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Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 June - 14 June

Our top choices for Pittsfield condo rentals

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, (31 reviews)
"beds were comfortable"
United States
Juan T.
The price is AU$447
includes taxes & fees
2 Mar - 3 Mar
Welcoming condo near the slopes with free WiFi and full kitchen
TV

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, (68 reviews)
"Condo well equipped- hosts very responsive-pool area great! "
United States
gail m.
The price is AU$487
includes taxes & fees
1 Mar - 2 Mar
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Property grounds

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 AU$447
includes taxes & fees
23 Mar - 24 Mar
Comfortable mountain gem with pool, mountain views, & indoor parking space
Exterior

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 AU$457
includes taxes & fees
9 Mar - 10 Mar
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Dining

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

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Killington
9.2 out of 10, Wonderful, (9 reviews)
"Loved every aspect of our stay. The condo looked amazing and everything was extremely clean. Would of extended our stay but another person already had it booked."
United States
Amy
The price is AU$639
includes taxes & fees
23 Feb - 24 Feb
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Interior

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 AU$651
includes taxes & fees
9 Mar - 10 Mar
Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room
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)
"We loved staying here. It was comfortable, had everything we needed. 100% would stay here again!"
United States
Vanessa O.
The price is AU$545
includes taxes & fees
4 Mar - 5 Mar
Killington condo 5 min to killington resort
Dining

Fall Line E5 - Mountain View Killington Condo on the Shuttle Route. Hot tub. Pool. Sauna.

Fall Line E5 - Mountain View Killington Condo on the Shuttle Route. Hot tub. Pool. Sauna.
Killington
9.0 out of 10, Wonderful, (8 reviews)
"Great location…5min drive to K1 base lodge. Comfy beds. Awesome shower. Very clean, spacious and comfy. "
United States
Sanjay K.
Fall Line E5 - Mountain View Killington Condo on the Shuttle Route. Hot tub. Pool. Sauna.
Exterior

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
Killington
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful studio, clean, safe and extremely convenient if you’re going to local shops, restaurants or killington to ski! Easy to check in and out and the staff was very friendly, accessible and accommodating! Would recommend:)"
United States
Maggie M.
The price is AU$608
includes taxes & fees
25 Feb - 26 Feb
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
Exterior

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 AU$531
includes taxes & fees
2 Mar - 3 Mar
Cozy condo, dog-friendly, electric fireplace, walk-to-lifts, balcony, views, wif
Interior

The Gondola Gatsby Condo with Mountain Views on Shuttle Route E1

The Gondola Gatsby Condo with Mountain Views on Shuttle Route E1
Killington
10.0 out of 10, Exceptional, (6 reviews)
"This is the second time this month we’ve stayed here! It’s just a beautiful spot, inside and out!"
United States
Kim P.
The Gondola Gatsby Condo with Mountain Views on Shuttle Route E1
Indoor pool

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 AU$515
includes taxes & fees
24 Feb - 25 Feb
Mountain view condo with fast WiFi plus on-site amenities
Indoor pool

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 AU$489
includes taxes & fees
26 Feb - 27 Feb
Mountain view condo with full kitchen and free WiFi
TV, fireplace, books

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 AU$405
includes taxes & fees
2 Mar - 3 Mar
Cozy condo on ski shuttle route with free WiFi & full ktichen
TV, fireplace, DVD player, books

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 AU$515
includes taxes & fees
1 Mar - 2 Mar
Resort condo with balcony & shared seasonal amenities - close to skiing
Interior

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

Modern Studio for 4 Near Killington w/ Fireplace, Pool & EV Charger
Killington
10.0 out of 10, Exceptional, (1 review)
"The condo was clean, comfortable and perfect for our ski weekend. "
United States
Amy B.
The price is AU$576
includes taxes & fees
24 Feb - 25 Feb
Modern Studio for 4 Near Killington w/ Fireplace, Pool & EV Charger
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)
"Very close to Killington and in the shuttle route."
United States
Craig C.
The price is AU$642
includes taxes & fees
5 Mar - 6 Mar
Resort condo with mountain views, full kitchen, and free WiFi
Dining

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

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.
The price is AU$649
includes taxes & fees
22 Feb - 23 Feb
Paging Dr. Powder Condo with Mountain Views on Shuttle Route
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

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

10/10 Excellent
"Really comfortable room and bed. Staff was friendly. "
Anne S 3-night trip
Posted 2 days ago
The Mountain Top Inn & Resort

Find out more about Pittsfield

Pittsfield Condo Rentals information

Number of reviews
258
Accommodation
633 Condo Rentals
Lowest Price
AU$405
Highest Price
AU$651

Frequently asked questions

How much do condos in Pittsfield cost?
Condos in Pittsfield range from AU$405 to AU$651 per night. These stays offer loads of room for the entire squad at a price that won't stretch the budget. This price was 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?
Pick from 633 condos in Pittsfield. Whether you're taking a trip with the family or planning a getaway with your buddies, Expedia will help you find the best space for your crew.
What is there to do in Pittsfield near my condo?
There are plenty of fun things to put on your itinerary in Pittsfield. Discover attractions like Pico Mountain at Killington Ski Resort, Gifford Woods State Park and Fire Tower. Green Mountain National Golf Course, Lefferts Pond and Pico Pond also lure many visitors.