Pet Friendly Apartments for Rent in Chestertown, NY (50 Rentals)
Apartments for rent in Chestertown that love your dogs or cats as much as you do!

The Hamlet at Saratoga Springs

Winner's circle

Bridgewater Apartments

Saratoga Market Center
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

Carlton Hollow Senior Apartments

Steeplechase at Malta

The Apartments at Congress Park Centre

14 Bowman 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.

Schermerhorn - South Glens Falls

The Estates at Ballston Spa

422 Broadway - Residential

Springwood Meadows Townhome Apartments
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.

185 Big Bay Road

31 Safford Rd

48 Atwell Rd

10 C Kirby Rd

14 Kirby Rd

14 A Kirby Rd

130 Van Dam St

108 High Rock Ave

31 East St
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.

122 South St

238 N Main St
Chestertown, NY Local Guide

How much does it cost to rent an apartment in Chestertown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent | 
|---|---|---|---|
| Chestertown Studio Apartments | $1,689 | $1,131 | $2,022 | 
| Chestertown 1 Bedroom Apartments | $1,529 | $985 | $2,682 | 
| Chestertown 2 Bedroom Apartments | $1,975 | $1,050 | $4,309 | 
| Chestertown 3 Bedroom Apartments | $2,354 | $1,225 | $4,263 | 
| Chestertown 4 Bedroom Apartments | $2,500 | $2,500 | $2,500 | 
Browse Top Apartments in Chestertown
See all Apartments in ChestertownExplore Chestertown
Chestertown, NY Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Pet Friendly Apartment Rentals in Chestertown , NY and nearby
The lowest priced Chestertown apartment at a property that allows pets is the Two Bedroom 2 Beds Model at Bridgewater Apartments starting from $1,260. The second cheapest Chestertown Pet Friendly apartment is the 2 BEDROOM Model at Williamsburg Court, which is a 2 Beds starting at $1,350 in the Downtown Saratoga Springs neighborhood. Here are the most affordable Pet Friendly Chestertown apartments.
| Apartment Listing | Model Name | Priced From | 
|---|---|---|
| Bridgewater Apartments | Two Bedroom | $1,260 | 
| Williamsburg Court | 2 BEDROOM | $1,350 | 
| Perennial | Studio | $1,698 | 
| 246 West Ave | 1 BR 1 BA | $1,699 | 
| Skidmore Apartments | Large 1 Bedroom | $1,773 | 
| The Paddocks of Saratoga | The Whitney | $1,855 | 
| Silo Pointe | 2BR/2.0BA | $1,995 | 
| Carlton Hollow Senior Apartments | One Bedroom | $2,100 | 
| Enclave 50 | Two Bedroom/Two Bath W/ Attached Garage | $2,375 | 
| The Ridge | Garden Flat | $2,425 | 
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
Read ArticleDon't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
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 Chestertown, NY Rentals by Map
See the most popular apartments and homes in Chestertown, NY
Getting Around Chestertown, NY
Walk Score®
15 / 100
Car-Dependent
Almost all errands require a car
Bike Score®
23 / 100
Somewhat Bikeable
Minimal bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Pet Friendly Chestertown Apartments
What is the Cheapest Pet Friendly apartment in Chestertown?
Currently the most affordable Pet Friendly Apartment in Chestertown is at Williamsburg Court listed at $1,350.
How much is the average rent for a Pet Friendly Chestertown Apartment?
The average rent for a Pet Friendly Apartment in Chestertown is $2,552.
What is the largest Pet Friendly Chestertown Apartment for rent?
Today's Pet Friendly apartment with the most square footage in Chestertown is a 1,986 square feet unit starting from $1,698 at Perennial.
What is the average size for Chestertown Pet Friendly Apartments for rent?
The average size for a Pet Friendly rental in Chestertown is currently at 746 sq ft.
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.


























