I'm from Houston, depending on when the reno is done, make sure you get the tenants lease to correlate with prime rental season.

The location we chose will be a 4 season rental (skiing, snowmobiling, boating, fishing, golfing) with lake/dock access.

Therefore, im getting into a place thinking is it because of the holiday season or i should just go ahead and less my rent.

Combine this data with the increase of withdrawn sales and it may be more than a typical slow winter season and more akin with what market analysts have dubbed a seller’s strike.

Winter is the best time to get a deal in Chicago...I even call it Deal Season!!! 

When I cashed out refinanced on my rental, I looked for collateral based lender that had the least amount of fees to originate, no seasoning period, and highest LTV.

I want to know what other newbies are doing and seasoned real estate pros have done to enjoy the process along the way when they were getting started?

The average days on market will vary depending on the where it is; the season that you are in (late November to February are tough - holidays, weather changes, etc.); the pricing strategy behind the rentals; what price point are the rentals looking to achieve (if it is at or above market rent it may take longer to find a tenant.

Yes, seasoning period is 6 months.

Only thing you might run into is seasoning.