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Compare 85 Apartments in Pittsfield with updated reviews, rates, and availability.

Cozy Studio for 4 - Walk to Mountain w/ Balcony
The spacious studio offers a cozy place to base yourself while visiting Kill
Cozy Studio for 4 - Walk to Mountain w/ Balcony
8.4 out of 10, Very Good, (18)
"Cozy but roomy enough to have a couch for tv viewing, and an actual dining table in the kitchenette. The balcony was temporarily closed off for construction as was mentioned in the ad. We want to return next year to see the condo with the new roof completed. The bed was comfortable as well."
The price is SAR 315
SAR 747 total
includes taxes & fees
2 Nov 2024 - 3 Nov 2024
Cozy Studio for 4 - Walk to Mountain w/ Balcony
MODERN SPACIOUS 2-bedroom apartment
Interior
MODERN SPACIOUS 2-bedroom apartment
2.0 star property
5.0 out of 10, (2)
"This was very spacious. I think you could have a nice sized group here comfortably. 4-6. The area around the property is a bit run down. Thr property owner did not send instructions to enter prior to arrival, but responded quickly and we were inside within 10 min. The wifi password would not work, so we used cell and downloaded movies nearby to watch on Kindle. The main bedroom was large with a couch or maybe a futon. There was a stove, full fridge, washer and dryer, microwave. I did not see a...
The price is SAR 447
SAR 930 total
includes taxes & fees
2 Nov 2024 - 3 Nov 2024
MODERN SPACIOUS 2-bedroom apartment
Doc's Lake house 1st floor, 2 bedroom apartment
Welcome to Doc’s Lake House
Doc's Lake house 1st floor, 2 bedroom apartment
10.0 out of 10, Exceptional, (60)
"Beautiful location, extremely comfortable setting."
The price is SAR 601
SAR 934 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
Doc's Lake house 1st floor, 2 bedroom apartment
Condo near ski resorts with a private balcony & full kitchen
Condo near ski resorts with a private balcony & full kitchen
8.8 out of 10, Excellent, (25)
"Excellent location, condo in great condition. "
The price is SAR 481
SAR 1,764 total
includes taxes & fees
2 Nov 2024 - 3 Nov 2024
Condo near ski resorts with a private balcony & full kitchen
Spacious mountain studio with free WiFi & full kitchen - close to skiing
Spacious mountain studio with free WiFi & full kitchen - close to skiing
6.0 out of 10, (18)
"Communication was excellent and service was great."
The price is SAR 346
SAR 1,055 total
includes taxes & fees
2 Nov 2024 - 3 Nov 2024
Spacious mountain studio with free WiFi & full kitchen - close to skiing
Minutes to Woodstock | Hiking | Ben & Jerry Suite
Queen sized bed, extra blankets, Roku TV and plenty of locally inspired charm.
Minutes to Woodstock | Hiking | Ben & Jerry Suite
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 SAR 282
SAR 693 total
includes taxes & fees
6 Nov 2024 - 7 Nov 2024
Minutes to Woodstock | Hiking | Ben & Jerry Suite
Cozy renovated barn apartment on first floor
Exterior
Cozy renovated barn apartment on first floor
10.0 out of 10, Exceptional, (6)
"Beautiful setting and lovely stay!"
Cozy renovated barn apartment on first floor
2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
Living area
2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
9.0 out of 10, Wonderful, (6)
"We had a great stay here. Thank you!"
2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
MapleCastle
Interior
MapleCastle
10.0 out of 10, Exceptional, (1)
"The maple castle was awesome! Definitely the most unique house I have ever stayed in. You can sit in the hot tub and watch the river or you can walk down a tiny hill to tie up a tube and float in it. The owners were extremely helpful and responsive. Would definitely recommend. "
MapleCastle
Modern Ski Château - 4 min from Killington Ski mountain lifts
Private kitchen
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 SAR 5,078
SAR 7,427 total
includes taxes & fees
28 Nov 2024 - 29 Nov 2024
Modern Ski Château - 4 min from Killington Ski mountain lifts
Killington Condo w/ Spa ~ 3 Miles to Ski Resort!
Living area
Killington Condo w/ Spa ~ 3 Miles to Ski Resort!
3.0 star property
Killington Condo w/ Spa ~ 3 Miles to Ski Resort!
Perfect Getaway minutes to Killington & Woodstock
Perfect Getaway minutes to Killington & Woodstock
10.0 out of 10, Exceptional, (1)
"Stayed with my trainer for show at GMHA. Place is lovely and clean, rooms are large, great Wi-Fi so I could do work in evenings. I don’t sleep well away from my own bed normally but the beds are really comfortable and linens and towels soft. I slept great- to my surprise. Also lots of nice places to eat nearby and close to showgrounds. Manager incredibly fast at communicating. Hope it’s available next year- we will be back!"
Perfect Getaway minutes to Killington & Woodstock
SnowDen - Ski on and off at Pico, Fireplace
Enjoy the spacious king-size bed with a lovely outdoor view and the gentle breeze of the ceiling fan.
SnowDen - Ski on and off at Pico, Fireplace
The price is SAR 487
SAR 1,923 total
includes taxes & fees
2 Nov 2024 - 3 Nov 2024
SnowDen - Ski on and off at Pico, Fireplace
BeaverBox- pool, Shuttle on ski home!
BeaverBox- pool, Shuttle on ski home!
BeaverBox- pool, Shuttle on ski home!
LilBear - Pool, Shuttle, Hot Tub, Gym
LilBear - Pool, Shuttle, Hot Tub, Gym
The price is SAR 304
SAR 1,008 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
LilBear - Pool, Shuttle, Hot Tub, Gym
Lovely Apartment within Walking Distance to Slopes - Year-Round Outdoor Activities
Lovely Apartment within Walking Distance to Slopes - Year-Round Outdoor Activities
9.0 out of 10, Wonderful, (17)
"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."
Lovely Apartment within Walking Distance to Slopes - Year-Round Outdoor Activities
Easy access to VAST snowmobile trail system and local mountain bike trails
Snow and ski sports
Easy access to VAST snowmobile trail system and local mountain bike trails
10.0 out of 10, Exceptional, (16)
"Our stay lasted three nights and four days. The accommodations were great, lots of room, and very comfortable. The upstairs barn apartment was cozy, quiet (nobody was in the downstairs apt), and well-situated for our itinerary. We visited 6 waterfalls, 23 covered bridges, and 4 other points of interest. We would have seen some more, but it rained a good part of one day and we skipped a few."
Easy access to VAST snowmobile trail system and local mountain bike trails
Clean & bright condo with mountain views & modern kitchen - walk to lifts
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
Run, ride, hike and swim in Central Vermont
Exterior
Run, ride, hike and swim in Central Vermont
10.0 out of 10, Exceptional, (13)
"We are traveling to this part of the US for the first time. We enjoyed our stay here very much."
Run, ride, hike and swim in Central Vermont
Bearfoot - Shuttle or Walk to Ski, Pool, Hot Tub
Sink into elegance with our luxurious leather couch.
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
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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Other property types in Pittsfield

