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Chester, NY Homes for Rent

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  • /30

    $14,290 per month

    • 7 Beds
    • 5 Baths
    • Condo for Rent

    45 Conklingtown Rd Unit ID1056815P, Chester, NY 10918

    Escape to this luxurious 7-bedroom retreat in the heart of Chester, NY! Designed for ultimate relaxation, the home boasts upscale outdoor spaces with a sparkling pool, porch lounge, and covered dining area. Inside, enjoy stylish furnishings, a chic home office, and elegant touches throughout. A game room with a pool table adds a fun element, making this the perfect mix of comfort and

    45 Conklingtown Rd Unit ID1056815P, Chester, NY 10918
  • /19

    $750 per month

    • 1 Bed
    • 1 Bath
    • 400 Sq Ft
    • Apartment for Rent

    7915 State Route 9 Unit 2, Chester, NY 12860

    Basic 1BR/1BA apartment Pottersville! This unit has a large porch and semi-private yard. Exceptionally easy to access from I-87, close to skiing, 20 minutes to Gore, 25 minutes to Lake George. Heat, hot water, sewer and water included in rent. Landlord plows parking lot, tenant is responsible for their walkway. SF estimated. No smoking, no pets. 3x income and renter's insurance required. This

    Jonathan Van Dyk Equitas Realty

    7915 State Route 9 Unit 2, Chester, NY 12860
  • /7

    $4,000 per month

    • 6 Beds
    • 2 Baths
    • House for Rent

    5 Laroc Rd, Chester, NY 10918

    Property Id: 1802590Stunning Home with Expansive Yard and Abundant Storage!Welcome to this incredible property, boasting a massive backyard perfect for outdoor entertaining! Enjoy warm weather gatherings on the spacious deck, and make the most of the two sheds for storing tools, equipment, and more.This fantastic home also features:- 1 garage for secure vehicle

    5 Laroc Rd, Chester, NY 10918
  • /15

    $2,700 per month

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

    62 Main St, Chester, NY 10918

    Tons of square footage in a quiet area with amazing views. With coffe shops , entertainment and restaurants within walking distance , this rental will go quick! Ample parking, a backyard complete with play area, bamboo floors and 5 minutes from commuting highways make this place a unicorn in the real estate world. Come check it out!

    Ryan Case Keller Williams Realty

    62 Main St, Chester, NY 10918
  • /18

    $2,500 per month

    • 2 Beds
    • 1.5 Baths
    • 1,072 Sq Ft
    • Condo for Rent

    2720 Whispering Hills, Chester, NY 10918

    Welcome to 2720 Whispering Hills in Chester, NY—a charming 2-bedroom, 1.5-bathroom townhouse offering 1,072 square feet of comfortable living space. This home features a cozy fireplace, in-unit laundry, and an attached garage with off-street parking. The community amenities include pools, clubhouses, tennis and basketball courts, and a playground. Conveniently located near shopping, dining, and

    Michael Cahill HomeSmart Homes & Estates

    2720 Whispering Hills, Chester, NY 10918
  • /14

    $2,100 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    1358 Kings Hwy, Sugar Loaf, NY 10981

    Quintessential Sugar Loaf Cottage, newly renovated inside, featuring expansive windows in the front living space, new LVP Flooring throughout, new kitchen with plenty of cabinetry, open shelving and a bar style countertop for extra prep space or entertaining. The space also features an extra large pantry and a new spacious sunlit bathroom with stand up shower. First bedroom is on the main floor

    Christine DeLuca BHG Real Estate Green Team

    1358 Kings Hwy, Sugar Loaf, NY 10981
  • /10

    $2,495 per month

    • 3 Beds
    • 1 Bath
    • 2,386 Sq Ft
    • Apartment for Rent

    28 Academy Ave, Chester, NY 10918

    Beautifully updated 3 bedroom apartment in the heart of Chester. Spacious layout offers 3 large bedrooms a full bathroom and kitchen. The finished attic with additional storage space offers great potential! Close to shopping and restaurants. Enjoy a stroll on the nearby heritage trail or hit some balls at the local gulf course. Also close to the highway for easy commuter access.

    Brittany Barry HV Premier Properties Realty

    28 Academy Ave, Chester, NY 10918
  • /22

    $3,100 per month

    • 3 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • House for Rent

    46 Midway Dr, Monroe, NY 10950

    THE RENTAL YOU HAVE BEEN LOOKING FOR! Beautiful, well-kept fabulous two story home in the Monroe Woodbury School district. Spacious rooms, updated kitchen with plenty of cabinets, four season room fully equipped with new windows and heater can used as office, ample living space, and expansive backyard to enjoy all year round. This lovely home comes with lake rights and all your needs. Call today,

    Eliezer Safdie Sage Realty Center LLC

    46 Midway Dr, Monroe, NY 10950
  • /7

    $1,300 per month

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

    15 Meadow Ave Unit 1, Chester, NY 10918

    Studio apartment.. very clean and renovated with gleaming hardwood floors ..close to shopping, restaurants, Hwys, schools, etc.. has a nice porch as well for entertainment. Additional Information: See Remarks,

    Elizabeth Nemeth John J Lease REALTORS Inc

    15 Meadow Ave Unit 1, Chester, NY 10918
  • /43

    $2,850 per month

    • 3 Beds
    • 2 Baths
    • 1,316 Sq Ft
    • Condo for Rent

    3411 Whispering Hills, Chester, NY 10918

    Discover the perfect blend of convenience and comfort in this beautifully maintained 3-bedroom, 2-bathroom condo in the highly sought-after Whispering Hills community. This inviting home features a stunning kitchen with stainless steel appliances and granite countertops, a spacious living room with cathedral ceilings, a cozy fireplace, and sliding doors leading to your private deck. The Primary

    Sean Israelski Howard Hanna Rand Realty

    3411 Whispering Hills, Chester, NY 10918
  • /16

    $2,500 per month

    • 2 Beds
    • 1 Bath
    • 1,084 Sq Ft
    • Condo for Rent

    3312 Whispering Hills, Chester, NY 10918

    Welcome to lovely Whispering Hills! Don't miss this amazing opportunity to rent this beautiful, centrally located corner unit that was completely renovated in 2018 and has been meticulously maintained. This spacious, 2 bedroom, move-in ready unit has been freshly painted and professionally cleaned. Open floor plan makes for easy entertaining! Enjoy a glass of wine on the deck in warmer weather or

    Marianna LoGiudice Weichert Realtors

    3312 Whispering Hills, Chester, NY 10918
  • /28

    $3,950 per month

    • 4 Beds
    • 2 Baths
    • 1,326 Sq Ft
    • House for Rent

    1462 New York 17m, Chester, NY 10918

    Turn-key single family home for rent in Warwick! Completely renovated in 2021 with new roof, new kitchen, new bathrooms, HVAC and more. 4 bedrooms and 2 full baths, plus an attached garage and a large yard. Open floor plan with tons of space and great light. The basement is completely finished and offers an additional 440 square feet of living space. Close to everything in Warwick, don't miss out

    Nikki Grzegorzewski Keller Williams Realty

    1462 New York 17m, Chester, NY 10918

Frequently Asked Questions

What are the most popular neighborhoods in Chester, NY for renters?
The most popular neighborhoods in Chester, NY for renters are Blooming Grove, Hamptonburgh, Woodbury, Wallkill and Cornwall.
What are the most popular zip codes in Chester, NY for renters?
The most popular zip codes in Chester, NY for renters include 10940, 12550, 12508, 07430 and 10960.
How to Rent a Home