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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 93 Apartments in Pittsfield with updated reviews, rates, and availability.

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, (62)
"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 AED 496
AED 790 total
includes taxes & fees
28 Feb - 1 Mar
Doc's Lake house 1st floor, 2 bedroom apartment
Moose Tracks Lodge - Shuttle on and off, pool, hot tub

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 AED 694
AED 1,789 total
includes taxes & fees
4 Mar - 5 Mar
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
Miscellaneous

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 AED 915
AED 1,756 total
includes taxes & fees
23 Feb - 24 Feb
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

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 AED 485
AED 1,717 total
includes taxes & fees
26 Feb - 27 Feb
Condo near ski resorts with a private balcony & full kitchen
Classic Ski getaway in Killington!
Exterior

Classic Ski getaway in Killington!

Classic Ski getaway in Killington!
LilBear - Pool, Shuttle, Hot Tub, Gym

LilBear - Pool, Shuttle, Hot Tub, Gym

10.0 out of 10, Exceptional, (3)
"Great place. Kids loved the bunkbeds. Used the pool and sauna every day we were there. Beautiful view from porch. Thanks for everything! "
LilBear - Pool, Shuttle, Hot Tub, Gym
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 AED 4,966
AED 7,550 total
includes taxes & fees
24 Feb - 25 Feb
Modern Ski Château - 4 min from Killington Ski mountain lifts
Wade's World Ski Home FirePlace Shuttle Location

Wade's World Ski Home FirePlace Shuttle Location

2.0 star property
9.0 out of 10, Wonderful, (2)
"I stayed at this condo with my partner and daughter for 3 nights in early Jan. Pros: clean, decent kitchen, comfortable couch and beds, fantastic location (1/2 mile from Snowshed and Ramshead). Cons: bedroom is very small and we weren’t really to use the closet because it contained the owner’s personal items. Very little counter space in bathroom. The condo needs more hooks for jackets and ski gear. Very nice stay."
The price is AED 456
AED 1,420 total
includes taxes & fees
23 Feb - 24 Feb
Wade's World Ski Home FirePlace Shuttle Location
Run, ride, hike and swim in Central Vermont
Exterior

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

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 AED 944
AED 2,204 total
includes taxes & fees
4 Mar - 5 Mar
BearPaw- Shuttle to slopes, pool, hot tub, sauna
10 Mi to Ski Resort: Mendon Hideaway!
Living area

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

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.
Living area

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
Master suite, featuring a spacious king bed, ample closet space, en suite bathroom, and a cozy bonus of a chair that converts to a single bed.

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 AED 976
AED 2,539 total
includes taxes & fees
4 Mar - 5 Mar
BearHug - HotTub Fireplace shuttle on ski home
CubsCorner- large 1BR, great neighborhood, Pet friendly
Cozy up in our living room sanctuary, with a gas fireplace.

CubsCorner- large 1BR, great neighborhood, Pet friendly

10.0 out of 10, Exceptional, (4)
"This property is perfect for a couple. We skied both Killington and Pico, Pico being only 2 minutes away. The space is very clean and the bed is very comfortable. The host is very responsive and proactive. Great stay!"
The price is AED 670
AED 1,712 total
includes taxes & fees
26 Feb - 27 Feb
CubsCorner- large 1BR, great neighborhood, Pet friendly
Pinnacle C16
Aerial view

Pinnacle C16

3.0 star property
8.0 out of 10, Very Good, (2)
Pinnacle C16
Cozy renovated barn apartment on first floor
Exterior

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
Queen sized bed, extra blankets, Roku TV and plenty of locally inspired charm.

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 AED 433
AED 884 total
includes taxes & fees
4 Mar - 5 Mar
10 min to Mountains | Queen Bed | Woodstock Suite
Green Mountain Access:
Living area

Green Mountain Access:

2.0 star property
Green Mountain Access:
Adventure Awaits at the Alpine Apartment! Explore All Year Round!
Living room Open floor plan

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

The price is AED 477
AED 967 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

Cozy Loft for two with Hot Tub & Mtn Views
"This cute and cozy loft was perfect in every way!" JV

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (230)
"Great stay in the mountains. Listing is exactly as advertised. Jeff was great "
Cozy Loft for two with Hot Tub & Mtn Views
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

8.4 out of 10, Very Good, (27)
"It’s a great location, and the unit is well updated, but being able to lock it while you’re away skiing the whole day is pretty important. When I reached out to the property manager about this, and also a disgusting towel left near the toilet on arrival, the response was basically oh no! That’s awful! We’ve told someone.. aaaand nothing ever happened about either thing. These issues weren’t insurmountable, but doing nothing at all about them just left a terrible impression."
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts
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. 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. Stunning 4-Bed, 4-Bath Killington Apartment – Pet-Friendly, Sleeps 8: It’s situated in Killington, 9.4 mi/15.1 km away. Includes free WiFi. 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. BearHug - HotTub Fireplace shuttle on ski home: Located in Killington, 10.3 mi/16.6 km from Pittsfield. Includes free WiFi, private balconies, and fireplaces. 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 Black Dog Sports, 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.