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Explore Similar Homes Within 10 Miles of Pittsfield, VT

  • /16

    $1,275 - $1,375 per month

    Apartment for Rent

    1 Bed

    13 Church St, Rutland, VT 05701

    UNIT no 5 First floor, newly refreshed with new vinyl plank flooring newly painted throughout Property is monitored via cctv

    13 Church St, Rutland, VT 05701
  • /12

    $2,000 per month

    • 3 Beds
    • 1 Bath
    • 840 Sq Ft
    • Apartment for Rent

    57 Forest St, Rutland, VT 05701

    Completely renovated 3-bedroom, 1 full bathroom apartment featuring a washer and dryer in unit. This apartment offers a spacious living room, large kitchen, and a dedicated dining area. Modern updates throughout with plenty of space for comfortable living. No pets. First and security deposit required upon signing the lease. Credit, background check, and eviction history required.

    Elizabeth Casella Casella Real Estate

    57 Forest St, Rutland, VT 05701
  • /9

    $2,950 per month

    • 3 Beds
    • 1 Bath
    • 1,950 Sq Ft
    • House for Rent

    117 Park St, Rutland, VT 05701

    Property Id: 2222984Welcome to this charming 3 bedroom, 1 bathroom single-family home in Rutland, VT. Featuring refinished hardwood floors, wood stove, vaulted ceilings, and renovated kitchen and appliances. This property is perfect for a family or professionals. Enjoy the convenience of off-street parking, a large garage, and on-site laundry. Don't miss out on this beautiful home and a

    117 Park St, Rutland, VT 05701
  • /8

    $1,700 per month

    • 3 Beds
    • 1 Bath
    • 1,455 Sq Ft
    • Townhouse for Rent

    49 Summer St, Rutland, VT 05701

    Spacious 3-Bedroom Apartment for Rent – Prime Rutland Location.This bright and airy three-bedroom, one-bathroom apartment offers a spacious, newly renovated interior in a highly convenient Rutland location. Situated on the second floor (stair access only), the unit features a large, open living area complemented by recently updated flooring and refreshed rooms throughout. Its central position

    James Hurley Four Corner Properties LLC

    49 Summer St, Rutland, VT 05701
  • /7

    $1,700 per month

    • 3 Beds
    • 1 Bath
    • 1,455 Sq Ft
    • Condo for Rent

    49 Summer St Unit 2, Rutland, VT 05701

    Bright and spacious 3-bedroom, 1-bath upstairs apartment with recent updates throughout. This unit offers a large living room, brand new flooring, updated bathroom with new toilet, and the convenience of an in-unit washer and dryer. Includes a separate storage room for extra space. Comfortable layout with plenty of room to spread out, perfect for anyone looking for both space and functionality.

    49 Summer St Unit 2, Rutland, VT 05701
  • /27

    $2,300 per month

    • 3 Beds
    • 1.5 Baths
    • 1,310 Sq Ft
    • House for Rent

    122 Oak St, Rutland, VT 05701

    Available 04/01/2026. Full single-family home for rent at 122 Oak St, Rutland. 3 BR, 1.5 BA located in a quiet neighborhood. Monthly rent includes water, sewer, and lawn maintenance. Tenant responsible for all other utilities and snow removal. The home has been renovated, including updated electrical, a new Trex and Cable front porch, refinished original hardwood flooring throughout, updated

    Jordan Euber Casella Real Estate

    122 Oak St, Rutland, VT 05701
  • /10

    $2,200 per month

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    306 Heather Ln Unit Downstairs, Mendon, VT 05701

    A fantastic three-bedroom, one and a half-bath home in Mendon, VT, off Route 4 located just a seven minute drive from Pico Mountain, and a twelve minute drive to Killington Mountain. Close to both nature and the city of Rutland you can enjoy both the comfort of being close to the mountains and the convenience of a major city. The home sits on a beautifully landscaped lot maintained by the owner

