Apartments in Pittsfield for Rent

  • 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
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Pittsfield apartments

Property grounds

Apartment in Bridgewater

Vermont Suite | 10 Min to Woodstock & Killington
10.0 out of 10, Exceptional, (5 reviews)
"We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away"
United States
Rosie L.
The price is ￥17,762
￥37,121 total
includes taxes & fees
Jan 20 - Jan 21
Vermont Suite | 10 Min to Woodstock & Killington
Dining

Apartment in Rutland

Cozy Rutland Retreat
9.6 out of 10, Exceptional, (5 reviews)
"Peaceful stay in the city! We were headed to the rodeo, so this was the perfect distance away! "
United States
Aislinn F.
The price is ￥12,132
￥29,753 total
includes taxes & fees
Jan 26 - Jan 27
Cozy Rutland Retreat
1 bedroom, desk, iron/ironing board, free WiFi

Apartment in Killington

The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
10.0 out of 10, Exceptional, (2 reviews)
"Place was great"
United States
Nathan H.
The price is ￥12,789
￥41,703 total
includes taxes & fees
Jan 19 - Jan 20
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
Exterior

Apartment in The Woods

Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.
7.4 out of 10, Good, (3 reviews)
"Room was great for the 140 price point it normally is, not the 250 price for World Cup weekend. Would stay again though, very convenient. Checkin was super easy and the room was clean, just needs "
United States
Joe S.
The price is ￥15,631
￥45,774 total
includes taxes & fees
Jan 19 - Jan 20
Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.
Fridge, microwave, oven, stovetop

Apartment in Rutland

Rutland-Killington Mountain Midway: Refreshed 2BR Flat with High-End Kitchen and Spa Shower
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Super cute until - very recently updated with beautiful and clean appliances. Perfectly located "
United States
Gabrielle C.
The price is ￥25,933
￥77,185 total
includes taxes & fees
Jan 19 - Jan 20
Rutland-Killington Mountain Midway: Refreshed 2BR Flat with High-End Kitchen and Spa Shower
Golf

Apartment in Killington

LilBear- Shuttle, FIreplace, Pool, Hot Tub.
10.0 out of 10, Exceptional, (6 reviews)
"Great location and comfortable condo."
United States
Timothy R.
The price is ￥19,526
￥52,708 total
includes taxes & fees
Jan 26 - Jan 27
LilBear- Shuttle, FIreplace, Pool, Hot Tub.
Fridge, microwave, oven, stovetop

Apartment in Killington

Jack S`Bearo - Slopes, Fireplace, Pool.
10.0 out of 10, Exceptional, (14 reviews)
"My husband and i really enjoyed our stay at Jack S'bearo! Was a nice, cozy condo for a couple or a small family. Highly recommend!"
United States
Erin
The price is ￥15,929
￥45,596 total
includes taxes & fees
Jan 20 - Jan 21
Jack S`Bearo - Slopes, Fireplace, Pool.
Indoor pool

Apartment in Killington

Clean & bright condo with mountain views & modern kitchen - walk to lifts
7.2 out of 10, Good, (45 reviews)
"Perfect place for a long weekend"
United States
Patrick D.
The price is ￥13,322
￥46,951 total
includes taxes & fees
Feb 10 - Feb 11
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Interior

Apartment in Killington

Trails Together! Pool, Hot Tub, Sauna, Near Resort
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Our stay was great. The condo was spacious with plenty of storage space. Everything we needed was there. The hosts were quickly responsive to questions. The welcome treats were such a nice touch."
United States
Stephanie D.
The price is ￥42,191
￥89,188 total
includes taxes & fees
Jan 20 - Jan 21
Trails Together! Pool, Hot Tub, Sauna, Near Resort
Property grounds

Apartment in Bridgewater

Vermont Double Queen Suite | 10 Mins to Killington
8.8 out of 10, Excellent, (5 reviews)
"This was perfect for our girls weekend! Great location, spacious & clean. Our host was so responsive & kind- highly recommend staying here when you visit Salem! "
United States
Brianna L.
The price is ￥16,335
￥35,388 total
includes taxes & fees
Jan 19 - Jan 20
Vermont Double Queen Suite | 10 Mins to Killington
Property grounds

Apartment in Bridgewater

Vermont Suite | Minutes to Killington | Skiing
8.0 out of 10, Very Good, (2 reviews)
"clean, easy to check in and out, convenient location to the GMHA grounds - we stay here every summer! "
United States
Amanda K.
The price is ￥13,797
￥32,266 total
includes taxes & fees
Jan 19 - Jan 20
Vermont Suite | Minutes to Killington | Skiing
Property grounds

Apartment in Salisbury

Doc's Lake house 1st floor, 2 bedroom apartment
10.0 out of 10, Exceptional, (74 reviews)
"Doc runs a great place for all to enjoy. "
United States
William D.
The price is ￥21,410
￥32,150 total
includes taxes & fees
Jan 23 - Jan 24
Doc's Lake house 1st floor, 2 bedroom apartment
1 bedroom, desk, iron/ironing board, free WiFi

