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North Canaan, CT Homes for Rent

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  • /8

    $3,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,864 Sq Ft
    • House for Rent

    29 E Main St, Canaan, CT 06018

    Spacious, beautifully renovated, and full of character! This charming 4-bedroom, 2 full-bath single-family home offers the perfect blend of modern updates and timeless appeal. Recently renovated throughout, the home features generous living spaces, an updated kitchen and baths, and plenty of room for comfortable everyday living. Enjoy the flexibility of four well-sized bedrooms, bright and

    Agent Photo

    Annie Q Simard

    LPT Realty

    29 E Main St, Canaan, CT 06018
  • /5

    $1,350 Plus Fees

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

    31-33 Railroad St Unit 5, Canaan, CT 06018

    Property Id: 2466755Nicely updated 1-bedroom apartment is. On-site laundry facilities, pet-friendly, and move-in ready.Rental Requirements:- Credit score of at least 650- Monthly income must be 3x the rent- No history of evictions- Security deposit of 1 months' rent and 1st month's rent required to move in- Minimum 1-year lease required

    31-33 Railroad St Unit 5, Canaan, CT 06018
  • /11

    $1,350 Per Month

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

    31 Railroad St, Canaan, CT 06018

    One bedroom apartment conveniently located. Immediate occupancy.

    Carolyn Butkevich Regency Real Estate, LLC

    31 Railroad St, Canaan, CT 06018
  • /19

    $1,400

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    31 Railroad St Unit Apartment 10, Canaan, CT 06018

    Nicely updated 1-bedroom apartment is. On-site laundry facilities, pet-friendly, and move-in ready.Rental Requirements:- Credit score of at least 650- Monthly income must be 3x the rent- No history of evictions- Security deposit of 1 months' rent and 1st month's rent required to move in- Minimum 1-year lease required

    31 Railroad St Unit Apartment 10, Canaan, CT 06018
  • /36

    $2,350 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,470 Sq Ft
    • House for Rent

    15 Lower Rd, Canaan, CT 06018

    $2,350 per month - utilities not included. Available starting Monday, March 22. This is a private, furnished single-family home featuring three bedrooms and one and a half bathrooms, located just steps from the Blackberry River. A private staircase behind the house provides direct access to the riverbank, offering a unique outdoor setting. The home includes a kitchen, dining area, living room,

    Jorge Zea Blue Lighthouse Realty, Inc

    15 Lower Rd, Canaan, CT 06018
  • /6

    $1,000

    Total Monthly Price

    • Studio
    • 1 Bath
    • Condo for Rent

    31 Railroad St Unit Apartment 1, Canaan, CT 06018

    Nicely updated studio apartment. On-site laundry facilities, pet-friendly, and move-in ready.Rental Requirements:- Credit score of at least 650- Monthly income must be 3x the rent- No history of evictions- Security deposit of 1 months' rent and 1st month's rent required to move in- Minimum 1-year lease required

    31 Railroad St Unit Apartment 1, Canaan, CT 06018
  • /8

    $1,100 Per Month

    • 1 Bed
    • 1 Bath
    • 4,788 Sq Ft
    • House for Rent

    180 W Main St, Canaan, CT 06018

    Conveniently located in town, this second-floor 1-bedroom, 1-bath apartment offers comfortable living with easy access to shopping, restaurants, parks, and local amenities. The apartment features a bright and spacious living room, functional kitchen, generous bedroom, and full bath. Enjoy the convenience of in-town living. Off-street parking available. Tenant responsible for utilities. Credit

    TAMI REID Northwest CT Realty

    180 W Main St, Canaan, CT 06018
  • /18

    $1,350

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    31 Railroad St Unit Apartment 5, Canaan, CT 06018

    Nicely updated 1-bedroom apartment is. On-site laundry facilities, pet-friendly, and move-in ready.Rental Requirements:- Credit score of at least 650- Monthly income must be 3x the rent- No history of evictions- Security deposit of 1 months' rent and 1st month's rent required to move in- Minimum 1-year lease required

    31 Railroad St Unit Apartment 5, Canaan, CT 06018

Why Live in North Canaan

North Canaan, Connecticut, is a small town with a rich history dating back to the 1700s, experiencing significant growth during the railroad boom of the mid-1800s. The town features a mix of historic homes from the mid-1700s and newer Cape Cod and ranch-style houses. Downtown Canaan, the village area, is characterized by Victorian-era residences with wide lawns and tall oaks, while the outskirts offer homes on multi-acre lots with private wells and septic systems. North Canaan Elementary School and Housatonic Valley Regional High School are highly rated public schools, and nearby private institutions like Salisbury School and The Hotchkiss School also receive top marks. Dining options in Canaan include Industry Kitchen & Bar, Picante’s, and Blackberry River Bistro, with cafes like Ilse Cafe & Roastery offering morning treats. For shopping, Stop & Shop serves as the main grocery store, with additional markets selling local produce and crafts. Recreational opportunities abound with youth programs, Bunny McGuire Park, and nearby hiking trails such as the Appalachian Trail and Campbell Falls State Park Reserve. Annual events like Old Railroad Days and the North Canaan Parade of Lights foster a strong sense of community. While freight trains still pass through, most residents rely on cars for travel, with access to U.S. routes 7 and 44. Local industries include a limestone quarry, dairy farms, and a Becton Dickson manufacturing plant, with Sharon Hospital and Bradley International Airport providing nearby services.

Frequently Asked Questions

What neighborhoods in North Canaan, CT are best for renting a home?
The best neighborhood for renting in North Canaan, CT depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include North East and Pine Plains, each with its own character and price range.
How to Rent a Home