
Homes for Rent in Chester, NY with Swimming Pool (35 Rentals)


1358 Kings Hwy

1213 Whispering Hills Dr

1912 Whispering Hills Dr

3322 Whispering Hills Dr

13 Lexington Hills Rd

264 Reservoir Rd

95 Glenmere Homesites Rd
It's time to soak up some sun!
One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.

1728 NY-17

63 Butler Dr

436 Jessup Rd

1711 NY-17A

141 Montgomery St

3 Shale Ln

146 S Church St
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

42 Woodland Cir S

9 Laurel Trail

5 Point O Pine

37 Tanager Rd

453 Clove Rd

9 Willard Pl

46 Midway Dr

9 Blythelea Rd
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

40 Felter Hill Rd

5 Case Ct

7 Forestdale Ave

1290 Lakes

11 Dorian Way

8 Lexington Hills Rd

126 Evan Rd

1535 NY-208

36 Weathervane Way
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

10 Paradise Ln

56 Benjamin Meadow Rd

14 Bridge St
Chester, NY Local Guide

How much does it cost to rent a home in Chester?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Chester 2 Bedroom Homes for Rent | $2,307 | $1,750 | $2,700 |
Chester 3 Bedroom Homes for Rent | $3,291 | $1,500 | $6,500 |
Chester 4 Bedroom Homes for Rent | $5,583 | $3,500 | $8,000 |
Chester 6 Bedroom Homes for Rent | $3,675 | $2,850 | $4,500 |
Browse Top Homes for Rent in Chester
Explore Chester
Chester, NY Local Guide
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Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Frequently Asked Questions about Chester
What type of rentals are currently available in Chester?
There are currently 56 Apartments for Rent in Chester, NY with pricing that ranges from $594 to $11,970. There are also 37 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chester ranging from $1,500 to $8,000.
What is the current price range for Rental Homes in Chester?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Chester ranges from $1,500 to $8,000 with an average monthly rent of $3,431.
How much are larger Three and Four Bedroom Rentals in Chester?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Chester range from $2,600 to $3,026, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,500 to $6,500. Four Bedroom Single-Family rentals are also available starting from $3,500 and Four Bedroom Apartments start at $2,500.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.