
Homes for Rent in Chester, CT (39 Rentals)


55 Dogwood Rd

115 Shore Dr

131 Hemlock Dr

165 Main St

95 Saybrook Rd

29 New City St

23 Quotonset Ln

405 Seaside Ave
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

14 Leeway Dr

12 Elm Ave

147 Captains Dr

45 Broadway S

19 Underway Dr

89 Grove Beach Rd S

58 Chapman Ave

62 Brookside Ave E

505 Seaside Ave
Neighborhood & Market Insights: How to Choose the Right Area to Rent
Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

260 Hamburg Rd

150 Ferry Rd

1500 Boston Post Rd

115 Ayers Point Rd

12 Allendale Rd

958 Middlesex Turnpike

1281 Durham Rd

28 Beach Rd W

33 Beach Rd W
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.

2203 Durham Rd

17 Mallard Dr

187 Wildcat Rd

22 College St

24 College St

7 Stephens Ct

6 Sunset Ln

10 Grove Way

170 Shore 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.

84 Waterside Ln

21 Grove Way

94 Quiet Woods Rd
Chester, CT 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 | $4,459 | $1,800 | $10,000+ |
| Chester 3 Bedroom Homes for Rent | $4,161 | $2,150 | $9,000 |
| Chester 4 Bedroom Homes for Rent | $4,321 | $2,100 | $6,000 |
| Chester 5 Bedroom Homes for Rent | $3,200 | $3,200 | $3,200 |
Browse Top Homes for Rent in Chester
Explore Chester
Chester, CT Local Guide
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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.
Read Article18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick 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.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Chester, CT Rentals by Map
See the most popular apartments and homes in Chester, CT
Frequently Asked Questions about Chester
What type of rentals are currently available in Chester?
There are currently 67 Apartments for Rent in Chester, CT with pricing that ranges from $710 to $4,366. There are also 39 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chester ranging from $1,300 to $30,000.
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 $1,300 to $30,000 with an average monthly rent of $3,436.
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 $1,491 to $4,058, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,150 to $9,000. Four Bedroom Single-Family rentals are also available starting from $2,100 and Four Bedroom Apartments start at $3,265.
Expert Rental Resources
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.
Articles, How-To's, and Tips

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.