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Pet-Friendly Homes for Rent in Chester, NY

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  • /19

    $1,900 per month

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    2 Oak St, Chester, NY 10918

    Freshly updated and well-maintained 2 bedroom unit in a multi-family home. Open concept living space with kitchen, dining space and living room. Beautiful view of the Chester farmlands from the living room. Two nicely sized bedrooms with large closets. Separate entrance for tenant, access to side yard in front of unit, tenant gets space in the driveway for 2 cars. Landlord pays heat, hot water,

    Elissa Elliott Howard Hanna Rand Realty

    2 Oak St, Chester, NY 10918
  • /37

    $5,300 per month

    • 4 Beds
    • 2 Baths
    • 3,412 Sq Ft
    • House for Rent

    66 Murray Dr, Chester, NY 10918

    Welcome to Refined Living — A Contemporary Ranch renovated for Elevated Year-Round Living with ease, entertainment and privacy! Perfectly set on 1.2 acres with Mountain views just one hour from New York City, this FULLY FURNISHED and fully equipped 3,412 square-foot home provides the convenience of one level living blended with the luxury of upscale design features. The bright and open Foyer

    Tehillah Deslandes Howard Hanna Rand Realty

    66 Murray Dr, Chester, NY 10918
  • /18

    $1,750 per month

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

    492 Black Meadow Rd, Chester, NY 10918

    Looking for a quiet rental with privacy? This rental is on the ground level - no stairs! Large sun filled living space, and one bedroom. Large full bathroom, and a storage room for everything. Tons of parking!

    Jennifer Gillett Howard Hanna Rand Realty

    492 Black Meadow Rd, Chester, NY 10918
  • /38

    $6,000 per month

    • 4 Beds
    • 2.5 Baths
    • 3,348 Sq Ft
    • House for Rent

    20 Goshen Rd, Chester, NY 10918

    Rare rental opportunity to occupy a premier estate in Chester. This property is perfectly suited for those seeking a self-sufficient lifestyle without sacrificing modern luxury. The 4-bedroom, 3-bath custom home is complemented by expansive grounds crisscrossed with miles of private horse trails and a thriving, mature fruit orchard. Practicality meets scale with an infrastructure designed for

    Ramanjit Dhanoa eXp Realty

    20 Goshen Rd, Chester, NY 10918
  • /38

    $3,850 per month

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Apartment for Rent

    408 Bull Mill Rd Unit 2, Chester, NY 10918

    ***Rare opportunity***Available April 1st for occupancy! Experience peaceful country living at 408 Bull Mill Rd, Unit 2, a Victorian-style retreat set on sprawling acreage and surrounded by nature. This 1,800 sq. ft. home offers exceptional privacy, quiet, and seclusion while providing the space and charm of a classic design. Inside, you’ll find three spacious bedrooms and two full bathrooms,

    Robert Addon Keller Williams Realty

    408 Bull Mill Rd Unit 2, Chester, NY 10918
  • /11

    $1,750 per month

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Apartment for Rent

    204 Pine Hollow Way, Chester, NY 10918

    Highly desirable one bedroom apartment for rent! Spacious open concept unit with lots of natural light! Relax on your own private patio and enjoy the peaceful surroundings of the outdoors. Large bedroom with great closet space! This unit has a private laundry room with hook ups. Close to all shopping, restaurants, apple picking, wineries, breweries & everything the beautiful Hudson Valley has to

    Kristie Jacques Century 21 Full Service Realty

    204 Pine Hollow Way, Chester, NY 10918
  • /9

    $2,800 per month

    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft
    • House for Rent

    71 Greycourt Rd, Chester, NY 10918

    Lovely and Private! Welcome to 71 Greycourt rd. this house is conveniently located just in the right location being close to major highways and shopping! This home was recently renovated with lots of upgrades. nice size kitchen, upgraded electricity, and much more! This house is private, sitting on a 2-acre property and a fenced-in yard for total privacy. This house is your dream rental! Don't

    Mordechai Ungar HFA Realty Group

    71 Greycourt Rd, Chester, NY 10918
  • /10

    $2,200 per month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Townhouse for Rent

    82 High St Unit 5, Chester, NY 10918

    Very bright and spacious top-floor Penthouse apartment! Come see this open layout floorplan. The updated kitchen has a new stainless steel refrigerator and dishwasher. The Primary bedroom has large double closets and can accommodate a king-size bed. The living room/dining room combination is bright and sun-filled, with plenty of windows and an outside deck. You’ll appreciate the convenience of

    Lynda Hoss Weichert Realtors

    82 High St Unit 5, Chester, NY 10918
  • /9

    $2,000 per month

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

    1396 Kings Hwy, Chester, NY 10918

    Newly renovated 3 bedroom unit located in the heart of Sugar Loaf and within the Warwick School District. This second-floor walkup features a bright white kitchen with stainless steel appliances, including an in-unit washer/drier, and offers a large private balcony with scenic views of Sugar Loaf Mountain. The unit is situated above a restaurant; music may be audible as late as 11 PM on Friday

    Roxanne Hartman Timothy W. Kramer

    1396 Kings Hwy, Chester, NY 10918
  • /29

    $3,050 per month

    • 4 Beds
    • 1.5 Baths
    • 1,605 Sq Ft
    • House for Rent

    98 Main St, Chester, NY 10918

    Welcome to 98 Main St: a gracious Colonial in the center of the village of Chester!A huge "wrap-around" front porch greets you when you arrive. Once inside, you will be impressed with the "old world" charm of the stained-glass windows, dark wood trim, Hardwood floors and the pocket doors in the Living Room. Many large windows downstairs let in plenty of sunlight! Upstairs there are 4 nice

    Eveline White Hudson Valley Griffith

    98 Main St, Chester, NY 10918
  • /2

    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 1,331 Sq Ft
    • Townhouse for Rent

    2104 Whispering Hills, Chester, NY 10918

    Experience the best of Whispering Hills in this expansive 3-bedroom, 2.5-bathroom townhouse—the largest model available in the community! Currently undergoing a fresh renovation, this home will be move-in ready by April 15, 2026. The layout features a spacious master suite complete with a private walk-in closet, perfect for your wardrobe needs. Located just minutes from premier shopping, dining,

    Jayne M. Prechtel Keller Williams Valley Realty

    2104 Whispering Hills, Chester, NY 10918
  • /41

    $3,650 per month

    • 3 Beds
    • 2 Baths
    • 1,793 Sq Ft
    • House for Rent

    83 Lake Region Blvd, Monroe, NY 10950

    3 bedroom, 2 bathroom house for rent in the perfect location near Walton Lake. 4th room can be used as a bedroom, office or gym. Huge fenced in yard. 2 driveways with plenty space and storage. Central Air, Laundry, ring surveillance, corner lot, walking distance to lake. Fully furnished!

    Wendy Todoric Keller Williams Realty

    83 Lake Region Blvd, Monroe, NY 10950
  • /7

    $2,700 per month

    • 3 Beds
    • 2.5 Baths
    • 1,452 Sq Ft
    • House for Rent

    47 Helene Rd, Warwick, NY 10990

    Great spacious end unit townhouse in Kings Estates ! Freshly painted with professionally cleaned carpets makes this townhouse move in ready! This unit has been renovated within the last few years and includes newer stainless steel appliances and hardwood floors throughout the living and dining room. Back deck off of the dining room and kitchen area offers a GREAT view. Must see to appreciate !

    Christina Biagini Weichert Realtors

    47 Helene Rd, Warwick, NY 10990
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