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Compare Condo Rentals in Pittsfield with updated reviews, rates, and availability.

Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!

9.0 out of 10, Wonderful, (47)
"Great location, clean room and just enough space! Price point fair. Will stay again for sure!!"
The price is SAR 394
SAR 725 total
includes taxes & fees
16 Mar - 17 Mar
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!

Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes

8.6 out of 10, Excellent, (17)
"Beautiful ski condo, very conveniently located, super clean with a very comfy bed! Had a great stay."
The price is SAR 450
SAR 1,361 total
includes taxes & fees
16 Mar - 17 Mar
Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

9.2 out of 10, Wonderful, (7)
"Condo was perfect for our weekend ski getaway the bus to the K! lodge runs about every 15 min. to the front door of the building will defiantly stay again"
The price is SAR 394
SAR 1,164 total
includes taxes & fees
16 Mar - 17 Mar
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside

10.0 out of 10, Exceptional, (169)
"3 moms and 3 teens had a fantastic weekend! The condo was great. The boys loved being able to walk out the door to the trails. 2 full days of boarding. The condo met all of our needs perfectly! "
SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside

Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

8.6 out of 10, Excellent, (28)
" Convenient location right off Killington Rd. Short drive to ski or restaurants. One bar/restaurant on site- Vermont Craft. Newly renovated studio, clean on arrival. Check-in as described, did not need to contact host during stay. Thorough details provided in pre arrival communications. "
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

3.0 star property
9.8 out of 10, Exceptional, (6)
"Everything was excellent. 3 baths 3 beds. Perfect. Bring coffee filters and hangers."
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10

9.4 out of 10, Exceptional, (36)
"Great for our family ski trip. Definitely worth the price for convenience. Great that it’s pet friendly. The space does need some updating and the beds were a little uncomfortable and the master bedroom was super dry- even with a humidifier was notable. "
Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10

Killington Sapphire

Killington Sapphire

New and Modern 1BR Condo at Killington

7.8 out of 10, Good, (7)
"Mountain Green is super convenient for skiing, shuttle bus right to the lifts, and the pool/hot tub/steam room are great for afterwards. The room itself was clean and well set up; nothing exciting about it but that’s not the point. Only downside was that the sofabed was uncomfortable; my son ended up not folding it out and just sleeping on the couch. If you had four people, you might want to bring an air mattress instead of counting on putting two in the sofabed."
New and Modern 1BR Condo at Killington

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

10.0 out of 10, Exceptional, (2)
"Clean and electronic check in. Great hot tub, pool and hot showers. Room also has a small fridge they don’t mention. Nice to be close to Ramshead lodge. WiFi was 30-10 so good for work connection. Recommend"
Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A

Trail Creek 75 | Condo in Killington

10.0 out of 10, Exceptional, (12)
"The condo is conveniently located near Killington resort and is well appointed and comfortable.Everything worked well except the dishwasher. While the kitchen had all the utensils we needed, a few spices would be nice."
Trail Creek 75 | Condo in Killington

Killington Mountain Ski resort five minutes away

9.6 out of 10, Exceptional, (122)
"Good location. Fit a few guys on a ski trip comfortably. Good sized rooms. Good communication with owner. "
The price is SAR 409
SAR 1,332 total
includes taxes & fees
31 Mar - 1 Apr
Killington Mountain Ski resort five minutes away

Amazing Mountain Condo - Right across the street to Killington Resort

9.8 out of 10, Exceptional, (171)
"We had a great stay. Clean, everything we needed, and it was so easy to hop on the shuttle out front and head to the mountain. "
Amazing Mountain Condo - Right across the street to Killington Resort

Cozy condo on ski shuttle route with free WiFi & full ktichen

8.6 out of 10, Excellent, (31)
"Bedrooms are great, bathrooms work well (shower hot water is reversed so if you turn it on all the way it's cold, not hot). Location is great. Some very minor things: the windows rattle a bit in the wind, the freezer door did not always stay shut.Overall recommend. Also, it was very clean."
The price is SAR 458
SAR 1,330 total
includes taxes & fees
25 Mar - 26 Mar
Cozy condo on ski shuttle route with free WiFi & full ktichen

Trail Creek 31 | Walk-to-lift condo in Killington with pool, hot tub, gym, sauna

9.8 out of 10, Exceptional, (10)
"Great location for skiing at Killington. Perfect for 2-3 people. As advertised. "
Trail Creek 31 | Walk-to-lift condo in Killington with pool, hot tub, gym, sauna

Killington Retreat

2.0 star property
10.0 out of 10, Exceptional, (5)
"Very much enjoyed this location and would definitely stay again. Jeff was available anytime to assist us as well. He was GREAT! "
Killington Retreat

Killington Tree House: 2 Room Modern Condo 432

9.4 out of 10, Exceptional, (28)
"it was perfect"
The price is SAR 454
SAR 1,263 total
includes taxes & fees
12 Mar - 13 Mar
Killington Tree House: 2 Room Modern Condo 432

Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631

9.0 out of 10, Wonderful, (2)
"The property was very clean and in an excellent location. The host was very responsive when we had questions. Overall it was a great experience."
The price is SAR 330
SAR 932 total
includes taxes & fees
12 Mar - 13 Mar
Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631

Two-story, walk-to-lift condo with indoor pool, hot tub, sauna, gym & game room

9.2 out of 10, Wonderful, (18)
"The location was perfect and the set up was great for a family and very comfortable. That said, the bedding must have been 30 years old and did not give off a fresh, clean feeling. There were also mouse droppings in the top drawer of a bedroom dresser, lipstick marks on the mirror that hadn't been cleaned and all of the kitchen glasses were extremely old/scratched up. With some new bedding, glasses and a better cleaning service, this place would be a 10."
Two-story, walk-to-lift condo with indoor pool, hot tub, sauna, gym & game room

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

9.6 out of 10, Exceptional, (4)
"Super clean!!! Walking distance to lifts and there was also a shuttle service…local restaurants and activities were either walking distance or few mins away "
The price is SAR 714
SAR 1,621 total
includes taxes & fees
13 Mar - 14 Mar
Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.
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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Other property types in Pittsfield

Killington Vermont Ski and Snowmobiling House

9.4 out of 10, Exceptional, (42)
"Good utilitarian property for fall leaf touring. Most everything worked ok, great for large family group but definitely not for someone desiring a fully furnished or decorated place. "
Killington Vermont Ski and Snowmobiling House

Mountain Green

2.0 star property
5.8 out of 10, (8)
"We love the place very much. Clean and cozy, efficient communication. A home away from home, that we call the place we stayed. We would be happy to be back again. "
The price is SAR 840
SAR 1,127 total
includes taxes & fees
20 Mar - 21 Mar
Mountain Green

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (232)
"Jeff was extremely responsive. Great little place."
Cozy Loft for two with Hot Tub & Mtn Views
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.

Frequently asked questions

How much do condos in Pittsfield cost?
The price range for condos in Pittsfield is to 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?
A traveler favorite is Pico Village Resort - Getaway. Base yourself at this 3.5-star property which comes with ski-in/ski-out facilities and a swimming pool. Silver Spring Chalet - Getaway is another highly rated condo to consider. Spend your break at this popular 3-star option and you’ll have access to amenities like a yard and a fireplace. There are multiple condos in Pittsfield with a total average guest review rating of .
How many condos are there in Pittsfield?
You can choose from 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.