Killington area home - 4-seasons & hot tub. Sleeps 12+
Here's the main living area - dining is up on the left
Killington area home - 4-seasons & hot tub. Sleeps 12+
9.8 out of 10, Exceptional, (111)
"We stayed for a small bachelor party and had a great time! Everyone had room and there was plenty to do."
Killington area home - 4-seasons & hot tub. Sleeps 12+
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
"The cabin was peaceful and everything was provided, plus some!" Stacy S
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, (469)
"We wouldn't change a thing about our trip. It was, by far, the best place we have been to. The accommodations were cozy and everything you may possibly need was there for you! The large projector TV screen was a definitely welcomed bonus along with the hot tub! It was very quiet and secluded...Loved everything ❤️ In addition, if there is concern about Verizon service, Verizon 'Wi-Fi calling' worked for every phone call every time in the cabin. Jeff was a very considerate host and contacted us...
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Ski-in/ski-out condo with W/D, indoor pool, & hot tub
Ski-in/ski-out condo with W/D, indoor pool, & hot tub
9.0 out of 10, Wonderful, (18)
"We loved the condo and the easy walking avvess to all of what Killington offers! We would definitely stay here again! "
Ski-in/ski-out condo with W/D, indoor pool, & hot tub
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.

Frequently asked questions

What's it like to stay at an apartment in Pittsfield?
There are plenty of places to stay in Pittsfield with 33 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 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. Doc’s Lake house 1st floor, 2 bedroom apartment: Located 16.6 mi/26.8 km away in Salisbury. Free WiFi, fireplaces, and Smart TVs are included. Easy access to VAST snowmobile trail system and local mountain bike trails: It’s situated in Randolph Center, 16.5 mi/26.5 km away. Includes free WiFi, sofa beds, and Smart TVs. Run, ride, hike and swim in Central Vermont: 9.7 mi/15.5 km away in Bethel. Free WiFi, private balconies, and Smart TVs are included.
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. Killington Resort and Appalachian Trail Adventures 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.