Apartments in Pittsfield for Rent

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

Exterior
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
Smart TV, fireplace
Jack S'Bearo - Slopeside at Pico! Shuttle to Killy
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 ¥15,943
¥66,563 total
includes taxes & fees
May 21 - May 22
Jack S'Bearo - Slopeside at Pico! Shuttle to Killy
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 ¥210,087
¥308,868 total
includes taxes & fees
May 19 - May 20
Modern Ski Château - 4 min from Killington Ski mountain lifts
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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 ¥28,747
¥42,682 total
includes taxes & fees
May 22 - May 23
Doc's Lake house 1st floor, 2 bedroom apartment
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
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
Exterior
Red Clover Inn: Queen Suite near Killington
10.0 out of 10, Exceptional, (3)
"Lovely comfortable inn!"
The price is ¥21,211
¥37,479 total
includes taxes & fees
May 19 - May 20
Red Clover Inn: Queen Suite near Killington
Iron/ironing board, WiFi, bed sheets
10 min to Mountains | Queen Bed | Woodstock Suite
10.0 out of 10, Exceptional, (5)
"We needed a place just for one night. The Bridgewater Inn was a perfect spot for our needs. It was chosen because of convenience, but it was a nice introduction to the place we will definitely revisit when we have the time for a more prolonged stay. Clean, cozy and accomodating."
The price is ¥13,674
¥31,026 total
includes taxes & fees
May 30 - May 31
10 min to Mountains | Queen Bed | Woodstock Suite
Fridge, microwave, oven, stovetop
Cozy renovated barn apartment on first floor
10.0 out of 10, Exceptional, (2)
"I spent a week visiting my youngest son. We hiked."
Cozy renovated barn apartment on first floor
3 bedrooms, iron/ironing board, travel crib, free WiFi
BearHug - Ski Home, Views of the Slopes, Renovated
10.0 out of 10, Exceptional, (4)
"Exactly as advertised. Immaculate. Great communication. Comfy bed!"
BearHug - Ski Home, Views of the Slopes, Renovated
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
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 ¥11,033
¥27,837 total
includes taxes & fees
May 19 - May 20
Ben & Jerry Themed Suite | 10 Min to Killington
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
Fridge, microwave, oven, stovetop
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
9.4 out of 10, Exceptional, (16)
"Would stay again!"
The price is ¥20,558
¥29,554 total
includes taxes & fees
May 26 - May 27
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
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 ¥13,053
¥29,913 total
includes taxes & fees
May 19 - May 20
Cozy Studio for 4 - Walk to Mountain w/ Balcony
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 ¥10,411
¥64,532 total
includes taxes & fees
May 19 - May 20
Lovely Apartment within Walking Distance to Slopes - Year-Round Outdoor Activities
Exterior
Three-level dog-friendly getaway with a private hot tub, fireplace, & W/D
9.0 out of 10, Wonderful, (2)
"We had a great weekend! Was very relaxing! Look forward to returning again!"
Three-level dog-friendly getaway with a private hot tub, fireplace, & W/D
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 ¥13,674
¥62,700 total
includes taxes & fees
May 19 - May 20
Condo near ski resorts with a private balcony & full kitchen
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

Exterior
Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, (193)
"Cozy, welcoming environment. We enjoyed the privacy and quietness of the location. Jeff was very responsive and pleasant. We would definitely recommend to anyone looking for the tiny home experience and would certainly stay there again."
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
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+
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
¥8,080
Highest Price
¥210,087

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: 360° mountain views from organic apple orchard near Middlebury, Vermont: Situated in Whiting, 20.9 mi/33.7 km from the heart of Pittsfield. Includes free WiFi and Smart TVs. Cozy Studio for 4 - Walk to Mountain w/ Balcony: Located 9.9 mi/15.9 km away in Killington. Free WiFi, private patios, and Smart TVs are included. A fitness center and an outdoor pool are on site. Doc’s Lake house 1st floor, 2 bedroom apartment: 16.6 mi/26.8 km away in Salisbury. Free WiFi, fireplaces, and Smart TVs are included. Condo near ski resorts with a private balcony & full kitchen: Located in Killington, 9.9 mi/15.9 km from Pittsfield. Includes private balconies, fireplaces, and sofa beds. A fitness center and an indoor 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 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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