mar
Ski-In/Ski-Out Sunrise Village Condo | 2BR, Fireplace, Pool

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is €314
includes taxes & fees
10 Mar - 11 Mar
The Suites at Killington Center

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)
"Great stay!"
United States
Bryann F.
The price is €255
includes taxes & fees
7 Apr - 8 Apr
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
9.0 out of 10, Wonderful, (14 reviews)
"Great property, as advertised."
United States
Chris A.
The price is €230
includes taxes & fees
7 Apr - 8 Apr
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

Alpine Oasis Studio at Mountain Green Resort Killington: Shuttle, Pool, Hot Tub, Gym, Deals!

Alpine Oasis Studio at Mountain Green Resort Killington: Shuttle, Pool, Hot Tub, Gym, Deals!
Killington
9.0 out of 10, Wonderful, (9 reviews)
"My friends and I enjoyed it solid spot for a skiing weekend"
United States
Matt M.
Alpine Oasis Studio at Mountain Green Resort Killington: Shuttle, Pool, Hot Tub, Gym, Deals!

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 €391
includes taxes & fees
21 Mar - 22 Mar
Cozy condo, dog-friendly, electric fireplace, walk-to-lifts, balcony, views, wif

Your Killington Basecamp 3A4: Free shuttle w/Pool & Hot tub

Your Killington Basecamp 3A4: Free shuttle w/Pool & Hot tub
Killington
9.8 out of 10, Exceptional, (30 reviews)
"Location, location, location! 1 minute to K1 lodge and gondola and my family could not have have happier. The condo was clean and well appointed, had a stocked kitchen (including coffee ), and plenty of room to spread out. Shirley is a very patient and welcoming host and so responsive. The building has an indoor pool and hot tubs and saunas (yes, more than one!) and a fitness center. Would definitely stay there again! "
United States
Suzy G.
The price is €409
includes taxes & fees
7 Apr - 8 Apr
Your Killington Basecamp 3A4: Free shuttle w/Pool & Hot tub

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 €237
includes taxes & fees
11 Mar - 12 Mar
Cozy condo on ski shuttle route with free WiFi & full ktichen

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 €266
includes taxes & fees
7 Apr - 8 Apr
Welcoming condo near the slopes with free WiFi and full kitchen

Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441

Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441
Killington
The price is €243
includes taxes & fees
9 Mar - 10 Mar
Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441

Charming Killington Center Studio Condo on the Bus Route. Discounted Ski Rentals. Pool.

Charming Killington Center Studio Condo on the Bus Route. Discounted Ski Rentals. Pool.
Killington
Charming Killington Center Studio Condo on the Bus Route. Discounted Ski Rentals. Pool.

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.
The price is €346
includes taxes & fees
31 Mar - 1 Apr
Killington condo 5 min to killington resort

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, (71 reviews)
"Great little condo, near everything and 2 min drive to K1 Lodge. "
United States
zina r.
The price is €247
includes taxes & fees
8 Mar - 9 Mar
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

The Cozy Cubbie: Charming Studio in Killington. Pool. Bus. Discounted Ski Rentals.

The Cozy Cubbie: Charming Studio in Killington. Pool. Bus. Discounted Ski Rentals.
Killington
9.0 out of 10, Wonderful, (6 reviews)
"We did a quick ski getaway, great place, and close to the mountain!"
United States
Al Z.
The price is €279
includes taxes & fees
9 Mar - 10 Mar
The Cozy Cubbie: Charming Studio in Killington. Pool. Bus. Discounted Ski Rentals.

Renovated Killington Center Studio. Close to Resort. Bus. Discounted Ski Rentals. 523

Renovated Killington Center Studio. Close to Resort. Bus. Discounted Ski Rentals. 523
Killington
8.0 out of 10, Very good, (2 reviews)
"Clean room, perfect location close to the mountain, easy acess and good communication with management. "
Canada
Timothy
Renovated Killington Center Studio. Close to Resort. Bus. Discounted Ski Rentals. 523

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 €352
includes taxes & fees
1 Apr - 2 Apr
Resort condo with mountain views, full kitchen, and free WiFi

Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
Killington
9.6 out of 10, Exceptional, (66 reviews)
"The location was clean and comfortable and as described in the listing. The communication with the host was excellent, they were very responsive and friendly. We are looking forward to staying there again!"
United States
Chris S.
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

CozyCub- Location, Ski Off/Shuttle On!

CozyCub- Location, Ski Off/Shuttle On!
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- Location, Ski Off/Shuttle On!
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
456
Accommodation
633 Condo Rentals
Lowest Price
€230
Highest Price
€866

Frequently asked questions

How much do condos in Pittsfield cost?
The price range for condos in Pittsfield is €230 to €866 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 8.9. 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.