Apartments in Pittsfield for Rent

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Compare 81 Apartments in Pittsfield with updated reviews, rates, and availability.

Property grounds
Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily
10.0 out of 10, Exceptional, (9)
"This location is so very close to the skyship gondola, which is the bottom most lift. It’s actually a great spot because you can do the peak to creek run (the great eastern) as a day ender and basically end up walking distance from the home! Overall, the place was big enough to fit all 6 of us very comfortably with plenty of space to get ready and move about. The kitchen was well equipped with all the cookware you can imagine and some. Also, not to mention the HOT TUB!! There were 2, but we only...
Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily
Exterior
Cozy Studio for 4 - Walk to Mountain w/ Balcony
9.0 out of 10, Wonderful, (12)
"Great location. Hot tub, salt water pool, steam room and sauna were welcomed after a day on Superstar! Beautiful locker rooms and facilities. Easy drop off of “schlep” at the parking garage to the room. Bus carts available too. We would definitely stay again."
The price is $84
$194 total
includes taxes & fees
May 27 - May 28
Cozy Studio for 4 - Walk to Mountain w/ Balcony
Fridge, microwave, oven, stovetop
Run, ride, hike and swim in Central Vermont
9.8 out of 10, Exceptional, (8)
"Everything was excellent. Thank you John."
Run, ride, hike and swim in Central Vermont
Save an average of 15% on thousands of hotels when you're signed in
Smart TV, fireplace
Jack S'Bearo - AC, Slopes, Fireplace, Free Shuttle
10.0 out of 10, Exceptional, (3)
"Nice little condo, well stocked up, was perfect for our family of 3…. Thank you"
The price is $103
$283 total
includes taxes & fees
May 27 - May 28
Jack S'Bearo - AC, Slopes, Fireplace, Free Shuttle
Fridge, microwave, oven, stovetop
MapleCastle
MapleCastle
Fridge, oven, stovetop, dishwasher
Modern Ski Château - 4 min from Killington Ski mountain lifts
10.0 out of 10, Exceptional, (1)
"We had a wonderful stay- it was perfect for our family of 4. Easy access to Killington and Pico and the pool was a great bonus for the kids!"
The price is $1,352
$2,001 total
includes taxes & fees
Jun 1 - Jun 2
Modern Ski Château - 4 min from Killington Ski mountain lifts
Interior
Killington Condo w/ Spa ~ 3 Miles to Ski Resort!
3.5 star property
Killington Condo w/ Spa ~ 3 Miles to Ski Resort!
Exterior
Doc's Lake house 1st floor, 2 bedroom apartment
10.0 out of 10, Exceptional, (55)
"We really enjoyed staying at this cozy, well-equipped lake house. Everything was available to make the stay an enjoyable one. The driveway entrance and property were cleared for our arrival following a significant snowstorm. Communicating with the owner was a pleasure, with every a phone call or text message answered. Who would’ve thought seeing the solar eclipse of 2024 would be so easy and exciting! It was the owner and accommodations that made it all possible for planning the trip. We truly...
The price is $235
$335 total
includes taxes & fees
May 27 - May 28
Doc's Lake house 1st floor, 2 bedroom apartment
Fridge, microwave, oven, stovetop
Condo near ski resorts with a private balcony & full kitchen
8.8 out of 10, Excellent, (23)
"Convenient location close to slopes with a shuttle bus too. 4:00 is a late check in and ours was delayed slightly while cleaning crew finished. It did meet our needs and was comfortable."
The price is $88
$404 total
includes taxes & fees
May 25 - May 26
Condo near ski resorts with a private balcony & full kitchen
Exterior
Lovely Apartment within Walking Distance to Slopes - Year-Round Outdoor Activities
9.0 out of 10, Wonderful, (16)
"We had a great time staying slopeside. It is a short walk down the road to get to Sundowner. We weren't first chair but we almost were. The house itself was clean and tidy. Had everything one would need and even had a coffee maker and Keurig. We will be planning to stay here again if we have the chance."
The price is $67
$415 total
includes taxes & fees
May 26 - May 27
Lovely Apartment within Walking Distance to Slopes - Year-Round Outdoor Activities
Indoor pool
Spacious mountain studio with free WiFi & full kitchen - close to skiing
6.0 out of 10, (17)
"Communication was excellent and service was great."
The price is $92
$324 total
includes taxes & fees
May 25 - May 26
Spacious mountain studio with free WiFi & full kitchen - close to skiing
Fridge, microwave, oven, stovetop
Easy access to VAST snowmobile trail system and local mountain bike trails
10.0 out of 10, Exceptional, (10)
"Well kept and well managed. Just what I hoped for and I would recommend it, but that's with mixed feelings because I want it to be available next year (want it to remain my secret, oh well). Like most of rural VT no cell service, but wi-fi calling worked for me in this flat. Great coffee and sandwich place 1.3 mi north, outside seating."
Easy access to VAST snowmobile trail system and local mountain bike trails
Property grounds
Clean & bright condo with mountain views & modern kitchen - walk to lifts
7.4 out of 10, Good, (43)
"Quick trip to and from Killington mt"
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Smart TV
2 Bedroom apartment in Randolph Village VT
7.0 out of 10, Good, (2)
"I enjoyed my stay, it was quite comfy and village center is right nearby."
2 Bedroom apartment in Randolph Village VT
Interior
Ben & Jerry Themed Suite | 10 Min to Killington
9.6 out of 10, Exceptional, (4)
"Older building on the outside and yard. But rooms were remodeled and very nice. No contact with any staff except by text and emails. They give you a code for the doors. A little different."
The price is $81
$192 total
includes taxes & fees
May 28 - May 29
Ben & Jerry Themed Suite | 10 Min to Killington
Snow and ski sports
Bearfoot - Shuttle or Walk to Ski, Pool, Hot Tub
10.0 out of 10, Exceptional, (3)
"Clean place and close to mountain. Host was responsive. We enjoyed our stay, thank you !!"
Bearfoot - Shuttle or Walk to Ski, Pool, Hot Tub
TV, fireplace
BearQuad - Ski-Off, Shuttle-On, Renovated in 2023
10.0 out of 10, Exceptional, (1)
"Dan and Holly were great"
BearQuad - Ski-Off, Shuttle-On, Renovated in 2023
Fridge, microwave, oven, stovetop
Vermont Retreat
10.0 out of 10, Exceptional, (11)
"Great place to stay. Very clean and perfect place for my son and dog. Hosts were very friendly and perfect hosts. Delicious banana bread was waiting for us upon arrival and treats for our dog too! This is the perfect place to stay if you are skiing at Killington / Pico."
Vermont Retreat
Interior
Cozy Condo w/ Community Pool, Walk to Slopes!
3.5 star property
7.0 out of 10, Good, (2)
"Amazing 2 nights stay, clean and excellent location! Included everything we need! Love it!"
Cozy Condo w/ Community Pool, Walk to Slopes!
Fridge, microwave, oven, stovetop
Mountain side condo with easy ski and trail access - fitness center & grill area
9.4 out of 10, Exceptional, (6)
"Great location and perfect condo for our group of five adults."
Mountain side condo with easy ski and trail access - fitness center & grill area
Don't see what you're looking for?
See all available properties in Pittsfield
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.