    306 Heather Ln Unit Downstairs, Mendon, VT 05701
  • /8

    $1,000 per month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • House for Rent

    196 W Ridge Terrace Unit Upper Room, Rutland, VT 05701

    Suitable for Traveling Nurses, Medical Interns, or other professionals. Fully furnished. In a beautifully landscaped, Ranch Style home in Rutland Town. One of the most desirable walking neighborhoods, with mountain views in almost every direction. Laundry room and pool table. Private, rock/tree lined, fully-fenced back yard. Only minutes from Killington-Pico Ski Resort, State Parks and Lakes,

    196 W Ridge Terrace Unit Upper Room, Rutland, VT 05701
  • /19

    $2,000 per month

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft
    • Condo for Rent

    768 E Mountain Rd Unit Highridge B12, Killington, VT 05751

    Highridge B12 Condominium, Delightful Two-bedroom Two-bathroom, sleeps 6. Located at the base of Killington Mountain. Features a wood-burning fireplace & ski-home trail. Highridge Condominiums has an on-site Sports center with a Game room, indoor pool, Fitness room, and outdoor hot tub for your enjoyment. Enjoy the beautiful vista valley views. One of the best views of the slopes from the living

    768 E Mountain Rd Unit Highridge B12, Killington, VT 05751
  • /23

    $2,000 per month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    180 High Ridge Rd Unit J5, Killington, VT 05751

    Summer 2026 - Available for Summer monthly rentals. Can rent for the full 6 months, or just 1 month. Highridge J5 Condominium Welcome to Highridge J5, a spectacular two-bedroom, two-bathroom condo that comfortably sleeps six. Located at the base of Killington Mountain on East Mountain Road, this inviting retreat is just moments from the base lodges, making it the perfect base for your

    180 High Ridge Rd Unit J5, Killington, VT 05751
  • /18

    $1,550 per month

    • 1 Bed
    • 1 Bath
    • 250 Sq Ft
    • Condo for Rent

    19 Overbrook Dr Unit Studio, Killington, VT 05751

    Beautiful Killington Vermont location. Across the street from Pico Mountain with Killington Mountain right up the block. Quiet, rural neighborhood. 9 miles to Rutland Vermont.The apartment features-- Studio layout, 1 Bath apartment- Fully furnished- Rent includes all utilities- electric, heat, water, Wi-Fi- Use of onsite washer/dryer- All kitchen amenities: plates,

    19 Overbrook Dr Unit Studio, Killington, VT 05751

Why Live in Pittsfield

Pittsfield, Vermont, is a small community nestled in the Green Mountains, offering year-round outdoor activities. Located about 13 miles from Killington Resort, residents have easy access to skiing and snowboarding in winter, as well as hiking and mountain biking in the warmer months. The Green Mountain National Forest surrounds the area, providing numerous trails, including the Long Trail. Homes in Pittsfield range from turn-of-the-century farmhouses to contemporary cabins, with unique architectural designs by Robert Carl Williams featuring stone fireplaces and large windows. The community has a mix of Victorian and Craftsman styles along Route 100, while more modern homes are found in the mountainous areas. Local amenities include The Original General Store, which offers groceries, gifts, and a deli, and The Backroom, a seasonal restaurant serving upscale American cuisine. Nearby, Wild Fern in Stockbridge provides casual dining with live music. Annual events like the Snow Devil Snowshoe Race and Memorial Day parade bring the community together. For education, Killington Elementary School and Woodstock Union High School and Middle School are highly rated, offering a range of academic and extracurricular opportunities. Pittsfield is conveniently located with Route 100 running through it, and Rutland, with its larger shopping options, is about 20 miles away. The area is known for its lower taxes compared to neighboring Killington and offers a quiet countryside retreat with a variety of things to do.

Frequently Asked Questions

What are the most popular zip codes in Pittsfield, VT for renters?
The most popular zip codes in Pittsfield, VT for renters include 05701 and 05068.
How to Rent a Home