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Compare 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)
"Doc was courteous and kind! The location was perfectly placed between Brandon and Middlebury. I was extremely cozy despite the cold and snowy weather outside. Doc helped me get out of the driveway without having to worry about the snow. The property, with all of its charm and age, was exceptionally cleaned and comfortable. My dog was also a welcome friend at this property, making my trip easy to navigate.. I would love to return!"
The price is SAR 506
SAR 802 total
includes taxes & fees
5 Mar - 6 Mar
Doc's Lake house 1st floor, 2 bedroom apartment

Moose Tracks Lodge - Shuttle on and off, pool, hot tub

10.0 out of 10, Exceptional, (3)
"Stayed for a couple of days for a ski trip. Excellent communication from the hosts, simple check in process, reliable listing details, and wonderful lodge. Shuttle picks you up at entrance to building and is 5 minutes away from mountain base. 10/10, thank you!"
The price is SAR 624
SAR 1,718 total
includes taxes & fees
1 Apr - 2 Apr
Moose Tracks Lodge - Shuttle on and off, pool, hot tub

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 1,805 total
includes taxes & fees
10 Mar - 11 Mar
Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM

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
5 Mar - 6 Mar
Condo near ski resorts with a private balcony & full kitchen

Classic Ski getaway in Killington!

Classic Ski getaway in Killington!

LilBear - Pool, Shuttle, Hot Tub, Gym

10.0 out of 10, Exceptional, (4)
"We had a great time with our 2 girls. Very easy to get to skiing. The bunkbeds were fun for the girls! Easy process and communication!"
The price is SAR 717
SAR 1,543 total
includes taxes & fees
10 Mar - 11 Mar
LilBear - Pool, Shuttle, Hot Tub, Gym

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 7,662 total
includes taxes & fees
6 Mar - 7 Mar
Modern Ski Château - 4 min from Killington Ski mountain lifts

Wade's World Ski Home FirePlace Shuttle Location

2.0 star property
9.4 out of 10, Exceptional, (3)
"This place was perfect for our family of four. The communication from the day I booked until the day we checked out was fantastic. The attention to detail is very noticeable. We hope to stay here again. "
The price is SAR 539
SAR 1,554 total
includes taxes & fees
12 Mar - 13 Mar
Wade's World Ski Home FirePlace Shuttle Location

Run, ride, hike and swim in Central Vermont

9.8 out of 10, Exceptional, (14)
"This was a nice quiet place to stay! I was in the area for a class and needed a place to stay. It was clean and comfy"
Run, ride, hike and swim in Central Vermont

BearPaw- Shuttle to slopes, pool, hot tub, sauna

10.0 out of 10, Exceptional, (3)
"Awesome stay at Bearpaw this weekend! Owners were ez to communicate with and responded back to my questions right away! Bearpaw suited out on mountain needs to the tee! Kitchen well stocked and ready to go for breakie b4 the slopes. Beds were amazing! So comfortable!! Definetly a keeper to go to year after year! Thank you Dan and Holly!! Cheers!"
The price is SAR 826
SAR 2,086 total
includes taxes & fees
5 Mar - 6 Mar
BearPaw- Shuttle to slopes, pool, hot tub, sauna

10 Mi to Ski Resort: Mendon Hideaway!

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

Stunning 4-Bed, 4-Bath Killington Apartment – Pet-Friendly, Sleeps 8

Stunning 4-Bed, 4-Bath Killington Apartment – Pet-Friendly, Sleeps 8

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.

BearHug - HotTub Fireplace shuttle on ski home

10.0 out of 10, Exceptional, (6)
"This condo is great for a family ski vacation at Killington. It is clean,comfortable, and within a short drive of the mountain, spa, and restaurants. The hosts were very responsive & provided clear instructions before/during our stay. We would stay here again. "
The price is SAR 1,215
SAR 2,878 total
includes taxes & fees
6 Mar - 7 Mar
BearHug - HotTub Fireplace shuttle on ski home

CubsCorner- large 1BR, great neighborhood, Pet friendly

10.0 out of 10, Exceptional, (5)
"Great location if you’re looking to stay close to the mountain. Nice and clean and perfect for a couple. Hosts were accommodating and checked in to make sure everything was perfect. If booking on vbro make sure you are not automatically charged for the early and late check out fees as part of the host fees."
The price is SAR 903
SAR 2,017 total
includes taxes & fees
9 Mar - 10 Mar
CubsCorner- large 1BR, great neighborhood, Pet friendly

Pinnacle C16

3.0 star property
8.0 out of 10, Very Good, (2)
Pinnacle C16

Cozy renovated barn apartment on first floor

9.4 out of 10, Exceptional, (8)
"Beautiful setting and lovely stay!"
Cozy renovated barn apartment on first floor

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 SAR 353
SAR 792 total
includes taxes & fees
5 Mar - 6 Mar
10 min to Mountains | Queen Bed | Woodstock Suite

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:

Adventure Awaits at the Alpine Apartment! Explore All Year Round!

The price is SAR 450
SAR 933 total
includes taxes & fees
23 Mar - 24 Mar
Adventure Awaits at the Alpine Apartment! Explore All Year Round!
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

Mountain Green

2.0 star property
6.4 out of 10, (7)
"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 700
SAR 940 total
includes taxes & fees
10 Mar - 11 Mar
Mountain Green

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (231)
"Lovely little cabin. Well built, well stocked, comfortable bed and great hot tub! Our host Jeff was helpful and all was well organized for a comfortable peaceful stay. Beautiful surroundings, set among trees and mountains."
Cozy Loft for two with Hot Tub & Mtn Views

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

10.0 out of 10, Exceptional, (483)
"We had a great time at the cabin, our second year!! We plan to be back for a third season!!Everything was perfect, the coziness of the cabin was amazing. We were able to watch the Super Bowl again on the huge projection screen!! Hot tub was great after several long days of skiing and snowshoeing!!"
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.

Frequently asked questions

What's it like to stay at an apartment in Pittsfield?
There are plenty of places to stay in Pittsfield with 39 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. Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM: Located 9.9 mi/15.9 km away in Killington. Spacious mountain studio with free WiFi & full kitchen - close to skiing: Located in Killington, 9.9 mi/15.9 km away. Includes separate dining areas and sofa beds. A fitness center and an indoor pool are on site. Modern Ski Château - 4 min from Killington Ski mountain lifts: Located 9 mi/14.4 km away in Killington. Free WiFi, private patios, and fireplaces are included. A fitness center and a hot tub are on site. 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.