Apartments in Pittsfield for Rent

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Aug 22 - Aug 24
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Sep 12 - Sep 14
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Oct 10 - Oct 12

Apartments in Pittsfield

Nana's House
Exterior detail

Nana's House

10.0 out of 10, Exceptional, (42)
"I'm not much for reviews, but everything about this place was perfect! We can't wait to go back!"
Nana's House
Vermont Retreat
Fridge, microwave, oven, stovetop

Vermont Retreat

10.0 out of 10, Exceptional, (24)
"We thoroughly enjoyed our stay. It was the perfect location between events that we were attending. Beautiful location, wonderful house and attentive/ helpful hosts."
Vermont Retreat
Doc's Lake house 1st floor, 2 bedroom apartment
Exterior

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

10.0 out of 10, Exceptional, (67)
"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
Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi
Microwave, oven, stovetop, coffee/tea maker

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

8.0 out of 10, Very Good, (1)
"The loft space is cute. Just know there is another house that is also rented out and it’s right next to this garage loft. I didn’t expect it to be so close. "
Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi
Yurt in Middlebury, Vermont
Exterior

Yurt in Middlebury, Vermont

10.0 out of 10, Exceptional, (3)
"It was an awsome experience. Best glamping ever"
Yurt in Middlebury, Vermont
10 MI to Killington Resort - Four Season Retreat!
Apartment (2 Bedrooms) | Interior

10 MI to Killington Resort - Four Season Retreat!

3.0 star property
10 MI to Killington Resort - Four Season Retreat!
2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
Fridge, microwave, oven, stovetop

2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House

9.0 out of 10, Wonderful, (10)
"Had everything that is needed and easy to get to."
2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
Long Trail Suite | 10 Mins to Mountains | A/C
Exterior

Long Trail Suite | 10 Mins to Mountains | A/C

8.0 out of 10, Very Good, (2)
"clean, easy to check in and out, convenient location to the GMHA grounds - we stay here every summer! "
The price is ￥13,394
￥30,424 total
includes taxes & fees
Aug 26 - Aug 27
Long Trail Suite | 10 Mins to Mountains | A/C
Cozy renovated barn apartment on first floor
Fridge, microwave, oven, stovetop

Cozy renovated barn apartment on first floor

9.6 out of 10, Exceptional, (11)
"Beautiful setting and lovely stay!"
Cozy renovated barn apartment on first floor
Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM
Living area

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

8.8 out of 10, Excellent, (5)
"Comfortable stay. Great location. Pool n spa was very nice and new."
The price is ￥21,063
￥51,078 total
includes taxes & fees
Aug 18 - Aug 19
Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM
Green Mountain Access:
Fridge, microwave, oven, dishwasher

Green Mountain Access:

2.0 star property
10.0 out of 10, Exceptional, (3)
"Our stay at "Green Mountain Access" allowed us to enjoy skiing at Killington easily and comfortably."
Green Mountain Access:
Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily
Outdoor dining

Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily

9.0 out of 10, Wonderful, (18)
"Great price, location, and property owner. "
Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Property grounds

Clean & bright condo with mountain views & modern kitchen - walk to lifts

7.2 out of 10, Good, (44)
"Quick trip to and from Killington mt"
The price is ￥8,684
￥37,448 total
includes taxes & fees
Aug 18 - Aug 19
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Modern Ski Château - 4 min from Killington Ski mountain lifts
Fridge, oven, stovetop, dishwasher

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 ￥199,001
￥291,235 total
includes taxes & fees
Aug 21 - Aug 22
Modern Ski Château - 4 min from Killington Ski mountain lifts
Fully furnished studio apartment in Pittsford, small dog approved
Free WiFi, bed sheets

Fully furnished studio apartment in Pittsford, small dog approved

8.0 out of 10, Very Good, (1)
"I suggest a light at outside front door for evening entrance. We had a conversation comfortable stay!"
Fully furnished studio apartment in Pittsford, small dog approved
Red Clover Inn: Queen Suite near Killington
Exterior

Red Clover Inn: Queen Suite near Killington

8.8 out of 10, Excellent, (3)
"We stayed there again for the second weekend in a row and again it was charming and comfortable. The community rooms are especially spacious and show off the beautiful grounds outside the large windows. Carol was over the top attentive to our needs. It was a lovely relaxing stay."
Red Clover Inn: Queen Suite near Killington
Solar-Powered Brandon Studio Cabin: Hiking Access
Terrace/patio

Solar-Powered Brandon Studio Cabin: Hiking Access

2.0 star property
10.0 out of 10, Exceptional, (2)
"This was a super great escape from the hustle and bustle we are in every day. This was our first time visiting VT and Doug made it very easy with great communication. The cabin is in a great place for exploring and dining. Two dogs (80lb and 30lb) and two people was a little tight, but the layout made it easy to fit all of our stuff. The cabin is well thought out and has all the perks needed. I would highly recommend this location!"
Solar-Powered Brandon Studio Cabin: Hiking Access
Views! Sauna Historic | Woodstock Riverside Escape
Exterior

Views! Sauna Historic | Woodstock Riverside Escape

10.0 out of 10, Exceptional, (1)
"The home was well-appointed and very comfortable. Love the location! The property managers were extremely responsive, as well. Highly recommend this home."
Views! Sauna Historic | Woodstock Riverside Escape
Centrally located apartment for the skier & outdoor enthusiast
Fridge, microwave, oven, stovetop

Centrally located apartment for the skier & outdoor enthusiast

2.0 star property
4.0 out of 10, (1)
"The oven didn’t work and couldn’t get anyone to come turn a breaker back on! "
The price is ￥19,429
￥48,964 total
includes taxes & fees
Aug 18 - Aug 19
Centrally located apartment for the skier & outdoor enthusiast
Moose Tracks Lodge - Pool, Hot Tub, Golf, Sauna
Fridge, microwave, oven, stovetop

Moose Tracks Lodge - Pool, Hot Tub, Golf, Sauna

10.0 out of 10, Exceptional, (4)
"Nice unit. The facilities in building three were a big plus as well. Great location. Great communication."
The price is ￥16,850
￥69,769 total
includes taxes & fees
Aug 20 - Aug 21
Moose Tracks Lodge - Pool, Hot Tub, Golf, Sauna
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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Top Pittsfield Hotel Reviews

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

10/10 Excellent
"Very clean and the beds were comfortable. "
Randy 1-night trip
Posted 11 hours ago
My Place Hotel-Randolph VT

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 43 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?
Listed below are some of the more popular apartments in the area to choose from: 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. Yurt in Middlebury, Vermont: It's located in Middlebury, 20.4 mi/32.8 km away. Vermont Retreat: 15.9 mi/25.6 km away in Bridgewater. Free WiFi and Smart TVs are included. Nana's House: It's located in Bridgewater, 15.9 mi/25.6 km from Pittsfield. Includes free WiFi and Smart TVs.
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.