Pittsfield Condos ￥36,633

Q: Are there any family-friendly condos in Pittsfield?

Put your feet up at Silver Spring Chalet - Getaway , a 3-star option not far from town. Conveniences here include a furnished patio and a fireplace. Another family-friendly condo is Slopeside Pico 3 Bedroom Condo . Ski-in/ski-out facilities and a swimming pool help make this 3-star escape a hit with guests. Once you've checked in and unpacked your suitcase, there are loads of family-friendly attractions to explore in and around Pittsfield. Pico Mountain at Killington Ski Resort and Gifford Woods State Park guarantee fun for all ages.

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Pittsfield condo rentals

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

Killington

John O.

￥57,742 total

includes taxes & fees

Sep 2 - Sep 3

2. Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Killington

Asad B.

￥42,037 total

includes taxes & fees

Sep 2 - Sep 3

1 bedroom, desk, iron/ironing board, WiFi (free)

3. Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441

Killington

￥38,566 total

includes taxes & fees

Sep 2 - Sep 3

4. The Suites at Killington Center

Killington

￥54,899 total

includes taxes & fees

Sep 3 - Sep 4

5. Killington condo 5 min to killington resort

Killington

Nicholas C.

￥62,475 total

includes taxes & fees

Sep 2 - Sep 3

6. Killington Center Inn & Suites by Killington VR - 1 Bedrooms

Killington

Tyler

￥81,000 total

includes taxes & fees

Sep 2 - Sep 3

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

The Woods

Lisa N.

￥63,287 total

includes taxes & fees

Sep 2 - Sep 3

8. Mountain Green

Killington

Keith

￥36,633 total

includes taxes & fees

Sep 2 - Sep 3

View all properties

Find vacation rentals that suit your style

Cottages

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top Pittsfield Hotel Reviews

Comfort Inn Rutland - Killington

8/10 Good

"A good solid hotel."

On The River Inn

10/10 Excellent

"This was one of the nicest hotels I have ever stayed in! We had a river view room with rocking chairs on the balcony, s’mores kits were offered every night (pick up by the front desk) and 2 fire pits to choose from. Game room was cute (although the air hockey table’s fan wasn’t strong on one side), library was absolutely gorgeous. Loved having water refilling stations on 2 of the 3 floors and 24/7 coffee/tea stations, too. Queen beds were very comfy, and the room was so spacious. I’d love another piece of furniture with drawers to keep our stuff though - we lived out of our suitcases because there was only an armoire with 3 half drawers. And maybe another towel bar or hooks in the bathroom to hang the towels to dry, especially if you have 4 people in a room. Breakfast buffet (included with our Expedia stay but extra for others) was always hot & fresh. We had 4 breakfasts: French toast, pancakes, waffles, french toast again. There was always fresh homemade pastries and muffins, yogurt, and oatmeal. I would have loved some fresh fruit like berries to go with the yogurt instead of apples and oranges. Staff was always so nice and helpful, especially at breakfast. Housekeeping forgot twice to give us the 4 fresh towels (gave 3 instead) but we got replacements when we asked at the desk."

The Shire Woodstock

8/10 Good

"We enjoyed our stay very much. We found our stay to very quiet. The back of the property was so peaceful and relaxing sitting by the river, listening to the birds and the gurgling of the river as it moves along. The room was comfortable with a fridge and freezer for snacks/fruit etc. I'd like to see another chair in the room so that 2 people can sit by the window and experience the view although this wasn't a game changer."

Emrose Luxury Cabins

10/10 Excellent

"The Cabins are very nice clean and cozy , love how well they were thought out to fit everything so perfectly in a small space . Full bathroom , full kitchen and nice size refrigerator and microwave . Perfect for a romantic getaway . Plus the outdoor accommodations were great . And can’t wait for the soon to come restaurant and lounge for the guests . A++ stay . Staff were very nice and helpful"

Find out more about Pittsfield

Pittsfield Condo Rentals information

Number of reviews	245
Accommodation	623 Condo Rentals
Lowest Price	￥36,633
Highest Price	￥94,533

Frequently asked questions

How much do condos in Pittsfield cost?

The price range for condos in Pittsfield is ￥36,633 to ￥94,533 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 8.9. 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 623 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.

Are there any family-friendly condos in Pittsfield?

Put your feet up at Silver Spring Chalet - Getaway, a 3-star option not far from town. Conveniences here include a furnished patio and a fireplace. Another family-friendly condo is Slopeside Pico 3 Bedroom Condo. Ski-in/ski-out facilities and a swimming pool help make this 3-star escape a hit with guests. Once you've checked in and unpacked your suitcase, there are loads of family-friendly attractions to explore in and around Pittsfield. Pico Mountain at Killington Ski Resort and Gifford Woods State Park guarantee fun for all ages.

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.

Explore a world of travel with Expedia

More ways to book

Book Condo Rentals in Pittsfield on Expedia.com

Search Condos in Pittsfield

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pittsfield condo rentals

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

2. Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

3. Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441

4. The Suites at Killington Center

5. Killington condo 5 min to killington resort

6. Killington Center Inn & Suites by Killington VR - 1 Bedrooms

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

8. Mountain Green

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

10. Resort condo with mountain views, full kitchen, and free WiFi

11. Cozy 1BR/1BA Mt Green Condo with Amenities and Discounted Ski Rentals. Shuttle.

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

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

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

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

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

17. Resort condo with balcony & shared seasonal amenities - close to skiing

18. High-floor resort condo with free WiFi and full kitchen - walk to lifts

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

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

Find vacation rentals that suit your style

Top Pittsfield Hotel Reviews

Comfort Inn Rutland - Killington

Find out more about Pittsfield

Pittsfield Condo Rentals information

Frequently asked questions

Explore a world of travel with Expedia