Pittsfield Apartment Rentals from CA $290

A lake surrounded by autumn-colored trees and a rocky shoreline.

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Our top choices for Pittsfield apartments

A modern bedroom with a bed, bedside table, and a window with a view.

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

Killington

Nathan H.

CA $360 total

includes taxes & fees

Oct 26 - Oct 27

This aerial shows where the outdoor pool sits among the buildings. Pool use follows the seasonal operating schedule.

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

Killington

Joe S.

CA $377 total

includes taxes & fees

Oct 25 - Oct 26

A ski resort with multiple buildings, a ski slope, and a mountain in the background.

3. Jack S`Bearo - Slopes, Fireplace, Pool

Killington

Joseph S.

CA $398 total

includes taxes & fees

Oct 25 - Oct 26

A gym with various exercise machines, a treadmill, and a weight bench.

4. CubsCorner - Pool, Sauna, Gym, Close to Mountain!

Killington

Olaf G.

CA $653 total

includes taxes & fees

Oct 23 - Oct 24

A cozy living room with a stone fireplace, leather sofas, and a framed sign on the wall.

5. Robins Nest- FirePlace, Near Pico, Pool

Killington

Leslie D.

CA $930 total

includes taxes & fees

Oct 27 - Oct 28

A road with a diamond-shaped sign, a grassy area, and a mountain with autumn foliage in the background.

6. Mountain Green Resort studio in the main building with indoor pool access

Killington

CA $412 total

includes taxes & fees

Oct 23 - Oct 24

A living room with a fireplace, a sofa, a glass coffee table, and a television mounted above the fireplace.

7. Birch Hollow - Pool, Hot Tub, Sauna, Gym, Fireplace

The Woods

Jessica T.

CA $950 total

includes taxes & fees

Oct 26 - Oct 27

A modern living room with a grey sofa, a wooden coffee table, and a fireplace.

8. BearNecessities- Pool, Hot Tub, Gym

Killington

Matthew S.

CA $474 total

includes taxes & fees

Oct 26 - Oct 27

A gazebo with a wooden roof and a balcony, surrounded by lush greenery and flowers.

9. Little Bear Landing- Shuttle on/ski home

Killington

CA $726 total

includes taxes & fees

Oct 23 - Oct 24

A cozy living room with a fireplace, a sofa, a coffee table, and a view of the outdoors.

10. Wade`s World Ski Home Shuttle location

Killington

Michael K.

CA $649 total

includes taxes & fees

Oct 27 - Oct 28

A dining area with a wooden table, chairs, a vase with flowers, a fireplace, and a view of trees through large windows.

11. Trails Together! Pool, Hot tub, Sauna, Near Resort

Killington

Stephanie D.

CA $673 total

includes taxes & fees

Oct 27 - Oct 28

An indoor swimming pool with tiled flooring, a seating area with chairs, and large windows allowing natural light.

12. Rabbit Hole Trail Creek, Pool, Hot Tub, Fireplace

Killington

Amy G.

CA $985 total

includes taxes & fees

Nov 4 - Nov 5

13. Apres Hideaway - Ski home

Killington

CA $650 total

includes taxes & fees

Oct 25 - Oct 26

A large, multi-story hotel with a central courtyard, surrounded by lush greenery and a golf course in the background.

14. BaseLoj - Fireplace, Hot tub, Pool, Sauna!

Killington

Scott R.

CA $939 total

includes taxes & fees

Nov 4 - Nov 5

A cozy living room with a stone fireplace, a ceiling fan, and a large window with a view of the outside.

15. BearsLair- Pool, Hot tub, shuttle on shuttle off

Killington

"The Host is amazing, they responded quickly to any questions or concerns we had then to our surprise they left us some gifts from Vermont to enjoy during our stay. The unit was immaculate and is extremely easy and close to get to the slopes and when we were done skiing the hot tub and pool were a great way to reflect on the day. The condo complex has a pro shop for rental equipment as well as a bar/restaurant on site. This place is 5 star "

Steve D.

CA $681 total

includes taxes & fees

Oct 27 - Oct 28

A two-story house with a porch, surrounded by a well-maintained lawn and dense trees.

16. Bridgewater Living - Ben&Jerry Suite

Bridgewater

Sylvia F.

CA $290 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with stainless steel appliances, wooden flooring, and white cabinetry.

17. Rutland apartment on the bus route with central A/C, near Pico

Rutland

CA $466 total

includes taxes & fees

Oct 23 - Oct 24

A dining area with a wooden table set for four, a staircase, and a view of greenery outside.

18. BearHug - Game Room, Pool, Hot Tub!

Killington

John D.

CA $1,267 total

includes taxes & fees

Oct 27 - Oct 28

19. BlueBird Escape- Shuttle on/ ski home

Killington

avery t.

CA $921 total

includes taxes & fees

Oct 28 - Oct 29

A spacious loft with a high ceiling, a cozy living area with a brown sofa and a coffee table, a kitchen with wooden cabinets, and a dining area with a table and chairs.

20. Sunny Alpine Suite • Walk to Lake • Private Deck • Yard and Gardens w/Fire Pit

East Warren

Laura H.

CA $491 total

includes taxes & fees

Nov 2 - Nov 3

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Top Pittsfield Hotel Reviews

Après Inn Killington

10/10 Excellent

"Very quite, comfortable bed"

Econo Lodge Rutland City near Hwy 7

8/10 Good

"I asked the girl at check-in for a first-floor room with 2 double beds. I am handicapped in a wheelchair, and she got us exactly what we wanted. Very clean room. Only one light in the room, so kind of on the dim side. The bed was too soft for me. The location was located to all kinds of stores and restaurants. They accept dogs for a small fee, which was great for us and our beloved Harleyquinn. Breakfast was supposed to be between 7 a.m.- 10 a.m., but at 7:15 am when I went to check out, the lobby was not open yet. I believe the worst thing is the parking. I do believe there is more in the back, but the front was pretty packed. I had to wait a few minutes for a truck to move so I could park in front of my room. Would stay here again, especially the price of the room."

Find out more about Pittsfield

Pittsfield Apartments information

Number of reviews	73
Accommodation	139 Apartments
Lowest Price	CA $290
Highest Price	CA $1,267

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 34 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 is a popular apartment in the area to consider: Solar-powered Brandon Studio Cabin: Hiking Access: Located in Brandon, 14 mi/22.6 km away. Includes private patios. Access to free parking is available 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. Pittsfield Town Hall and Roger Clark Memorial Central Library 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.

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pittsfield apartments

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

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

3. Jack S`Bearo - Slopes, Fireplace, Pool

4. CubsCorner - Pool, Sauna, Gym, Close to Mountain!

5. Robins Nest- FirePlace, Near Pico, Pool

6. Mountain Green Resort studio in the main building with indoor pool access