Other property types in Pittsfield

Property grounds
Killington area home - 4-seasons & hot tub. Sleeps 12+
9.8 out of 10, Exceptional, (108)
"My family and I have been renting ski homes for many years. David’s home was, by far, the cleanest property we have ever stayed at. My mother-in-law would have been impressed with the cleanliness of this home. The house was perfectly appointed and was perfect from the time we walked in until the time we left. Thank you David! We are looking forward to next year."
Killington area home - 4-seasons & hot tub. Sleeps 12+
Exterior
Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, (194)
"Cabin was so wonderful, fire place was lovely right next to the hot tub. Host was great with communication. Very pleasant stay. Cozy, quiet, clean cabin."
Cozy Loft for two with Hot Tub
Interior
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, (447)
"Clean and quiet cabin. Perfect for a getaway."
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.

Pittsfield Apartments information

Number of reviews
184
Accommodation
81 Apartments
Lowest Price
Highest Price

Frequently asked questions

What's it like to stay at an apartment in Pittsfield?
You’ll find plenty of places to stay in Pittsfield with 31 accommodations. Though there aren’t many apartments, we can help you locate 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 guest houses.
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 are some of the more popular apartments in the area: Cozy Studio for 4 - Walk to Mountain w/ Balcony: Located in Killington, 9.9 mi/15.9 km from the heart of Pittsfield. Includes free WiFi, private patios, and Smart TVs. A fitness center and an outdoor pool are on site. 360° mountain views from organic apple orchard near Middlebury, Vermont: Located 20.9 mi/33.7 km away in Whiting. Free WiFi and Smart TVs are included. Doc’s Lake house 1st floor, 2 bedroom apartment: It’s situated in Salisbury, 16.6 mi/26.8 km away. Includes free WiFi, fireplaces, and Smart TVs. Jack S’Bearo - Slopeside at Pico! Shuttle to Killy: It’s located in Killington, 7.8 mi/12.5 km from Pittsfield. Includes free WiFi, private balconies, and fireplaces.
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 April, 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 Gifford Woods State Park. Appalachian Trail Adventures and Green Mountain National Golf Course are a couple of places you’ll find in the larger area.
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.

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