A lake surrounded by autumn-colored trees and a rocky shoreline.

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Pittsfield condo rentals

Living area

1. 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$656
includes taxes & fees
11 Sept - 12 Sept
Killington condo 5 min to killington resort
Dining

2. 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
9.2 out of 10, Wonderful, (9 reviews)
"Great condo! We enjoyed our stay! "
United States
Frank M.
The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
Dining

3. Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.

Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
Killington
9.4 out of 10, Exceptional, (6 reviews)
"Everything was as advertised. Host was responsive to questions. Great stay overall."
United States
Riley T.
The price is NZ$604
includes taxes & fees
16 Sept - 17 Sept
Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
Living area

4. 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)
"Loved the pool, sauna, and steam room. Really nice place, everything we needed. "
United States
Lisa N.
FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym
Dining

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

Snowcub- AC, Pool, Hot tub, Tennis, Grill!
The Woods
10.0 out of 10, Exceptional, (26 reviews)
"We had an excellent time and will definitely stay again. Great home, perfect location, well appointed kitchen and welcomed our pets!"
United States
Lisa A.
The price is NZ$679
includes taxes & fees
14 Sept - 15 Sept
Snowcub- AC, Pool, Hot tub, Tennis, Grill!
Aerial view

6. Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (29 reviews)
"The property is under major construction which was not disclosed when booking. The management fee was almost as much as the room rate, clearer description at time of booking would be appreciated."
United States
Keith
The price is NZ$397
includes taxes & fees
13 Sept - 14 Sept
Mountain Green
Dining

7. Killington resort: Walk to Mountain, Bike, Pool

Killington resort: Walk to Mountain, Bike, Pool
Killington
9.8 out of 10, Exceptional, (32 reviews)
"Excellent location. Clean and easy."
United States
Todd I.
The price is NZ$587
includes taxes & fees
14 Sept - 15 Sept
Killington resort: Walk to Mountain, Bike, Pool
Interior

8. The Sunup Suite at Killington: 2RM/2BA Condo w/ Pool. Bus Route. Discounted Ski Rentals!

The Sunup Suite at Killington: 2RM/2BA Condo w/ Pool. Bus Route. Discounted Ski Rentals!
Killington
10.0 out of 10, Exceptional, (1 review)
"We had a fantastic three-night stay at this cozy condo in Killington, perfect for our family of four. The location was ideal, just a short drive to the mountain, making it easy for us to hit the slopes each day. The accommodations were comfortable and well-equipped, providing a wonderful home base for our ski vacation!"
United States
Catherine N.
The Sunup Suite at Killington: 2RM/2BA Condo w/ Pool. Bus Route. Discounted Ski Rentals!
Living area

9. 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, (47 reviews)
"Great location. Great amenities. Great communication. "
United States
Jason B.
The price is NZ$637
includes taxes & fees
23 Sept - 24 Sept
Resort condo with mountain views, full kitchen, and free WiFi
Living area

10. Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.

Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.
Killington
10.0 out of 10, Exceptional, (14 reviews)
"A wonderful up to date property a short walk to the lifts! Would definitely stay here again."
United States
Mike B.
The price is NZ$547
includes taxes & fees
16 Sept - 17 Sept
Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.
Pool

11. Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
The price is NZ$488
includes taxes & fees
23 Sept - 24 Sept
Welcoming condo near the slopes with free WiFi and full kitchen
Pool

12. Mountain view condo with fast WiFi plus on-site amenities

Mountain view condo with fast WiFi plus on-site amenities
Killington
The price is NZ$573
includes taxes & fees
13 Sept - 14 Sept
Mountain view condo with fast WiFi plus on-site amenities
Living area

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

Comfortable mountain gem with pool, mountain views, & indoor parking space
Killington
The price is NZ$575
includes taxes & fees
11 Sept - 12 Sept
Comfortable mountain gem with pool, mountain views, & indoor parking space
Terrace/patio

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

CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis
Killington
9.8 out of 10, Exceptional, (26 reviews)
"Great trip!"
United States
casey d.
CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis
Exterior

15. Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A

Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A
Killington
8.0 out of 10, Very good, (6 reviews)
"I don’t think I’ve ever had such wonderful service checking in and caring for our needs. Amazing response time and outstanding stay. Thank you."
United States
Margaret L.
Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A
Exterior

16. How to Lose Your Ski Pass in 10 Days with Mountain Views on Shuttle Route A1

How to Lose Your Ski Pass in 10 Days with Mountain Views on Shuttle Route A1
Killington
9.0 out of 10, Wonderful, (10 reviews)
"Just all around great!"
United States
chaim f.
The price is NZ$699
includes taxes & fees
20 Sept - 21 Sept
How to Lose Your Ski Pass in 10 Days with Mountain Views on Shuttle Route A1
Terrace/patio

17. Cozy 1BR/1BA Mt Green Condo with Amenities and Discounted Ski Rentals. Shuttle.

Cozy 1BR/1BA Mt Green Condo with Amenities and Discounted Ski Rentals. Shuttle.
Killington
10.0 out of 10, Exceptional, (2 reviews)
"I would highly recommend a stay at this cozy Mt Green Condo. It was clean, spacious, had everything we needed, and was only a five minute shuttle ride to the mountain. The indoor pool and hot tub in the building were great to come back to after a full day of skiing. Thank you to Dave and the Simple Vacations Rental Team for a great few days away!"
United States
Erin M.
Cozy 1BR/1BA Mt Green Condo with Amenities and Discounted Ski Rentals. Shuttle.
Exterior

18. 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)
"Great stay. We really loved the ski in ski out feature. Host was responsive with any issues"
United States
Andrea W.
Trailside Village #1: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
Interior

19. 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.
Walk-to-lift condo w/ balcony, fireplace, pool, hot tub, sauna, gym, gameroom
Exterior

20. Luxury Mountain Suite - Ski/Golf/Hike/Play

Luxury Mountain Suite - Ski/Golf/Hike/Play
Killington
9.8 out of 10, Exceptional, (26 reviews)
"This lodge is thoughtfully put together with great amenities and a great set up. Very close to the mountain. We walked, but you also have the option of taking a shuttle that runs frequently."
United States
George O.
The price is NZ$963
includes taxes & fees
23 Sept - 24 Sept
Luxury Mountain Suite - Ski/Golf/Hike/Play
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
"The room was clean & the staff very helpful. We were pleasantly surprised by the substantial breakfast which came with our booking & loved the pool/hot tub. It was older but very clean!"
Susan 1-night trip
Posted 15 hours ago
Comfort Inn Rutland - Killington

Find out more about Pittsfield

Pittsfield Condo Rentals information

Number of reviews
247
Accommodation
608 Condo Rentals
Lowest Price
NZ$397
Highest Price
NZ$963

Frequently asked questions

How much do condos in Pittsfield cost?
The price range for condos in Pittsfield is NZ$397 to NZ$963 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 608 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.