
Cheap Homes for Rent in the Winding Trail Neighborhood of Boulder, CO from $1,300 (38 Rentals)
Search the lowest-cost Homes available for rent right now in the Winding Trail area of Boulder.


1220 Mapleton Ave

402 Maxwell Ave, Unit 3

3035 Oneal Pkwy

2707 Valmont Rd

2201 Pearl St, Unit 108

1237 Elder Ave

1111 Maxwell Ave

1333 Pine St
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

1934 18th St

1860 Walnut St

3237 Carbon Pl

3250 O'Neal Cir

2707 Valmont Rd, Unit 209A

3485 Hayden Pl

275 Pearl St

1013 Portland Pl

3030 Oneal Pky, Unit M39
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

3360 34th St

2800 Kalmia Ave

1830 22nd St, Unit 14

3035 Oneal Pkwy

2459 20th St

2531 9th St, Unit B

3525 28th St, Unit # 301

4881 Broadway

3545 28th St, Unit 103
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.

2201 Pearl St, Unit 124

1850 Folsom St

3035 Oneal Pkwy, Unit #V34

2630 Juniper Ave, Unit #3

3120 Corona Trail

625 Pearl St

919 Spruce St

3250 O'Neal Cir, Unit d25

3035 Oneal Pkwy, Unit T37
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.

3250 Oneal Cir, Unit Boulder Condo

1895 Alpine Ave.
Winding Trail, Boulder, CO Local Guide

How much does it cost to rent a home in Winding Trail?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winding Trail 2 Bedroom Homes for Rent | $2,775 | $1,895 | $6,495 |
| Winding Trail 3 Bedroom Homes for Rent | $3,466 | $2,000 | $6,495 |
| Winding Trail 4 Bedroom Homes for Rent | $4,915 | $3,195 | $9,010 |
| Winding Trail 5 Bedroom Homes for Rent | $8,236 | $5,200 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 38 rentals with your search options within a 2 mile radius of the Winding Trail Neighborhood of Boulder, CO.
Explore Boulder
Winding Trail, Boulder, CO Local Guide
- Nearby Boulder neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Available Winding Trail Apartments for Rent
 The cheapest available apartment rental in the Winding Trail area of Boulder, CO is a Studio unit found at Annex Flats priced from $787. Spruce Street Apartments has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,300. Here are the most affordable Winding Trail apartments for rent in Boulder, CO:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Annex Flats | 0bd | Studio,1BA | $787 |
| Spruce Street Apartments | One Bed | 1BR,1BA | $1,300 |
| Grove Street Apartments | One Bed | 1BR,1BA | $1,300 |
| South Street Apartments | One Bed | 1BR,1BA | $1,300 |
| Nest on 30th - 8201 | A1 | 1BR,1BA | $1,345 |
| Canyon Place Apartments | Studio | Studio,1BA | $1,355 |
| 1920 Canyon Blvd | 1 Bedroom | 1BR,1BA | $1,400 |
| Ledges on 29th | Studio | Studio,1BA | $1,400 |
| Pepper Park | One Bedroom | 1BR,1BA | $1,400 |
Best Value Apartments for Rent in Winding Trail, CO
As of July 23, 2026 the best value apartment in the Winding Trail area is the $2.23 price per square foot 1031 Portland Place Model at 1031 Portland Place, Unit 7 in the in the Pearl Street Mall neighborhood starting from $2,895. The second greatest value Winding Trail apartment is the Mahogany Model at Two Nine North starting at $3,176 with a $2.54 price per square foot in the Crossroads neighborhood. Here is today’s list of the best values for Winding Trail apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 1031 Portland Place, Unit 7 | 1031 Portland Place | 3BR,1.5BA | $2.23 |
| Two Nine North | Mahogany | 2BR,2BA | $2.54 |
| Uptown Broadway | Unit B | 2BR,1.5BA | $2.10 |
| 2019 Grove St | 2 Bedroom | 2BR,1BA | $2.00 |
| The Cove | Two Bedroom | 2BR,1BA | $2.17 |
| Valencia Gardens | 2 Bed Office + 1 Bath | 2BR,1BA | $2.26 |
| Depot Square | 2 Bedroom 1 Bath | 2BR,1BA | $2.39 |
| Nest on 30th - 8201 | B2 | 2BR,1BA | $2.27 |
| 2707 Valmont Rd Apt 107D, Unit Two Mile Creek - 107D | 2707 Valmont Rd Apt 107D | 1BR,1BA | $2.42 |
| 2707 Valmont Rd. Apt 213D, Unit Two Mile Creek 213D | 2707 Valmont Rd. Apt 213D | 1BR,1BA | $2.50 |
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.
Pet Friendly LifestyleWinding Trail, Boulder, CO
Ranked #18
Among cities in Colorado for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Frequently Asked Questions about Winding Trail
What type of rentals are currently available in Winding Trail?
There are currently 295 Apartments for Rent in Winding Trail, CO with pricing that ranges from $787 to $6,877. There are also 97 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winding Trail ranging from $1,300 to $12,500.
What is the current price range for Rental Homes in Winding Trail?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winding Trail ranges from $1,300 to $12,500 with an average monthly rent of $3,949.
How much are larger Three and Four Bedroom Rentals in Winding Trail?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winding Trail range from $2,125 to $6,877, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,000 to $6,495. Four Bedroom Single-Family rentals are also available starting from $3,195 and Four Bedroom Apartments start at $1,667.
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

Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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.