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Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

Compare 582 Condo Rentals in Pittsfield with updated reviews, rates, and availability.

Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
Desk, free WiFi, bed sheets

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

9.0 out of 10, Wonderful, (48)
"Cozy but all the amenities, great location"
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts
Indoor pool

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

8.4 out of 10, Very Good, (29)
" 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
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
TV, DVD player, books

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 AED 386
AED 1,136 total
includes taxes & fees
24 Mar - 25 Mar
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Cozy condo on ski shuttle route with free WiFi & full ktichen
Indoor pool

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 AED 261
AED 1,061 total
includes taxes & fees
26 Mar - 27 Mar
Cozy condo on ski shuttle route with free WiFi & full ktichen
Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes
Property grounds

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

8.6 out of 10, Excellent, (17)
"Thanks for everything "
The price is AED 441
AED 1,324 total
includes taxes & fees
23 Mar - 24 Mar
Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes
SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside
Indoor pool, outdoor pool

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

10.0 out of 10, Exceptional, (170)
"We have stayed in Sunrise previously but will never stay in any other unit besides this one. Communication from the host was like no other, the unit was spotless and location was perfect. There is nothing more you can ask for during a ski trip to Killington. We can not wait to return next year. "
SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside
Killington Sapphire
Living area

Killington Sapphire

10.0 out of 10, Exceptional, (1)
"Everything we needed to enjoy your family trip!"
Killington Sapphire
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub
3 bedrooms, iron/ironing board, free WiFi, bed sheets

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

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"
The price is AED 303
AED 809 total
includes taxes & fees
25 Mar - 26 Mar
Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A
Killington Mountain Ski resort five minutes away
Fridge, microwave, oven, stovetop

Killington Mountain Ski resort five minutes away

9.6 out of 10, Exceptional, (123)
"Good location. Fit a few guys on a ski trip comfortably. Good sized rooms. Good communication with owner. "
The price is AED 400
AED 1,304 total
includes taxes & fees
31 Mar - 1 Apr
Killington Mountain Ski resort five minutes away
Ski condo close to multiple resorts
Fireplace

Ski condo close to multiple resorts

9.8 out of 10, Exceptional, (12)
"The apartment was pretty neat and warm and quiet at night. Good place to stay for skiing."
Ski condo close to multiple resorts
Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room
Interior

Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room

9.4 out of 10, Exceptional, (11)
"Had a great time in a lovely property between town and the resort. "
Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room
Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631
Exterior

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 AED 323
AED 912 total
includes taxes & fees
24 Mar - 25 Mar
Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Aerial view

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

9.2 out of 10, Wonderful, (5)
"We enjoyed our stay clean friendly hospitable located couple minutes from Mountain perfect"
The price is AED 566
AED 1,518 total
includes taxes & fees
24 Mar - 25 Mar
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Charming 3BR/2BA Condo in Sunrise Village at Killington. Pool. Hot Tub. Sports Center.
Smart TV, fireplace

Charming 3BR/2BA Condo in Sunrise Village at Killington. Pool. Hot Tub. Sports Center.

10.0 out of 10, Exceptional, (1)
"We had a special ski weekend with friends. "
The price is AED 1,010
AED 2,568 total
includes taxes & fees
24 Mar - 25 Mar
Charming 3BR/2BA Condo in Sunrise Village at Killington. Pool. Hot Tub. Sports Center.
‘Killington Vacation Gem’ Walk to Ski Lifts!
Fridge, microwave, stovetop, dishwasher

‘Killington Vacation Gem’ Walk to Ski Lifts!

10.0 out of 10, Exceptional, (24)
"My wife and I have stayed here befroe and this visit was even better. Looking forward to our next booking!"
‘Killington Vacation Gem’ Walk to Ski Lifts!
Amazing Mountain Condo - Right across the street to Killington Resort
Exterior

Amazing Mountain Condo - Right across the street to Killington Resort

9.8 out of 10, Exceptional, (172)
"Overall impression is very good. The condo was very sweet and comfortable! Owner was very responsive and took time to suggest places to eat and things to do when not skiing! We loved the convenience of the property to the mountain, having a bar onsite and a nice workout/pool/spa. "
Amazing Mountain Condo - Right across the street to Killington Resort
Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.
Interior

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 AED 606
AED 1,496 total
includes taxes & fees
24 Mar - 25 Mar
Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.
Mountainside condo near Killington Resort with seasonal on-site amenities
Fridge, microwave, oven, stovetop

Mountainside condo near Killington Resort with seasonal on-site amenities

6.4 out of 10, (7)
"The room was nice and clean, close to everything. Will rebook again "
The price is AED 386
AED 1,237 total
includes taxes & fees
23 Mar - 24 Mar
Mountainside condo near Killington Resort with seasonal on-site amenities
Killington Blue Studio: Sleeps 4, Close to Mtn 123
Aerial view

Killington Blue Studio: Sleeps 4, Close to Mtn 123

9.6 out of 10, Exceptional, (7)
"The property itself was nice. The room carpet was horrible and badly needs shampooing. There was a bad smell in the room."
The price is AED 283
AED 785 total
includes taxes & fees
23 Mar - 24 Mar
Killington Blue Studio: Sleeps 4, Close to Mtn 123
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
Interior

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
Killington area home - 4-seasons & hot tub. Sleeps 13+
Property grounds

Killington area home - 4-seasons & hot tub. Sleeps 13+

9.8 out of 10, Exceptional, (116)
"The house fit our group of seven perfectly. Very close to the mountains. Hot tub and pool table "
Killington area home - 4-seasons & hot tub. Sleeps 13+
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
TV, fireplace, DVD player, books

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

10.0 out of 10, Exceptional, (484)
"This cabin couldn't be cozier! It really lives up to its name as a "romantic retreat". The window seat is perfect for a sunny afternoon nap or to curl up with a book and some cocoa by the warmth of the fire. Mornings are beautiful as the sun shines dappled light in the trees. So peaceful. The surround sound is also great, we connected our phone via bluetooth and the music enhanced the cozy ambiance. We enjoyed a walk on the little trail in the back, stargazing in the hot tub, and snuggling up to...
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
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 AED 261 to AED 1,010 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 9.0.
How many condos are there in Pittsfield?
You can choose from 582 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.