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Our top choices for Pittsfield condo rentals
1. Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.Killington
9.8 out of 10, Exceptional, (14 reviews)
"We had such a great time staying here. It was clean, cozy and so convenient to walk right out the door to the slopes! "
Susanne B.
The price is AED 443
AED 1,409 total
includes taxes & fees
16 Nov - 17 Nov
2. 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
9.4 out of 10, Exceptional, (10 reviews)
"Beautiful place . My sister was visiting USA/ Vermont for the first time . We went to the Breakfast cafe next door it was amazing . "
Asad B.
The price is AED 376
AED 1,203 total
includes taxes & fees
16 Nov - 17 Nov
3. 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
The price is AED 350
AED 1,250 total
includes taxes & fees
16 Nov - 17 Nov
4. Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441
Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441Killington
8.0 out of 10, Very good, (1 review)
5. Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631
Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631Killington
9.0 out of 10, Wonderful, (7 reviews)
"Easy, convenient location. Perfect no frills last minute ski trip. Would stay again. Good communication."
Marcus G.
The price is AED 350
AED 1,175 total
includes taxes & fees
16 Nov - 17 Nov
6. Modern Killington Farmhouse Condo: Close to it all! 412
Modern Killington Farmhouse Condo: Close to it all! 412Killington
10.0 out of 10, Exceptional, (62 reviews)
"Fantastic spot for hitting mountains as a family. Incredibly clean, convenience, and comfortable. Couldn’t be better! EV charging on site was the icing on the cake "
Tyler L.
The price is AED 443
AED 1,638 total
includes taxes & fees
16 Nov - 17 Nov
7. Renovated Killington Center Studio. Close to Resort. Bus. Discounted Ski Rentals. 523
Renovated Killington Center Studio. Close to Resort. Bus. Discounted Ski Rentals. 523Killington
7.4 out of 10, Good, (3 reviews)
"Clean room, perfect location close to the mountain, easy acess and good communication with management. "
Timothy
The price is AED 372
AED 1,286 total
includes taxes & fees
16 Nov - 17 Nov
8. 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, (10 reviews)
"Perfect clean space, very comfortable and great location for the week. We were not big fans of the mattress toppers, they kept sliding off, but that is a personal preference matter. Staff communication was 10 out of 10. Highly recommend."
Lisa
The price is AED 438
AED 1,783 total
includes taxes & fees
16 Nov - 17 Nov
9. Gorgeous 2BR/2BA Woods Condo: Pool, Hot Tub, Spa/ Discounted Ski Rentals. V5
Gorgeous 2BR/2BA Woods Condo: Pool, Hot Tub, Spa/ Discounted Ski Rentals. V5The Woods
10.0 out of 10, Exceptional, (15 reviews)
"Amazing location, great kitchen, my kids loved the hot tub, and it was a super easy process checking in and out. Will be staying here again!"
Keaton S.
The price is AED 580
AED 2,131 total
includes taxes & fees
16 Nov - 17 Nov
10. The Suites at Killington Center
The Suites at Killington CenterKillington
The price is AED 835
AED 1,726 total
includes taxes & fees
22 Nov - 23 Nov
11. Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift
Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to LiftKillington
10.0 out of 10, Exceptional, (3 reviews)
"Great midweek ski vacation. Easily walked to the slope to get to the kiosk for our ticket. Kitchen had all that we needed. "
Casey C.
The price is AED 664
AED 2,536 total
includes taxes & fees
16 Nov - 17 Nov
12. Summit View at Pico | Mountain Views, Balcony, Fireplace
Summit View at Pico | Mountain Views, Balcony, FireplaceKillington
6.0 out of 10, (1 review)
"We arrived to our booked condo only to find that the place had not been cleaned from the prior renter. It was late, after 9:00 at night. I notified the company and sent pictures. They expeditiously provided us with new accommodations that were not only clean but better. So, I can’t comment on this property much only to say there was a lapse in cleaning and preparing for our booked arrival. What I can say is that management handled the situation appropriately in a timely fashion."
Darlene D.
The price is AED 598
AED 1,683 total
includes taxes & fees
16 Nov - 17 Nov
13. 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 KillingtonKillington
9.6 out of 10, Exceptional, (5 reviews)
"Great room!"
Carla M.
The price is AED 350
AED 1,250 total
includes taxes & fees
16 Nov - 17 Nov
14. FirBear- Pool, Gym, Fireplace, Hot tub!
FirBear- Pool, Gym, Fireplace, Hot tub!The Woods
9.8 out of 10, Exceptional, (25 reviews)
"Great place to stay for an escape to the mountains!"
Kristin G.
The price is AED 590
AED 1,422 total
includes taxes & fees
16 Nov - 17 Nov
15. 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
9.6 out of 10, Exceptional, (7 reviews)
"Worked for what we needed - host was responsive to all comments."
Kristen O.
The price is AED 443
AED 1,678 total
includes taxes & fees
16 Nov - 17 Nov
16. Mountain Green ground-floor condo with private yard off the patio
Mountain Green ground-floor condo with private yard off the patioKillington
The price is AED 303
AED 1,078 total
includes taxes & fees
18 Nov - 19 Nov
17. SnowCub- Pets Indoor Pool Hot Tub Sauna Fireplace
SnowCub- Pets Indoor Pool Hot Tub Sauna FireplaceThe Woods
10.0 out of 10, Exceptional, (27 reviews)
"Such a beautiful place to stay while in killington!!"
Brittany R.
The price is AED 599
AED 1,436 total
includes taxes & fees
16 Nov - 17 Nov
18. 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!"
Catherine N.
The price is AED 571
AED 1,857 total
includes taxes & fees
16 Nov - 17 Nov
19. 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. #332Killington
9.4 out of 10, Exceptional, (12 reviews)
"Quick trip but would stay here again"
John O.
The price is AED 553
AED 1,892 total
includes taxes & fees
16 Nov - 17 Nov
20. Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532Killington
9.6 out of 10, Exceptional, (73 reviews)
"overall it is good stay for a vacation"
Michael S.
The price is AED 487
AED 1,784 total
includes taxes & fees
22 Nov - 23 Nov
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.
Learn more about Pittsfield
Nestled in Vermont's Green Mountains, Pittsfield offers excellent hiking on the Long Trail and thrilling mountain biking at Green Mountain Trails. Riverside picnics along the Tweed River provide peaceful breaks between seasonal activities at nearby Killington Resort.
Top reviews in Pittsfield
The Trailside Inn
The Trailside InnNorth Sherburne
10/10 Excellent
I've never wrote a review on any product or hotel until now and that is because the Trailside Inn deserves all the recognition it could get! To start, the owners Josh and Ann are fantastic.
We arrived Friday night after a long drive from Long Island - we were immediately greeted by Josh who welcomed us to the lodge and took the time to show us the best trails at Killington and offered advice on restaurants near by.
It was very cold Saturday so we didn't stay long at the mountain. When we...
Alyssa
