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Compare 110 Apartments in Pittsfield with updated reviews, rates, and availability.

Doc's Lake house 1st floor, 2 bedroom apartment

10.0 out of 10, Exceptional, (63)
"Easy drive to Middlebury Snowball, the owner was very communicative and helpful in giving tips and suggestions."
Doc's Lake house 1st floor, 2 bedroom apartment

Condo near ski resorts with a private balcony & full kitchen

8.6 out of 10, Excellent, (27)
"It was the best place and near all we ask for. the contraction was not quiet."
The price is SAR 495
SAR 1,761 total
includes taxes & fees
19 Mar - 20 Mar
Condo near ski resorts with a private balcony & full kitchen

Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.

8.0 out of 10, Very Good, (2)
"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 "
Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.

Pinnacle F21, 3 bedroom 2 bath with shuttle to the slopes every day of the week.

8.8 out of 10, Excellent, (3)
"The unit was exactly as advertised. Slept 4 adults and 3 children comfortably. Killington is very close and Pico is about a 15 minute ride. Would stay again. Thank you."
Pinnacle F21, 3 bedroom 2 bath with shuttle to the slopes every day of the week.

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 5,071
SAR 7,633 total
includes taxes & fees
17 Apr - 18 Apr
Modern Ski Château - 4 min from Killington Ski mountain lifts

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

9.6 out of 10, Exceptional, (17)
"Clean, spacious, everything you want out of a cabin style inn in Vermont. Close to Burlington, very informative. "
The price is SAR 650
SAR 933 total
includes taxes & fees
6 Apr - 7 Apr
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

10.0 out of 10, Exceptional, (1)
"Place was great"
The price is SAR 433
SAR 1,077 total
includes taxes & fees
20 Mar - 21 Mar
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

Green Mountain Access:

2.0 star property
10.0 out of 10, Exceptional, (3)
"What’s not to say about this place?! From the comfy couches to the cozy beds this the perfect off-mountain stay for anybody hitting Killington Pico or any of the other nearby mountains. Our host Collin was incredibly kind and communicative all of the details perfectly. If you’re lucky enough to snag this spot over a weekend consider yourself lucky! "
Green Mountain Access:

Classic Ski getaway in Killington!

Classic Ski getaway in Killington!

Red Clover Inn: Queen Suite near Killington

8.8 out of 10, Excellent, (3)
"Such a beautiful stay that feels like home. Sitting in front of the fireplace or soaking in the bear claw tub makes for a lovely experience. Close to anything you need and activities. From the moment you pull into the driveway you will fall in love"
Red Clover Inn: Queen Suite near Killington

10 Mi to Ski Resort: Mendon Hideaway!

3.0 star property
10 Mi to Ski Resort: Mendon Hideaway!

Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM

7.0 out of 10, Good, (2)
"VRBO was perfect for everything we needed. Location was right next to the slopes so had no stress with parking. Had everything we needed amenity wise, Bar, Ski rental shop, Pool/ Hot tub. Would recommend to anyone and plan on renting here again this season"
The price is SAR 934
SAR 1,801 total
includes taxes & fees
17 Apr - 18 Apr
Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM

Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi

Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi

Ben & Jerry Suite | Minutes to Woodstock | Hiking

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 356
SAR 796 total
includes taxes & fees
8 Apr - 9 Apr
Ben & Jerry Suite | Minutes to Woodstock | Hiking

Wade's World Ski Home FirePlace Shuttle Location

2.0 star property
9.6 out of 10, Exceptional, (4)
"Perfectly described and so close the mountain. All you need!"
The price is SAR 348
SAR 1,322 total
includes taxes & fees
26 Mar - 27 Mar
Wade's World Ski Home FirePlace Shuttle Location

Centrally located apartment for the skier & outdoor enthusiast

2.0 star property
The price is SAR 521
SAR 1,359 total
includes taxes & fees
19 Mar - 20 Mar
Centrally located apartment for the skier & outdoor enthusiast

Vermont Retreat

9.8 out of 10, Exceptional, (20)
"Everything was wonderful. There was excellent communication, the place was clean and had everything we needed for a weekend away. Ellen really personalizes the experience with special treats upon arrival and tips for places to eat. She even scraped off our jeep when we were heading out. Thank you Ellen! "
Vermont Retreat

Run, ride, hike and swim in Central Vermont

9.8 out of 10, Exceptional, (15)
"We had a great stay, the property is as advertised, clean and well appointed. Beds were comfortable. Half hour drive to the ski mountains. Would definitely recommend and stay again!"
Run, ride, hike and swim in Central Vermont

Easy access to VAST snowmobile trail system and local mountain bike trails

10.0 out of 10, Exceptional, (17)
"3 excellent days of snowmobiling in Vermont! Each day, we took off on trails right on this property! So convenient! It was nice to have a warm clean place to return to each day. We will definitely return!"
Easy access to VAST snowmobile trail system and local mountain bike trails

Red Clover Inn: Queen Suite + sofabed Killington

10.0 out of 10, Exceptional, (3)
"Friendly staff, clean, property well maintained "
Red Clover Inn: Queen Suite + sofabed Killington
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 Vermont Ski and Snowmobiling House

9.4 out of 10, Exceptional, (42)
"Good utilitarian property for fall leaf touring. Most everything worked ok, great for large family group but definitely not for someone desiring a fully furnished or decorated place. "
Killington Vermont Ski and Snowmobiling House

Mountain Green

2.0 star property
5.8 out of 10, (8)
"We love the place very much. Clean and cozy, efficient communication. A home away from home, that we call the place we stayed. We would be happy to be back again. "
The price is SAR 869
SAR 1,166 total
includes taxes & fees
19 Mar - 20 Mar
Mountain Green

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (233)
"We thoroughly enjoyed our 3 nights at Little Loft. We needed some R&R and that’s exactly what these few days were. We grilled, enjoyed the view with a snowy day/night, melted in the hot tub, and chilled by the fireplace at night. The cabin had everything we needed and then some. Communication was perfect. We couldn’t have asked for a better experience."
Cozy Loft for two with Hot Tub & Mtn Views
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 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 are some of the more popular apartments in the area: Doc’s Lake house 1st floor, 2 bedroom apartment: Situated in Salisbury, 16.6 mi/26.8 km from the heart of Pittsfield. Includes free WiFi, fireplaces, and Smart TVs. Spacious mountain studio with free WiFi & full kitchen - close to skiing: Located 9.9 mi/15.9 km away in Killington. Separate dining areas and sofa beds are included. A fitness center and an indoor pool are on site. Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM: It’s located in Killington, 9.9 mi/15.9 km away. Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi: 8.2 mi/13.2 km away in Bethel. Condo near ski resorts with a private balcony & full kitchen: Located in Killington, 9.9 mi/15.9 km from Pittsfield. Includes 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 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.