34 Fairway Dr
SunapeeNH03782
Cheap Homes for Rent in Windsor, VT from $1,500 (8 Rentals)
Search the lowest-cost Homes available for rent right now in Windsor.
43 Piney Point Rd
SunapeeNH03782
20 Wolf Rd
LebanonNH03766
18 Island View
GranthamNH03753
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
4 Lake Ave
SunapeeNH03782
96 Fairway Dr
SunapeeNH03782
9 1/2 Bridge St
WindsorVT05089
54 Bonner Rd
PlainfieldNH03770
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.
Showing Results 1-8, Page 1 of 1
Windsor, VT Local Guide
Snowboarding in Vermont by M Pincus is licensed under CC BY 2.0
How much does it cost to rent a home in Windsor?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Windsor 2 Bedroom Homes for Rent | $2,288 | $1,600 | $3,300 |
| Windsor 3 Bedroom Homes for Rent | $6,657 | $1,550 | $10,000+ |
| Windsor 4 Bedroom Homes for Rent | $3,810 | $1,500 | $5,500 |
Browse Top Homes for Rent in Windsor
Explore Windsor
Windsor, VT Local Guide
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Cheapest Available Windsor Apartments for Rent and Nearby
The cheapest available apartment rental in Windsor, VT is a 1 Bed unit found at 57 Winchester St - Rooms for Rent in the West Keene neighborhood priced from $850. Woolen Mills has the second lowest priced unit, which is a Studio apartment currently listed from $875. Here is today’s list of the most affordable Windsor apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 57 Winchester St - Rooms for Rent | 1 2 Bedroom | 1BR,4BA | $850 |
| Woolen Mills | Studio | Studio,1BA | $875 |
| Gile Hill Rental Community | 2 Beds, 1 bath | 2BR,1BA | $1,069 |
Best Value Apartments for Rent in Windsor, VT and Nearby
As of June 23, 2025 the best value apartment in the Windsor area is the $1.31 price per square foot 2BR/1.0BA Model at 63 Main Street in the starting from $1,575. The second greatest value Windsor apartment is the 1 x 1 Model at 58 Sullivan Street starting at $1,750 with a $1.75 price per square foot . Here is today’s list of the best values for Windsor apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 63 Main Street | 2BR/1.0BA | 2BR,1BA | $1.31 |
| 58 Sullivan Street | 1 x 1 | 2BR,1BA | $1.75 |
| 18 Middle St | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
| 35-53-79 Meadow Ln | 2 br / 1 ba | 2BR,1BA | $1.71 |
| 9 Central St | 1 x 1 | 1BR,1BA | $1.59 |
| 75 Bank St | 1 Bedroom | 1BR,1BA | $1.83 |
| The Pines Apartments | 2 Bedrooms, 1 Bathroom | 2BR,1BA | $1.99 |
| Hillsborough Heights Apartments | One Bedroom | 1BR,1BA | $1.98 |
| Woolen Mills | Studio | Studio ,1BA | $1.46 |
| 57 Winchester St - Rooms for Rent | 1 2 Bedroom | 1BR,4BA | $1.96 |
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Frequently Asked Questions about Windsor
What type of rentals are currently available in Windsor?
There are currently 73 Apartments for Rent in Windsor, VT with pricing that ranges from $850 to $5,871. There are also 38 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windsor ranging from $1,500 to $45,000.
What is the current price range for Rental Homes in Windsor?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Windsor ranges from $1,500 to $45,000 with an average monthly rent of $3,752.
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.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.
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.