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Our top choices for Pittsfield condo rentals

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The Suites at Killington Center

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
Plymouth
9.8 out of 10, Exceptional, (24 reviews)
"The Nest at Hawk Ledges was a perfect summer getaway. The home provides comfort in a tranquil setting while being close enough to many summer adventures. We enjoyed relaxing in the bright, open home after taking many day trips to explore the area. What a gem!"
United States
Ben N.
The price is AED 716
AED 2,591 total
includes taxes & fees
2 May - 3 May
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo

Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo
2.0 star property
Killington
Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo

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
8.8 out of 10, Excellent, (10 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!

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, (12 reviews)
"A wonderful up to date property a short walk to the lifts! Would definitely stay here again."
United States
Mike B.
Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.

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.

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.

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
9.8 out of 10, Exceptional, (6 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 509
AED 1,398 total
includes taxes & fees
2 Apr - 3 Apr
The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.

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

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, (3 reviews)
"Close to everything Killington has to offer! Perfect for our 2-night visit to our favorite mountain! Clean and modern. Would definitely stay again!"
United States
Sue N.
Modern Studio for 4 Near Killington w/ Fireplace, Pool & EV Charger

Ski, Hike, Relax - 2BR Killington Condo with Balcony, Pools, Hot Tubs and Free Shuttle

Ski, Hike, Relax - 2BR Killington Condo with Balcony, Pools, Hot Tubs and Free Shuttle
Killington
8.4 out of 10, Very Good, (7 reviews)
"Great location by the mountain! Walking distance to Killington Distillery. Nice balcony overlooking woods."
United States
James G.
Ski, Hike, Relax - 2BR Killington Condo with Balcony, Pools, Hot Tubs and Free Shuttle

Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. Pool.

Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. Pool.
Killington
10.0 out of 10, Exceptional, (8 reviews)
"The place was perfect for our trip, close to the lifts and the bike park. Host kept good communication throughout the trip from beginning to the end. Would definitely recommend if you are headed to Killington for the bike park."
United States
Scott D.
Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. 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 AED 562
AED 1,378 total
includes taxes & fees
9 Apr - 10 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, (72 reviews)
"Amazing stay! Great location, comfortable,had everything we needed. Would stay again."
United States
George
The price is AED 460
AED 1,063 total
includes taxes & fees
2 Apr - 3 Apr
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

3BR/2BA Whiffletree Condo - Close to Slopes. Shuttle and Discounted Ski Rentals.

3BR/2BA Whiffletree Condo - Close to Slopes. Shuttle and Discounted Ski Rentals.
Killington
9.0 out of 10, Wonderful, (6 reviews)
"We love the place. "
United States
Jerome J.
3BR/2BA Whiffletree Condo - Close to Slopes. Shuttle and Discounted Ski Rentals.

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

Woods Resort and Spa: Cozy 2-Bedroom Condo in Killington, VT with Ski, Tennis, and Pool Access

Woods Resort and Spa: Cozy 2-Bedroom Condo in Killington, VT with Ski, Tennis, and Pool Access
The Woods
10.0 out of 10, Exceptional, (4 reviews)
"Condo was very clean and comfortable. Check in and check out was extremely easy. Great experience all around!"
United States
Joseph P.
Woods Resort and Spa: Cozy 2-Bedroom Condo in Killington, VT with Ski, Tennis, and Pool Access

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, (36 reviews)
"Great ski-in, ski-out property."
United States
Kristi C.
Ski-In/Ski-Out Sunrise Village Condo | 2BR, Fireplace, Pool

Woods Resort and Spa: Cozy 2-Bedroom Condo in Killington, VT with Ski, Tennis, and Pool Access

Woods Resort and Spa: Cozy 2-Bedroom Condo in Killington, VT with Ski, Tennis, and Pool Access
The Woods
10.0 out of 10, Exceptional, (7 reviews)
"Great place Clean Brenda new "
United States
Yulia
Woods Resort and Spa: Cozy 2-Bedroom Condo in Killington, VT with Ski, Tennis, and Pool Access

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 AED 294
AED 917 total
includes taxes & fees
7 Apr - 8 Apr
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
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 917 to AED 2,571 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 9.5. 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.