A lake surrounded by autumn-colored trees and a rocky shoreline.

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Pittsfield condo rentals

Aerial view

1. Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (29 reviews)
"The property is under major construction which was not disclosed when booking. The management fee was almost as much as the room rate, clearer description at time of booking would be appreciated."
United States
Keith
The price is £172
includes taxes & fees
17 Aug - 18 Aug
Mountain Green
Exterior

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
9.2 out of 10, Wonderful, (7 reviews)
"Beautiful place . My sister was visiting USA/ Vermont for the first time . We went to the Breakfast cafe next door it was amazing . "
United States
Asad B.
The price is £193
includes taxes & fees
18 Aug - 19 Aug
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
1 bedroom, iron/ironing board, free WiFi, bed sheets

3. 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 631
Killington
8.8 out of 10, Excellent, (6 reviews)
"Easy, convenient location. Perfect no frills last minute ski trip. Would stay again. Good communication."
United States
Marcus G.
The price is £189
includes taxes & fees
17 Aug - 18 Aug
Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631
Living area

4. Killington condo 5 min to killington resort

Killington condo 5 min to killington resort
Killington
9.4 out of 10, Exceptional, (9 reviews)
"Great location!!"
United States
Nicholas C.
The price is £253
includes taxes & fees
17 Aug - 18 Aug
Killington condo 5 min to killington resort
Dining

5. 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, (9 reviews)
"Fantastic place to stay, beds were great. It was wonderful having two full baths. Would definitely recommend this gem again!"
United States
Dawn B.
The price is £270
includes taxes & fees
17 Aug - 18 Aug
The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
TV, fireplace, DVD player, books

6. 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, (47 reviews)
"Great location. Great amenities. Great communication. "
United States
Jason B.
The price is £248
includes taxes & fees
17 Aug - 18 Aug
Resort condo with mountain views, full kitchen, and free WiFi
TV

7. Comfortable mountain gem with pool, mountain views, & indoor parking space

Comfortable mountain gem with pool, mountain views, & indoor parking space
Killington
The price is £200
includes taxes & fees
17 Aug - 18 Aug
Comfortable mountain gem with pool, mountain views, & indoor parking space
Indoor pool

8. Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
The price is £214
includes taxes & fees
17 Aug - 18 Aug
Welcoming condo near the slopes with free WiFi and full kitchen
Dining

9. Killington resort: Walk to Mountain, Biking & Pool

Killington resort: Walk to Mountain, Biking & Pool
Killington
9.8 out of 10, Exceptional, (32 reviews)
"Excellent location. Clean and easy."
United States
Todd I.
The price is £253
includes taxes & fees
8 Sept - 9 Sept
Killington resort: Walk to Mountain, Biking & Pool
Exterior

10. Cozy condo, electric fireplace, walk-to-lifts, balcony, views, wif

Cozy condo, electric fireplace, walk-to-lifts, balcony, views, wif
Killington
The price is £279
includes taxes & fees
17 Aug - 18 Aug
Cozy condo, electric fireplace, walk-to-lifts, balcony, views, wif
Condo, 2 Bedrooms | Living area

11. The Woods by Killington Vacation Rentals - 2 Bedrooms

The Woods by Killington Vacation Rentals - 2 Bedrooms
3.0 star property
The Woods
10.0 out of 10, Exceptional, (3 reviews)
The price is £484
includes taxes & fees
31 Aug - 1 Sept
The Woods by Killington Vacation Rentals - 2 Bedrooms
Indoor pool, a heated pool

12. 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, (12 reviews)
"Great Location"
United States
Brian B.
The price is £301
includes taxes & fees
18 Aug - 19 Aug
Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. Pool.
Terrace/patio

13. CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis

CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis
Killington
9.8 out of 10, Exceptional, (26 reviews)
"Great trip!"
United States
casey d.
The price is £202
includes taxes & fees
20 Aug - 21 Aug
CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis
Dining

14. Snowcub- AC, Pool, Hot tub, Tennis, Grill!

Snowcub- AC, Pool, Hot tub, Tennis, Grill!
The Woods
10.0 out of 10, Exceptional, (26 reviews)
"Great location, great amenities, quiet neighborhood."
United States
Jessica G.
The price is £294
includes taxes & fees
17 Aug - 18 Aug
Snowcub- AC, Pool, Hot tub, Tennis, Grill!
Smart TV, fireplace, video games, books

15. FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym

FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym
The Woods
10.0 out of 10, Exceptional, (24 reviews)
"Loved the pool, sauna, and steam room. Really nice place, everything we needed. "
United States
Lisa N.
The price is £291
includes taxes & fees
19 Aug - 20 Aug
FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym
Indoor pool

16. The Woods Resort and Spa Killington: 2 BR / 2 BA Renovated Condos w/ Great Amenities V7

The Woods Resort and Spa Killington: 2 BR / 2 BA Renovated Condos w/ Great Amenities V7
The Woods
8.8 out of 10, Excellent, (5 reviews)
"close to everything with a nice indoor pool and gym"
United States
Kevin K.
The price is £367
includes taxes & fees
31 Aug - 1 Sept
The Woods Resort and Spa Killington: 2 BR / 2 BA Renovated Condos w/ Great Amenities V7
Indoor pool

17. Mountain view condo with fast WiFi plus on-site amenities

Mountain view condo with fast WiFi plus on-site amenities
Killington
The price is £255
includes taxes & fees
17 Aug - 18 Aug
Mountain view condo with fast WiFi plus on-site amenities
Smart TV

18. Relaxing Mountain Condo Steps from Killington Resort; Views, Pool & Shuttle!

Relaxing Mountain Condo Steps from Killington Resort; Views, Pool & Shuttle!
Killington
9.8 out of 10, Exceptional, (188 reviews)
"The condo was in excellent condition and very clean. Great location too. Owner was very responsive. "
United States
Michael V.
The price is £185
includes taxes & fees
31 Aug - 1 Sept
Relaxing Mountain Condo Steps from Killington Resort; Views, Pool & Shuttle!
Exterior

19. Swirl Suite Annex: Studio w/ Kitchenette and Workspace. Discounted Ski Rentals.

Swirl Suite Annex: Studio w/ Kitchenette and Workspace. Discounted Ski Rentals.
Killington
10.0 out of 10, Exceptional, (1 review)
"Perfect place to stay, no issues at all!"
United States
rebecca w.
Swirl Suite Annex: Studio w/ Kitchenette and Workspace. Discounted Ski Rentals.
Interior

20. Trailside Village #7: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals

Trailside Village #7: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
Killington
9.4 out of 10, Exceptional, (63 reviews)
"Good place. Hosts were in touch and the hot tub was great. "
United States
Bethany S.
The price is £407
includes taxes & fees
17 Aug - 18 Aug
Trailside Village #7: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
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 Inn at Killington

The Mountain Inn at Killington

8/10 Good
"Everything was good we enjoyed the stay for the weekend."
Trisha 2-night trip
Posted 1 hour ago
The Mountain Inn at Killington

Find out more about Pittsfield

Pittsfield Condo Rentals information

Number of reviews
4
Accommodation
626 Condo Rentals
Lowest Price
£172
Highest Price
£484

Frequently asked questions

How much do condos in Pittsfield cost?
The price range for condos in Pittsfield is £172 to £484 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 6.0. Pico Village Resort - Getaway is a favourite pick here. Guests staying at this 3.5-star condo can access ski-in/ski-out facilities and a swimming pool. Silver Spring Chalet - Getaway is another top pick. This 3-star property offers a fireplace and a furnished patio.
How many condos are there in Pittsfield?
You can choose from 626 condos in Pittsfield. No matter if you're travelling with the kids or organising a weekend break with some friends, Expedia can help you find the perfect space for your entire crew.
Are there any family-friendly condos in Pittsfield?
Settle in at Pico Village Resort - Getaway, a 3.5-star option just a quick drive from town. Amenities here include a swimming pool and a fireplace. Another family-friendly condo is Silver Spring Chalet - Getaway. A fireplace and a yard help make this 3-star property a favourite among guests. After checking in and chilling out together in your cosy new digs, it's time to explore some of the local sights. Pico Mountain at Killington Ski Resort and Gifford Woods State Park are fun family-friendly attractions in Pittsfield.
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.