
Cheap Homes for Rent in Pawling, NY from $1,800 (9 Rentals)
Search the lowest-cost Homes available for rent right now in Pawling.


25 Canterbury Arms

129 Charles Colman Blvd, Unit A2

21 CT-39
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

506 Fox Run Ln

18 Inglenook Dr

14 Lake Dr N

689 Kent Rd
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

222 CT-37
Pawling, NY Local Guide

How much does it cost to rent a home in Pawling?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Pawling 2 Bedroom Homes for Rent | $3,364 | $1,800 | $7,500 |
| Pawling 3 Bedroom Homes for Rent | $3,625 | $3,200 | $4,100 |
| Pawling 4 Bedroom Homes for Rent | $13,142 | $3,000 | $10,000+ |
| Pawling 5 Bedroom Homes for Rent | $4,500 | $4,500 | $4,500 |
Browse Top Homes for Rent in Pawling
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Pawling, NY Local Guide
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Cheapest Available Pawling Apartments for Rent and Nearby
 The cheapest available apartment rental in Pawling, NY is a Studio unit found at Mountain View Knolls in the Old Hopewell Estates neighborhood priced from $1,300. Simeon Village- AGE RESTRICTED in the Danbury Newtown Monroe neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,550. Here is today’s list of the most affordable Pawling apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Mountain View Knolls | Studio | Studio,1BA | $1,300 |
| Simeon Village- AGE RESTRICTED | Studio Unit | Studio,1BA | $1,550 |
| Innovation Studios | Studio | Studio,1BA | $1,625 |
Best Value Apartments for Rent in Pawling, NY and Nearby
As of June 22, 2026 the best value apartment in the Pawling area is the $2.60 price per square foot C Floorplan Model at The Grand at Stony Hill Village in the in the Hawleyville neighborhood starting from $3,327. The second greatest value Pawling apartment is the Bridgeport Model at Arrive Danbury starting at $3,339 with a $2.68 price per square foot in the Danbury Newtown Monroe neighborhood. Here is today’s list of the best values for Pawling apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| The Grand at Stony Hill Village | C Floorplan | 3BR,2BA | $2.60 |
| Arrive Danbury | Bridgeport | 2BR,2BA | $2.68 |
| Willow Grove Apartment Homes | 2 Bed/2 Bath-Laurel | 2BR,2BA | $2.38 |
| 7 Oswego Rd | Two Bedroom Two Bathroom | 2BR,2BA | $2.50 |
| Brookview Commons | BCW-B5.A | 2BR,2BA | $2.71 |
| Barnbeck Place | B1 | 2BR,2BA | $2.71 |
| The Hamlet at Carmel | Two Bed One Bath | 2BR,1BA | $2.37 |
| 2205 Mayor Mitchell Court | 2 bedroom | 2BR,1BA | $2.45 |
| Ridgeway Place | Amherst | 1BR,1BA | $2.60 |
| Towne Brooke Commons | Hawley | 1BR,1BA | $2.38 |
Don'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 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.
Best Local Schools in Pawling, NY
Pawling Elementary School
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Pawling, NY Rentals by Map
See the most popular apartments and homes in Pawling, NY
Frequently Asked Questions about Pawling
What type of rentals are currently available in Pawling?
There are currently 52 Apartments for Rent in Pawling, NY with pricing that ranges from $1,300 to $5,569. There are also 34 Single Family Homes for rent, Condos, and Townhome rentals currently available in Pawling ranging from $1,800 to $30,000.
What is the current price range for Rental Homes in Pawling?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Pawling ranges from $1,800 to $30,000 with an average monthly rent of $5,380.
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

Poughkeepsie Insider: Discovering the City's Hidden Gem Neighborhood for Affordable Renting
Written by: Chris Munier
I am Chris, Local Expert for AppartmentHomeLiving.com for Poughkeepsie, New York. I have been a member of the community since 2000, and have witnessed its transformative growth.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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.