Apartment in The Woods

Charming Killington Studio w/ Pool. Bus Route. Ski Rental Deals! - Killington Center Suites 131
2.0 star property
The price is ￥24,512
￥58,426 total
includes taxes & fees
Jan 20 - Jan 21
Charming Killington Studio w/ Pool. Bus Route. Ski Rental Deals! - Killington Center Suites 131
Terrace/patio

Apartment in Killington

Wade`s World Ski Home FirePlace Shuttle location
2.0 star property
9.6 out of 10, Exceptional, (5 reviews)
"Perfectly described and so close the mountain. All you need!"
United States
Dana E.
The price is ￥38,594
￥84,764 total
includes taxes & fees
Jan 20 - Jan 21
Wade`s World Ski Home FirePlace Shuttle location
Property grounds

Apartment in Bridgewater

Vermont Suite | 10 Min to Killington & Woodstock
9.2 out of 10, Wonderful, (7 reviews)
"Overall, a great stay. "
United States
Meghan J.
The price is ￥14,590
￥33,131 total
includes taxes & fees
Jan 19 - Jan 20
Vermont Suite | 10 Min to Killington & Woodstock
Indoor pool

Apartment in Killington

Spacious mountain studio with free WiFi & full kitchen - close to skiing
6.4 out of 10, (20 reviews)
"Communication was excellent and service was great."
United States
Emmanuella A.
The price is ￥17,603
￥55,627 total
includes taxes & fees
Jan 20 - Jan 21
Spacious mountain studio with free WiFi & full kitchen - close to skiing
Interior

Apartment in Killington

MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort
10.0 out of 10, Exceptional, (4 reviews)
"The condo was perfect! "
United States
Mandy b.
The price is ￥46,759
￥105,071 total
includes taxes & fees
Jan 20 - Jan 21
MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort
Golf

Apartment in Killington

Bearitime Lodge - Pool, Gym, Hot Tub, Location.
8.0 out of 10, Very Good, (1 review)
"Overall, property was excellent. Only issue was no ac. A fan was provided but air was not moving in the little apartment. It was also unusually hot when were there. Location was excellent for all the hiking we had planned :-)"
United States
Kim C.
The price is ￥33,285
￥78,050 total
includes taxes & fees
Jan 20 - Jan 21
Bearitime Lodge - Pool, Gym, Hot Tub, Location.
Smart TV, fireplace

Apartment in Killington

Robins Nest- FirePlace, Near Pico, Pool.
10.0 out of 10, Exceptional, (1 review)
"Place was great. Hosts were great. Would highly recommend. Me and my family couldn't have been happier."
United States
Alfred D.
The price is ￥45,090
￥105,667 total
includes taxes & fees
Jan 20 - Jan 21
Robins Nest- FirePlace, Near Pico, Pool.
Golf

Apartment in Killington

MooseTracks- Hot Tub, Pool, Gym, Sauna, Shuttle!
10.0 out of 10, Exceptional, (6 reviews)
"Easy access to skiing. Clean and comfortable accommodations. Gym/Hot tub is in a separate building, but still close."
United States
Anonymous traveler
The price is ￥45,947
￥106,815 total
includes taxes & fees
Jan 20 - Jan 21
MooseTracks- Hot Tub, Pool, Gym, Sauna, Shuttle!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pittsfield Hotel Reviews

The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"Check in service Breakfast"
Dustin 1-night trip
Posted 2 days ago
The Mountain Inn at Killington

Find out more about Pittsfield

Pittsfield Apartments information

Number of reviews
174
Accommodation
125 Apartments
Lowest Price
￥29,753
Highest Price
￥106,815

Frequently asked questions

What's it like to stay at an apartment in Pittsfield?
There are plenty of places to stay in Pittsfield with 40 hotels and other lodging accommodations. Though there aren't many apartments, we can help you find similar accommodations. When you search on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. Even filter by similar properties such as vacation homes, condos, or cabins. Make time to visit the region's favorite places like Killington Resort.
Why would you choose an apartment over a traditional hotel room?
An apartment is often more spacious than a traditional hotel room and includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for solo travelers who want to stay in a quieter area.
What's the best apartment for a stay in Pittsfield?
Here is a popular apartment in the area to consider: Mountain Green Resort: Located in Killington, 9.9 mi/15.9 km from the heart of Pittsfield. Includes laundry facilities, free WiFi, and separate dining areas. Free parking and an outdoor pool are on site.
What can I expect from the weather in Pittsfield?
Though weather is just one factor, it can really affect your travel plans, especially when you're planning an extended stay in Pittsfield. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Pittsfield are January, March, February, and December, with each month seeing an average of 10 inches of snowfall.
What should I see and do in Pittsfield?
While exploring the area, visit family-friendly sights like Killington Adventure Center, or get outside and enjoy nature at Green Mountain National Forest. Roger Clark Memorial Central Library and Pittsfield Town Hall are other places to visit while you're in town.
What's the best way to get to and around Pittsfield?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is located 18.1 mi (29.2 km) from the city center. Otherwise, you can search for flights to Lebanon, NH (LEB-Lebanon Municipal), which is 27.2 mi (43.7 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia