
Homes for Rent in Chestertown, NY Under $2,000 (13 Rentals)


11 Keyes St

21 Carr Rd

130 Van Dam St

305 Nelson Ave

5 Church St

14 A Kirby Rd

14 Kirby Rd

10 C Kirby Rd

178 Walnut Dr

123 Circle Dr

122 South St

35 Saratoga Ave
Chestertown, NY Local Guide

How much does it cost to rent a home in Chestertown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chestertown 2 Bedroom Homes for Rent | $5,267 | $1,425 | $10,000+ |
| Chestertown 3 Bedroom Homes for Rent | $4,208 | $1,500 | $10,000+ |
| Chestertown 4 Bedroom Homes for Rent | $4,816 | $3,200 | $7,500 |
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Chestertown, NY Local Guide
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Frequently Asked Questions about Chestertown
What type of rentals are currently available in Chestertown?
There are currently 51 Apartments for Rent in Chestertown, NY with pricing that ranges from $985 to $4,423. There are also 37 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestertown ranging from $1,205 to $48,500.
What is the current price range for Rental Homes in Chestertown?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestertown ranges from $1,205 to $48,500 with an average monthly rent of $3,874.
How much are larger Three and Four Bedroom Rentals in Chestertown?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestertown range from $1,225 to $4,423, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,500 to $20,000. Four Bedroom Single-Family rentals are also available starting from $3,200 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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.